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302776-68-7

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302776-68-7 Usage

Description

Diethylamino hydroxybenzoyl hexyl benzoate is an organic compound belonging to the class of benzophenones, commercially used as UVA filter and is anticipated to provide reliable protection against free radicals and premature skin aging, mainly caused by shortwave UVA radiations.

Uses

Different sources of media describe the Uses of 302776-68-7 differently. You can refer to the following data:
1. Diethylamino hydroxybenzoyl hexyl benzoate is a UV filter with high absorption in the UV-A range. Minimizing the overexposure of human skin to ultraviolet radiation that may lead to acute and chronic photodamage, diethylamino hydroxybenzoyl hexyl benzoate is an oil-soluble UV filter that may be incorporated in the oil phase of emulsions. Diethylamino hydroxybenzoyl hexyl benzoate was approved in Europe in 2005, and is also marketed in the U.S., South America, Mexico, Japan and Taiwan. It has a chemical structure similar to the classical benxophoenone drug class, and displays good photostability. It is used in concentrations up to 10% in sunscreen products, either alone or in combination with other UV absorbers.
2. Uvinul A Plus is a component of cosmetic emulsion with UV protection.

Application

Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate may be used as a test material in investigating the structural elucidation of its transformation products in chlorinated water using liquid chromatography coupled to mass spectrometry.

Flammability and Explosibility

Nonflammable

Synthesis

Expose 3 mL of a 0.018 mg/mL solution of 3-diethylaminophenyl 2-hexanoxycarbonylbenzoate in methanol to UV-B radiation in a Luzchem LZC-4 photoreactor equipped with 16 broad band UV-B lamps (LES-UVB-01) at 35 °C to obtain Diethylamino hydroxybenzoyl hexyl benzoate.

in vitro

Diethylamino hydroxybenzoyl hexyl benzoate (DHHB) absorbs UV-A radiation with a peak at 354 nm. The molar absorption coefficient of Diethylamino hydroxybenzoyl hexyl benzoate in EtOH at 25°C is obtained to be 39 000 mol/dm 3 /cm at 354 nm. The emission spectrum of Diethylamino hydroxybenzoyl hexyl benzoate in EtOH is dependent on the excitation wavelength.

Check Digit Verification of cas no

The CAS Registry Mumber 302776-68-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,2,7,7 and 6 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 302776-68:
(8*3)+(7*0)+(6*2)+(5*7)+(4*7)+(3*6)+(2*6)+(1*8)=137
137 % 10 = 7
So 302776-68-7 is a valid CAS Registry Number.
InChI:InChI=1/C24H31NO4/c1-4-7-8-11-16-29-24(28)20-13-10-9-12-19(20)23(27)21-15-14-18(17-22(21)26)25(5-2)6-3/h9-10,12-15,17,26H,4-8,11,16H2,1-3H3

302776-68-7 Well-known Company Product Price

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  • Sigma-Aldrich

  • (93777)  Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate  analytical standard

  • 302776-68-7

  • 93777-25MG

  • 1,234.35CNY

  • Detail

302776-68-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate

1.2 Other means of identification

Product number -
Other names ANQ870JD20

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:302776-68-7 SDS

302776-68-7Synthetic route

mono-n-hexyl phthalate
24539-57-9

mono-n-hexyl phthalate

3-diethylaminophenol
91-68-9

3-diethylaminophenol

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With zinc(II) chloride; trichlorophosphate In dimethyl sulfoxide at 20 - 50℃; for 5h; Solvent; Temperature;95%
1-Chlorohexane
544-10-5

1-Chlorohexane

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon
5809-23-4

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 4h; Large scale;86%
dihexyl sulfite
6257-44-9

dihexyl sulfite

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon
5809-23-4

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 4h; Large scale;80%
dihexyl sulfate
7722-57-8

dihexyl sulfate

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon
5809-23-4

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 4h; Large scale;78%
1-bromo-hexane
111-25-1

1-bromo-hexane

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon
5809-23-4

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 4h; Large scale;65%
n-hexyl methanesulfonate
16156-50-6

n-hexyl methanesulfonate

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon
5809-23-4

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 4h; Large scale;52.4%
4-methylbenzenesulfonic acid n-hexylester
3839-35-8

