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CAS

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Deoxyarbutin is a potent tyrosinase inhibitor derived from natural sources, characterized by its ability to reduce melanin content in human melanocytes and inhibit the proliferation of certain melanoma cells. With an IC50 value of 17.5 μM for mushroom tyrosinase, it demonstrates significant potential in the field of dermatology and oncology.

53936-56-4

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  • Phenol, 4-[(tetrahydro-2H-pyran-2-yl)oxy]- CAS 53936-56-4

    Cas No: 53936-56-4

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53936-56-4 Usage

Uses

Used in Cosmetics and Skin Care Industry:
Deoxyarbutin is used as a skin whitening agent for its ability to inhibit tyrosinase, which is responsible for the production of melanin. It serves as a safer alternative to hydroquinone and arbutin, making it an ideal ingredient for various skin care products aimed at reducing hyperpigmentation and promoting an even skin tone.
Used in Pharmaceutical Applications:
Deoxyarbutin is used as an anticancer agent, particularly in the treatment of melanoma. It has been shown to inhibit the proliferation of B16/F10 murine melanoma cells and induce apoptosis, effectively halting the cell cycle at the S phase. In a B16/F10 murine melanoma model, Deoxyarbutin (50 mg/kg) has demonstrated its potential to reduce tumor growth, making it a promising candidate for further research and development in cancer therapy.

Preparation

Deoxyarbutin is a derivative of ?-arbutin, obtained by removal of hydroxyl groups from the glucose side-chain of ?-arbutin.

Check Digit Verification of cas no

The CAS Registry Mumber 53936-56-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,9,3 and 6 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 53936-56:
(7*5)+(6*3)+(5*9)+(4*3)+(3*6)+(2*5)+(1*6)=144
144 % 10 = 4
So 53936-56-4 is a valid CAS Registry Number.

53936-56-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Deoxyarbutin

1.2 Other means of identification

Product number -
Other names Phenol (4-[(tetrahydro-2H-pyran-2-yl)oxy]

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:53936-56-4 SDS

53936-56-4Synthetic route

4-benzyloxyphenyl 2-tetrahydropyranyl ether
53936-79-1

4-benzyloxyphenyl 2-tetrahydropyranyl ether

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol at 20℃; under 3000.3 Torr; for 3h; Autoclave;100%
With aluminum oxide; hydrogen; palladium on activated charcoal In ethyl acetate at 20℃; Product distribution / selectivity;82%
With hydrogen; calcium carbonate; palladium on activated charcoal In ethyl acetate at 20℃; Product distribution / selectivity;80%
2-(4-Acetoxyphenoxy)tetrahydropyran
134142-87-3

2-(4-Acetoxyphenoxy)tetrahydropyran

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

Conditions
ConditionsYield
With sodium perborate In methanol at 25℃; for 0.25h;84%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

hydroquinone
123-31-9

hydroquinone

A

2-(4-(tetrahydro-2H-pyran-2-yloxy)phenoxy)tetrahydro-2H-pyran
2139-44-8

2-(4-(tetrahydro-2H-pyran-2-yloxy)phenoxy)tetrahydro-2H-pyran

B

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

Conditions
ConditionsYield
With iron(III) sulfate In acetone for 1h;A 12%
B 72%
With aluminium trichloride
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

hydroquinone
123-31-9

hydroquinone

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

Conditions
ConditionsYield
With ruthenium(III) acetate at 20℃; for 12h;72%
With pyridinium p-toluenesulfonate In dichloromethane at 10 - 25℃; for 16h; Inert atmosphere;52.7%
With pyridinium p-toluenesulfonate In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;49.6%
(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)magnesium bromide
36637-44-2

(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)magnesium bromide

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

Conditions
ConditionsYield
With air In tetrahydrofuran at -25℃; under 12929 Torr; for 0.0566667h; Green chemistry;64%
2-(4-allyloxy-phenoxy)-tetrahydro-pyran

2-(4-allyloxy-phenoxy)-tetrahydro-pyran

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

Conditions
ConditionsYield
With sodium acetate; nickel In N,N-dimethyl-formamide for 18h; Ambient temperature;25%
4-Benzyloxyphenol
103-16-2

