4-KETO 13-CIS-RETINOIC ACID METHYL ESTER

Basic Information

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CAS Number

71748-57-7

Molecular Formula

C21H28O3

Molecular Weight

328.45 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

68-71°C

SMILES

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CC1=C(C(CCC1=O)(C)C)C=CC(=CC=CC(=CC(=O)OC)C)C

InChI

InChI=1S/C21H28O3/c1-15(8-7-9-16(2)14-20(23)24-6)10-11-18-17(3)19(22)12-13-21(18,4)5/h7-11,14H,12-13H2,1-6H3/b9-7+,11-10+,15-8+,16-14-

InChIKey

VTSFDGSDUILKPM-ZTXQEUQPSA-N

LogP

4.8700000000000045

Topological Polar Surface Area

43.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

653

Safety Information

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Stability

Store at 00C.

Synonyms & References

English

PD056485
4-Keto 13-cis-Retinoic Acid Methyl Ester (>90%)
SCHEMBL17769829
Methyl 13-cis-4-Oxoretinoate
4-Keto 13-cis-Retinoic Acid Methyl Ester
AKOS027439957
13-cis-4-Oxo-retinoic acid Methyl Ester
METHYL (2Z,4E,6E,8E)-3,7-DIMETHYL-9-(2,6,6-TRIMETHYL-3-OXOCYCLOHEX-1-EN-1-YL)NONA-2,4,6,8-TETRAENOATE
(2Z,4E,6E,8E)-Methyl3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
(2Z,4E,6E,8E)-Methyl 3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
DTXSID90440537
TS-08728
methyl (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)nona-2,4,6,8-tetraenoate
71748-57-7
BCP16855
4-KETO 13-CIS-RETINOIC ACID
4-oxo-(E)-methylretinoate
4-Oxo-retinoic acid methyl ester
methyl 4-oxo-retinoate
Methyl-4-oxo-retinoat
Methyl-all-trans-4-oxo-retinoat

MDL Number

MFCD09840825

FAQ

What are the physical and chemical properties of 4-KETO 13-CIS-RETINOIC ACID METHYL ESTER (CAS: 71748-57-7)?

4-KETO 13-CIS-RETINOIC ACID METHYL ESTER is a crystalline compound with a molecular weight of approximately 322.38 g/mol. It is slightly soluble in water but more soluble in organic solvents like ethanol and dimethyl sulfoxide. This compound is relatively stable but can react with bases to form retinoic acid. It is commonly used in pharmaceutical research and has a melting point of around 65-68°C.

How is 4-KETO 13-CIS-RETINOIC ACID METHYL ESTER (CAS: 71748-57-7) typically synthesized?

4-KETO 13-CIS-RETINOIC ACID METHYL ESTER is typically synthesized through a series of steps involving the modification of retinol. The reaction involves the oxidation of retinol to retinal, followed by the isomerization of 13-cis-retinal to 13-cis-retinol, and finally the formation of the methyl ester through esterification. This process often utilizes chemical reagents such as iodine and sulfuric acid, and requires careful control of reaction conditions to achieve high yields and selectivity.

What industries use 4-KETO 13-CIS-RETINOIC ACID METHYL ESTER (CAS: 71748-57-7)?

4-KETO 13-CIS-RETINOIC ACID METHYL ESTER is widely used in the pharmaceutical industry for its potential therapeutic applications. It is also utilized in the development of retinoid-based drugs and in cosmetics for its skin care properties. Additionally, this compound is of interest in the research of sensors and semiconductors due to its unique optical and electrical properties.

What precautions should be taken when handling 4-KETO 13-CIS-RETINOIC ACID METHYL ESTER (CAS: 71748-57-7)?

When handling 4-KETO 13-CIS-RETINOIC ACID METHYL ESTER, it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. This compound should be stored in a cool, dry place away from direct sunlight to prevent degradation. In case of a spill, ensure the area is well-ventilated and use appropriate absorbent materials. It is crucial to consult the Safety Data Sheet (SDS) for specific handling and disposal instructions to ensure safety.