4-methylbenzenesulfonic acid n-hexylester

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon
5809-23-4

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 4h; Large scale;47.6%
3-diethylaminophenol
91-68-9

3-diethylaminophenol

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene / 2 h / 110 - 115 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: toluene / 2 h / 110 - 115 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: toluene / 2 h / 110 - 115 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
phthalic anhydride
85-44-9

phthalic anhydride

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene / 2 h / 110 - 115 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: toluene / 2 h / 110 - 115 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: toluene / 2 h / 110 - 115 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
hexan-1-ol
111-27-3

hexan-1-ol

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 3 h / 10 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 6 h / 10 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / N,N-dimethyl-formamide / 5 h / 30 - 90 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / N,N-dimethyl-formamide / 8 h / 30 - 40 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: phosphorus tribromide / tetrahydrofuran / 3 h / 10 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 - 110 °C / Large scale
View Scheme
n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

A

hexyl 2-(3-chloro-4-diethylamino-2-hydroxybenzoyl)benzoate

hexyl 2-(3-chloro-4-diethylamino-2-hydroxybenzoyl)benzoate

B

hexyl 2-(5-chloro-4-diethylamino-2-hydroxybenzoyl)benzoate

hexyl 2-(5-chloro-4-diethylamino-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite; sodium hydrogencarbonate; acetic acid In water; acetonitrile at 20℃; for 1h; pH=8;
n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate
302776-68-7

n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate

C24H29Cl2NO4

C24H29Cl2NO4

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite; sodium hydrogencarbonate; acetic acid In water; acetonitrile at 20℃; pH=8;

302776-68-7Downstream Products

302776-68-7Relevant articles and documents

Synthesis method of ultraviolet absorber UVA Plus

-

Paragraph 0026; 0033; 0036-0041; 0044-0046; 0049-0050, (2020/08/22)

The invention discloses a synthesis method of an ultraviolet absorber UVA Plus. The method comprises the following steps: step 1, carrying out esterification reaction on phthalic anhydride and n-hexanol to obtain an intermediate monohexyl phthalate without other solvents, enabling the yield to reach over 99%, and enabling the intermediate to be directly subjected to the next step of reaction without refining; step 2, performing an acylation reaction on 3-hydroxy-N, N-diethylaniline and the intermediate monohexyl phthalate under the catalysis of a composite catalyst to prepare an ultraviolet absorber UVA Plus product, enabling the yield to be over 90%. The synthesis method has the advantages of easily available raw materials, easy refining and purification of the product, high yield, low production cost, and suitableness for industrial production.

COSMETIC COMPOSITIONS COMPRISING AN ESTER DERIVED FROM 4-CARBOXY-2-PYRROLIDINONE AND A MEROCYANIN SCREENING AGENT; USE OF SAID DERIVATIVE AS A SOLVENT FOR A MEROCYANIN SCREENING AGENT

-

, (2012/11/07)

The present invention relates to a composition comprising, in a cosmetically acceptable medium, at least one ester derived from 4-carboxy-2-pyrrolidinone, of formula (I) below: in which: R1 denotes a linear or branched C1-C20 alkyl radical,R2 denotes a linear or branched C1-C20 alkyl radical that may contain a C5-C6 ring, the phenyl radical, the benzyl radical or the phenethyl radical,and at least one merocyanin-type UV screening agent. The present invention also relates to the use of at least one ester derived from 4-carboxy-2-pyrrolidinone, of formula (I), as defined above, in a composition comprising, in a cosmetically acceptable medium, at least one merocyanin-type UV screening agent, as a solvent for said merocyanin screening agent, in and/or as an agent for improving the solubility of said merocyanin screening agent in said composition or with the aim of improving the sun protection factor.

ALPHA-AMINO ACID DERIVATIVES FOR IMPROVING SOLUBILITY

-

, (2011/04/13)

The invention relates to the use of α-amino acid derivatives for improving the solubility of poorly soluble substances in water or aqueous solutions and to mixtures and preferred preparations.

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