4-Benzyloxyphenol

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / dichloromethane / 8 h / 20 °C / Inert atmosphere; Cooling with ice
2: 5%-palladium/activated carbon; hydrogen / ethanol / 3 h / 20 °C / 3000.3 Torr / Autoclave
View Scheme
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / dichloromethane / 6 h / 20 °C / Inert atmosphere; Cooling with ice
2: pyridine; 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; ethanol / 8 h / 50 °C / 3750.38 Torr
View Scheme
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / dichloromethane / 7 h / 20 °C / Cooling with ice
2: 5%-palladium/activated carbon; hydrogen / ethanol; tetrahydrofuran / 8 h / 50 °C / 3750.38 Torr
View Scheme
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / dichloromethane / 8 h / 20 °C / Inert atmosphere; Cooling with ice
2: 5%-palladium/activated carbon; hydrogen / ethanol / 3 h / 20 °C / 3000.3 Torr / Autoclave
View Scheme
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / dichloromethane / 6 h / 20 °C / Inert atmosphere; Cooling with ice
2: pyridine; 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; ethanol / 8 h / 50 °C / 3750.38 Torr
View Scheme
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / dichloromethane / 7 h / 20 °C / Cooling with ice
2: 5%-palladium/activated carbon; hydrogen / ethanol; tetrahydrofuran / 8 h / 50 °C / 3750.38 Torr
View Scheme
6-(2-acryloyloxyethoxy)capronic acid
777078-65-6

6-(2-acryloyloxyethoxy)capronic acid

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C22H30O7
1187579-83-4

C22H30O7

Conditions
ConditionsYield
With dmap; 2,6-di-tert-butyl-4-methyl-phenol; dicyclohexyl-carbodiimide In chloroform at 20℃; Inert atmosphere; Cooling with ice;94%
6-chloro-1-hexanol
2009-83-8

6-chloro-1-hexanol

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C17H26O4
161841-10-7

C17H26O4

Conditions
ConditionsYield
With potassium carbonate In ISOPROPYLAMIDE at 90 - 100℃; Inert atmosphere;91%
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; Inert atmosphere;91%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;84.9%
N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide

N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methyl-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenoxy)propanamide

N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methyl-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenoxy)propanamide

Conditions
ConditionsYield
With potassium carbonate In isopropyl alcohol for 3h; Reflux;91%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

O,O-diethyl O-4-tetrahydro-2H-2-pyranyloxyphenyl phosphate
866927-59-5

O,O-diethyl O-4-tetrahydro-2H-2-pyranyloxyphenyl phosphate

Conditions
ConditionsYield
With triethylamine In tetrachloromethane88%
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

3-(4-bromobutoxy)oxetane
202982-89-6

3-(4-bromobutoxy)oxetane

2-{4-[4-(oxetan-3-yloxy)-butoxy]-phenoxy}-tetrahydro-pyran
202983-46-8

2-{4-[4-(oxetan-3-yloxy)-butoxy]-phenoxy}-tetrahydro-pyran

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; Etherification;87%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C15H18O4

C15H18O4

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 16h; Inert atmosphere; Cooling with ice;83.6%
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 7h; Inert atmosphere; Cooling with ice;9 g
4-Methyl-1-pentanol
626-89-1

4-Methyl-1-pentanol

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

2-[4-{(4-methylpentyl)oxy}phenoxy]tetrahydropyran

2-[4-{(4-methylpentyl)oxy}phenoxy]tetrahydropyran

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;78%
3-bromo-2-(4-fluorophenyl)-6-methoxybenzo[b]thiophene 1-oxide
847386-22-5

3-bromo-2-(4-fluorophenyl)-6-methoxybenzo[b]thiophene 1-oxide

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

2-(4-fluorophenyl)-6-methoxy-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenoxy)benzo[b]thiophene-1-oxide

2-(4-fluorophenyl)-6-methoxy-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenoxy)benzo[b]thiophene-1-oxide

Conditions
ConditionsYield
Stage #1: 4-(tetrahydro-2H-2-pyranyloxy)phenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h;
Stage #2: 3-bromo-2-(4-fluorophenyl)-6-methoxybenzo[b]thiophene 1-oxide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h;
75%
C27H16ClNO4

C27H16ClNO4

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C38H29NO7

C38H29NO7

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 120℃; for 3h;75%
2-chloromethyl-3-chloroprop-1-ene
1871-57-4

