Apo-8'-carotenoic Acid

Base Information

• Chemical Name: Apo-8'-carotenoic Acid
• CAS No.: 1962-15-8
• Molecular Formula: C30H40 O2
• Molecular Weight: 432.646
• Nikkaji Number: J709.713A
• Mol file: 1962-15-8.mol

Synonyms:apo-8'-carotenoic acid;beta-apo-8'-carotenoic acid

Chemical Property of Apo-8'-carotenoic Acid

Chemical Property:

• Boiling Point: 609.8oC at 760 mmHg
• Flash Point: 468.3oC
• PSA: 37.30000
• Density: 0.991g/cm3
• LogP: 8.60760
• XLogP3: 9.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 432.302830514
• Heavy Atom Count: 32
• Complexity: 935

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C(=O)O)C)C
• Isomeric SMILES: 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(=O)O)/C)/C

Technology Process of Apo-8'-carotenoic Acid

There total 6 articles about Apo-8'-carotenoic Acid 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: 90.0%

trans-apo-8'-carotenic acid ethyl ester (1109-11-1) → trans-8'-apo-β-caroten-8'-oic acid (1962-15-8)

Guidance literature:

With potassium hydroxide; In various solvent(s); at 85 ℃; for 2h;

DOI:10.1002/(SICI)1521-3765(199801)4:1<113::AID-CHEM113<3.0.CO;2-Q

Reference yield:

methyl (all-E)-8'-apo-β-caroten-8'-oate (4273-73-8) → trans-8'-apo-β-caroten-8'-oic acid (1962-15-8)

Guidance literature:

DOI:10.1207/S15324796ABM2403_03

Reference yield:

15,15'-didehydro-10'-apo-β-caroten-10'-al (16910-83-1) → trans-8'-apo-β-caroten-8'-oic acid (1962-15-8)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂; methanol

2: Lindlar-catalyst; quinoline; petroleum ether / Hydrogenation

3: petroleum ether

With quinoline; methanol; Lindlar's catalyst; dichloromethane; Petroleum ether;

DOI:10.1207/S15324796ABM2403_03

upstream raw materials:

methyl (all-E)-8'-apo-β-caroten-8'-oate

trans-apo-8'-carotenic acid ethyl ester

15,15'-didehydro-10'-apo-β-caroten-10'-al

8-Mono-cis-2,6,11,15-tetramethyl-17-(2,6,6-trimethyl-cyclohex-1-enyl)-heptadeca-2,4,6,8,10,12,14,16-octaen-1-saeuremethylester

Downstream raw materials:

O¹-(8'-apo-β-apo-caroten-8'-oyl)-O²-[6-(methylselanyl)hexanoyl]glycerol

β-apo-8'-carotenoic acid chloride

1-(8'-Apo-β-carotin-8'-oyl)imidazol

Refernces

• 1、 Larsen, Eva,Abendroth, Jan,Partali, Vassilia,Schulz, Bernhard,Sliwka, Hans-Richard,Quartey, Edward G. K.. "Combination of vitamin E with a carotenoid: α-tocopherol and trolox linked to β-apo-8'-carotenoic acid". . p. 113 - 117. Retrieved 2007/10/03.