(9cis)-beta,beta-Carotene

Basic Information

View in Editor

CAS Number

13312-52-2

Molecular Formula

C40H56

Molecular Weight

536.89 g/mol

Chemical Classification

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

SMILES

View in Editor

CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C2=C(CCCC2(C)C)C)/C)/C

InChI

InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21-,34-22+

InChIKey

OENHQHLEOONYIE-BVZAMQQESA-N

LogP

12.605799999999977

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Synonyms & References

English

9-cis-β-Carotene
1,3,3-trimethyl-2-[(1E,3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene
(9Z)-β-β-Carotene
Neo-β-carotene U
(9Z)-β-Carotene
neo U-β-Carotene
(9Z)-β,β-Carotene

MDL Number

MFCD00870648

FAQ

What are the physical and chemical properties of (9cis)-beta,beta-Carotene (CAS: 13312-52-2)?

(9cis)-beta,beta-Carotene is a yellow-orange crystalline solid with a molecular weight of approximately 838.34 g/mol. It has good solubility in organic solvents like ethanol and toluene but is poorly soluble in water. Chemically, it is highly reactive due to its conjugated double bond system, making it prone to oxidation and decomposition under light and heat. It is a natural precursor to vitamin A, with antioxidant properties.

How is (9cis)-beta,beta-Carotene (CAS: 13312-52-2) typically synthesized?

(9cis)-beta,beta-Carotene is usually synthesized via chemical methods starting from commercially available precursors such as geranylgeranyl pyrophosphate. Common synthetic routes involve the use of enzymes like carotenoid cyclases and reductases, and reactions like double bond isomerization and reduction. The yield and selectivity of these processes can vary, but industrial methods aim for high efficiency and purity.

What industries use (9cis)-beta,beta-Carotene (CAS: 13312-52-2)?

(9cis)-beta,beta-Carotene is widely used in the pharmaceutical, food, cosmetic, and feed industries. In pharmaceuticals, it serves as a source of vitamin A. In food and cosmetics, it is used as a coloring agent and antioxidant. In the feed industry, it enhances the nutritional value of animal feed, particularly for poultry and livestock. Its use in sensors and semiconductors is less common but explored in research settings.

What precautions should be taken when handling (9cis)-beta,beta-Carotene (CAS: 13312-52-2)?

When handling (9cis)-beta,beta-Carotene, it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate tools and materials, and the area should be thoroughly washed down. Always consult the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS) for detailed safety information and emergency procedures.