2-chloromethyl-3-chloroprop-1-ene

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C16H16O4

C16H16O4

Conditions
ConditionsYield
Stage #1: 2-chloromethyl-3-chloroprop-1-ene; 4-(tetrahydro-2H-2-pyranyloxy)phenol With sodium hydride In N,N-dimethyl-formamide Substitution;
Stage #2: In ethanol alcoholysis; acidic solution;
74%
1-bromo-butane
109-65-9

1-bromo-butane

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C15H22O3

C15H22O3

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 16h;56%
ethylene dibromide
106-93-4

ethylene dibromide

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

2-(4-(2-bromoethoxy)phenoxy)tetrahydro-2H-pyran

2-(4-(2-bromoethoxy)phenoxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran at 20℃; for 24h; Reflux;46%
In tetrahydrofuran for 24h; Reflux; Alkaline conditions;
chloroform
67-66-3

chloroform

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

2-hydroxy-5-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde

2-hydroxy-5-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 70℃; for 3h; Reimer-Tiemann reaction;41%
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

2-bromoethanol
540-51-2

2-bromoethanol

2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenoxy)ethanol
777084-12-5

2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenoxy)ethanol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;32%
With potassium carbonate In N,N-dimethyl-formamide
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 100℃; for 4h;
N-(6’-fluoro-2-methyl-5‘-morpholino-[3,3‘-bipyridin]-5-yl)-3-(trifluoromethyl)benzamide

N-(6’-fluoro-2-methyl-5‘-morpholino-[3,3‘-bipyridin]-5-yl)-3-(trifluoromethyl)benzamide

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

N-(2-methyl-5'-morpholino-6'-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenoxy)-[3,3'-bipyridin]-5-yl)-3-(trifluoromethyl)benzamide

N-(2-methyl-5'-morpholino-6'-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenoxy)-[3,3'-bipyridin]-5-yl)-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 15 - 140℃; for 2h; Microwave irradiation;29%
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

3-(2-chloromethylphenoxy)-2-(2-chloromethylphenoxymethyl)propene

3-(2-chloromethylphenoxy)-2-(2-chloromethylphenoxymethyl)propene

C40H44O8

C40H44O8

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 70℃; Alkylation;
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

chloromethyl polystyrene resin

chloromethyl polystyrene resin

chloromethyl polystyrene resin derivatized with quinol monotetrahydropyranyl ether

chloromethyl polystyrene resin derivatized with quinol monotetrahydropyranyl ether

Conditions
ConditionsYield
With sodium methylate In N,N-dimethyl-formamide at 55℃; for 16h;111.5 g
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

4,13-dimethylene-2,6,11,15-tetraoxa-tricyclo[14.2.2.27,10]docosa-1(19),7(22),8,10(21),16(20),17-hexaene

4,13-dimethylene-2,6,11,15-tetraoxa-tricyclo[14.2.2.27,10]docosa-1(19),7(22),8,10(21),16(20),17-hexaene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaH / dimethylformamide
1.2: 74 percent / ethanol / acidic solution
2.1: 1 percent Spectr. / NaH / dimethylformamide / 24 h / 65 °C
View Scheme
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C40H40O8

C40H40O8

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaH / dimethylformamide
1.2: 74 percent / ethanol / acidic solution
2.1: 24 percent Spectr. / NaH / dimethylformamide / 24 h / 65 °C
View Scheme
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C60H60O12

C60H60O12

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaH / dimethylformamide
1.2: 74 percent / ethanol / acidic solution
2.1: 4 percent Spectr. / NaH / dimethylformamide / 24 h / 65 °C
View Scheme
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

TIMEOUT: 5s

TIMEOUT: 5s

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaH / dimethylformamide
1.2: 74 percent / ethanol / acidic solution
2.1: 4 percent Spectr. / NaH / dimethylformamide / 24 h / 65 °C
View Scheme
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C30H28O6

C30H28O6

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaH / dimethylformamide / 70 °C
2: H3O+ / ethanol
View Scheme
4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C48H44O8

C48H44O8

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaH / dimethylformamide / 70 °C
2: H3O+ / ethanol
3: 38 percent / NaH / dimethylformamide / 70 °C
View Scheme
4-[4-(3-ethyloxetane-3-ylmethoxy)butyloxy]benzoic acid
503474-64-4

