(6R,6'R)-epsilon-carotene

Base Information

• Chemical Name: (6R,6'R)-epsilon-carotene
• CAS No.: 472-89-9
• Molecular Formula: C40H56
• Molecular Weight: 536.87
• UNII: 632758C52E
• DSSTox Substance ID: DTXSID001314826
• Metabolomics Workbench ID: 28885
• Nikkaji Number: J11.882F
• Wikidata: Q27263546
• Mol file: 472-89-9.mol

Synonyms:472-89-9;(6R,6'R)-epsilon-carotene;epsilon-Carotene, all-trans-;632758C52E;epsilon-Carotene, (6R,6'R)-;UNII-632758C52E;(6R,6'R)-epsilon,epsilon-Carotene;(6R)-1,5,5-trimethyl-6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene;epsilon,epsilon-Carotene, (6R,6'R)-;epsilon-Carotene/ epsilon,epsilon-Carotene;(All-E)-3,3'-(3,7,12,16-tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis(2,4,4-trimethylcyclohexene), (R,R)-;.EPSILON.-CAROTENE;DTXSID001314826;LMPR01070126;.EPSILON.-CAROTENE, ALL-TRANS-;epsilon-Carotene, >=95.0% (HPLC);.EPSILON.-CAROTENE, (6R,6'R)-;.EPSILON.,.EPSILON.-CAROTENE, (6R,6'R)-;Q27263546

Chemical Property of (6R,6'R)-epsilon-carotene

Chemical Property:

• PSA: 0.00000
• LogP: 12.31760
• Storage Temp.: -20°C
• XLogP3: 13.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 10
• Exact Mass: 536.438201786
• Heavy Atom Count: 40
• Complexity: 1090

Purity/Quality:

98%,99%, ^*data from raw suppliers

Epsilon-Carotene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CCCC(C1C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CCCC2(C)C)C)C)C)(C)C
• Isomeric SMILES: CC1=CCCC([C@H]1/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/[C@@H]2C(CCC=C2C)(C)C)\C)\C)/C)/C)(C)C
• Uses: ε-Carotene is an antioxidant β-carotene (C184250) found in various sources such as oranges and palm oil.

Technology Process of (6R,6'R)-epsilon-carotene

There total 4 articles about (6R,6'R)-epsilon-carotene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial (5056-17-7) + 5-(2',2',6'-trimethylclohex-5'-enyl)-3-methylpenta-2,4-dien-1-yltriphenylphosphonium bromide (62930-50-1) → (6RS,6'RS)-ε,ε-carotene (472-89-9,38894-81-4,52617-44-4,125411-81-6)

Guidance literature:

With n-butyllithium; In diethyl ether; dichloromethane;

DOI:10.1039/jr9650002019

Reference yield:

(E)-4-octene-2,7-dione (125069-77-4,268750-56-7) → (6RS,6'RS)-ε,ε-carotene (472-89-9,38894-81-4,52617-44-4,125411-81-6)

Guidance literature:

With diethyl ether; ethylmagnesium bromide; copper(l) chloride; Reagens 4: Palladium/BaSO₄; Reagens 5: Aethylacetat; Reagens 6: Toluol; Reagens 7: Toluol-4-sulfonsaeure; Reagens 8: Jod; Reagens 9: Petrolaether; Darstellung ueber mehrere Stufen;

DOI:10.1002/hlca.19690520627 DOI:10.1002/hlca.19500330605

Reference yield:

(E)-4-octene-2,7-dione (125069-77-4,268750-56-7) + 6-(2-methyl-6,6-dimethylcyclohex-1-en-1-yl)-3-methylhex-1-ene-5-yne-3-ol (74352-11-7) → ε-carotene (472-89-9)

Guidance literature:

With diethyl ether; ethylmagnesium bromide; copper(l) chloride; Edukt 4: Lindlar-Katalysator; Darstellung ueber mehrere Stufen;

DOI:10.1002/hlca.19730560739

upstream raw materials:

(E)-4-octene-2,7-dione

6-(2-methyl-6,6-dimethylcyclohex-1-en-1-yl)-3-methylhex-1-ene-5-yne-3-ol

(6S,6'S)-ε,ε-carotene

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

Downstream raw materials:

(6RS,6'RS)-ε,ε-carotene