4-[4-(3-ethyloxetane-3-ylmethoxy)butyloxy]benzoic acid

4-(tetrahydro-2H-2-pyranyloxy)phenol
53936-56-4

4-(tetrahydro-2H-2-pyranyloxy)phenol

C23H28O6
677033-32-8

C23H28O6

Conditions
ConditionsYield
Stage #1: 4-[7-(3-ethyl-3-oxetanyl)-1,6-dioxaheptyl]benzoic acid; 4-(tetrahydro-2H-2-pyranyloxy)phenol With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 0.5h;

53936-56-4Relevant articles and documents

Dendritic Oligoglycerol Regioisomer Mixtures and Their Utility for Membrane Protein Research

Urner, Leonhard H.,Goltsche, Katharina,Selent, Marleen,Liko, Idlir,Schweder, Marc-Philip,Robinson, Carol V.,Pagel, Kevin,Haag, Rainer

supporting information, p. 2537 - 2542 (2020/12/30)

Dendrons are an important class of macromolecules that can be used for a broad range of applications. Recent studies have indicated that mixtures of oligoglycerol detergent (OGD) regioisomers are superior to individual regioisomers for protein extraction. The origin of this phenomenon remains puzzling. Here we discuss the synthesis and characterization of dendritic oligoglycerol regioisomer mixtures and their implementation into detergents. We provide experimental benchmarks to support quality control after synthesis and investigate the unusual utility of OGD regioisomer mixtures for extracting large protein quantities from biological membranes. We anticipate that our findings will enable the development of mixed detergent platforms in the future.

METHOD FOR PRODUCING 2-HYDRAZINOBENZOTHIAZOLE DERIVATIVE

-

, (2020/06/15)

The present invention provides a novel method for producing a 2-hydrazinobenzothiazole derivative. The present invention also provides a method for producing a compound by using the 2-hydrazinobenzothiazole derivative obtained by the production method, and a composition that contains the compound. The present invention also provides a polymerizable composition that is useful in producing film-shaped polymers and contains the compound obtained by the production method. The invention of the present application provides a method for producing a compound represented by general formula (I-C), the method including a step of reacting a compound represented by general formula (I-B) with a compound represented by general formula (I-A) in the presence of at least one compound selected from the group consisting of metal amides, metal hydrides, metal alkoxides, and organic alkali metals. A compound derived from the compound produced by the production method, and a composition that contains the compound are also provided.

POLYMERIZABLE CINNAMATE ESTER DERIVATIVE MANUFACTURING METHOD

-

, (2020/08/15)

PROBLEM TO BE SOLVED: To provide a method of manufacturing a polymerizable cinnamate ester derivative that can be added to a liquid crystal composition in producing a TFT liquid crystal display element so as to reduce burning in the display element; a method of manufacturing a polymerizable composition containing the polymerizable cinnamate ester derivative; and a method of manufacturing a liquid crystal display element by polymerizing the polymerizable composition. SOLUTION: A method of manufacturing a compound represented by the specified general formula (III) includes reacting a compound represented by the specified general formula (I) with a compound represented by the specified general formula (II). SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Method for producing 2-hydrazinobenzothiazole derivative also providing a polymerizable composition which is useful for producing a film-like polymer

-

, (2019/09/04)

The present invention provides a novel method for producing a 2-hydrazinobenzothiazole derivative. The present invention also provides a method for producing a compound using the 2-hydrazinobenzothiazole derivative obtained by the production method, and a composition containing the compound. The present invention also provides a polymerizable composition which is useful for producing a film-like polymer and contains the compound obtained by the production method. The present invention provides a method for producing a compound represented by general formula (I-C), which comprises a step for reacting a compound represented by general formula (I-B) and a compound represented by general formula (I-A) in the presence of at least one compound selected from the group consisting of metal amides, metal hydrides, metal alkoxides and organic alkali metals; the present invention also relates to a compound derived from the compound produced by the production method and a composition containing the compound.

POLYMERIZABLE COMPOUND AND OPTICALLY ANISOTROPIC BODY

-

, (2018/04/21)

PROBLEM TO BE SOLVED: To provide a polymerizable compound which has high storage stability and can form a film-like polymer while being difficult to cause alignment defects, where the film-like polymer is less likely to be separated from a substrate even when irradiated with ultraviolet for a long time. SOLUTION: The invention provides a compound represented by general formula (I), and a polymer thereof. A composition comprising the compound is useful as a polymerizable liquid crystal composition. (For example, the compound is bis[4-(acryloyloxyethoxy-ethoxy-ethoxy)phenyl]1,4-cyclohexanedicarboxylate.) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

METHOD FOR PRODUCING POLYMERIZABLE COMPOUND

-

, (2019/01/04)

The polymerizable compound has a hydrazone moiety. The present invention also provides a polymerizable composition in which discoloration and reduction of aligning property do not easily occur. Furthermore, the present invention provides a polymer obtained by polymerizing a polymerizable composition containing a compound obtained by the production method and an optically anisotropic body using the polymer. The present invention provides a method for producing a polymerizable compound including a step of reacting a compound represented by General Formula (I-B-a) with a compound represented by General Formula (I-B-b) to obtain a compound represented by General Formula (I-C), and provides a composition which contains a compound obtained by this production method.

POLYMERIZABLE COMPOUND, COMPOSITION, POLYMER, OPTICALLY ANISOTROPIC BODY, LIQUID CRYSTAL DISPLAY ELEMENT, AND ORGANIC EL DEVICE

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, (2017/09/25)

It is an object of the present invention to provide a polymerizable compound having a good liquid crystal property, a good alignment property, sufficient solubility in solvents, high preservation stability in a solution state, and high optical stability; a composition including the polymerizable compound; a polymer produced by polymerizing the polymerizable compound, such as a resin produced using the polymerizable compound; an optically anisotropic body including the polymer; and a liquid crystal display element and an organic EL device that include the optically anisotropic body. As a result of conducting intensive studies in order to achieve the above object, the compound represented by General Formula (I) is developed.

Polymerizable compound, a liquid crystal display element and polymerizable composition

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Paragraph 0149; 0154, (2017/01/31)

PROBLEM TO BE SOLVED: To provide a polymerizable compound having proper polymerization reactivity, high conversion rate and high solubility to a liquid crystal composition, a polymerizable composition containing the compound, a liquid crystal composite prepared from the composition and a liquid crystal display element having the composite.SOLUTION: There is provided a polymerizable compound having the following structure: (in the formula, Pand Pare a polymerizable group; rings Ato Aare 1,4-phenylene, Zand Zare a single bond or alkylene; Lto Lare a single bond; and a, b, c and d are 0 or 1.)

P4VPy–CuO nanoparticles as a novel and reusable catalyst: application at the protection of alcohols, phenols and amines

Shirini, Farhad,Fallah-Shojaei, Abdollah,Abedini, Masoumeh,Samavi, Laleh

, p. 1699 - 1712 (2016/07/27)

P4VPy–CuO nanoparticles were synthesized using ultrasound irradiations. Relevant properties of the synthesized nanoparticles were investigated by X-ray diffraction, scanning electron microscopy, transmission electron microscopy and Fourier transform infrared spectroscopy. After identification, the prepared reagent was used for the promotion of different types of protection reactions of alcohols, phenols and amines. Easy workup, short reaction times, excellent yields, relatively low cost and reusability of the catalyst are the striking features of the reported methods.

Continuous-flow synthesis of functionalized phenols by aerobic oxidation of grignard reagents

He, Zhi,Jamison, Timothy F.

supporting information, p. 3353 - 3357 (2014/04/03)

Phenols are important compounds in chemical industry. An economical and green approach to phenol preparation by the direct oxidation of aryl Grignard reagents using compressed air in continuous gas-liquid segmented flow systems is described. The process tolerates a broad range of functional groups, including oxidation-sensitive functionalities such as alkenes, amines, and thioethers. By integrating a benzyne-mediated in-line generation of arylmagnesium intermediates with the aerobic oxidation, a facile three-step, one-flow process, capable of preparing 2-functionalized phenols in a modular fashion, is established. Putting on airs: Aerobic oxidation of (hetero)aryl Grignard reagents using compressed air proceeds with a gas-liquid continuous-flow system, thus enabling preparation of fucntionalized phenols. By integrating an in-line generation of ArMgBr intermediates with the aerobic oxidation, ortho-functionalized phenols can be assembled. The method demonstrates good functional-group (FG) compatibility, mild reaction conditions, and short reaction times.

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