1,3-Dihydroxy-8-decen-5-one

Base Information

• Chemical Name: 1,3-Dihydroxy-8-decen-5-one
• CAS No.: 86918-62-9
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.251
• Hs Code.: 2914400090
• Nikkaji Number: J399.030C
• Wikidata: Q76293884
• Metabolomics Workbench ID: 3111
• ChEMBL ID: CHEMBL4074233
• Mol file: 86918-62-9.mol

Synonyms:1,3-dihydroxy-8-decen-5-one;IC 201;IC-201;IC201

Chemical Property of 1,3-Dihydroxy-8-decen-5-one

Chemical Property:

• Vapor Pressure: 3.14E-06mmHg at 25°C
• Boiling Point: 348.2°Cat760mmHg
• Flash Point: 178.6°C
• PSA: 57.53000
• Density: 1.036g/cm³
• LogP: 1.04520
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 186.125594432
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CCCC(=O)CC(CCO)O
• Isomeric SMILES: C/C=C/CCC(=O)C[C@H](CCO)O

Technology Process of 1,3-Dihydroxy-8-decen-5-one

There total 11 articles about 1,3-Dihydroxy-8-decen-5-one 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: 78.0%

(S)-1-(2,2-dimethyl-1,3-dioxan-4-yl)-hept-5-en-2-one (225932-53-6) → (3S,8E)-1,3-dihydroxydec-8-en-5-one (86918-62-9)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; at 0 ℃; for 3h;

DOI:10.1002/(SICI)1099-0690(199904)1999:4<751::AID-EJOC751>3.0.CO;2-R

Reference yield: 57.0%

(+)-(2S)-4-{2-[(E)-pent-3-enyl]-1,3-dithian-2-yl}butane-1,3-diol (248582-06-1) → (3S,8E)-1,3-dihydroxydec-8-en-5-one (86918-62-9)

Guidance literature:

With mercury(II) perchlorate; In tetrahydrofuran; chloroform; at 20 ℃; for 0.0833333h;

DOI:10.1002/(SICI)1522-2675(19990707)82:7<1111::AID-HLCA1111>3.0.CO;2-L

Reference yield:

(3E,8E)-1-hydroxydeca-3,8-dien-5-one (1005326-90-8) → (3S,8E)-1,3-dihydroxydec-8-en-5-one (86918-62-9) + (-)-(3R,8E)-1,3-dihydroxy-8-decen-5-one (135351-98-3)

Guidance literature:

(3E,8E)-1-hydroxydeca-3,8-dien-5-one; With 4 A molecular sieve; quinine-based catalyst; In toluene; at 50 ℃; for 37h;

With dihydrogen peroxide; sodium carbonate; In ethyl acetate; toluene; at 20 ℃; for 0.25h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ja076802c

upstream raw materials:

(S)-1-(2,2-dimethyl-1,3-dioxan-4-yl)-hept-5-en-2-one

(+)-(2S)-4-{2-[(E)-pent-3-enyl]-1,3-dithian-2-yl}butane-1,3-diol

trans-4-hexenal

2-(pent-trans-3-enyl)-[1,3]-dithiane

Downstream raw materials:

(+)-(3R,5Z,8E)-1,3-dihydroxydec-8-en-5-one O-benzyloxime

(+)-(3R,5E,8E)-1,3-dihydroxydec-8-en-5-one O-benzyloxime

(6S)-6-pentyl-5,6-dihydro-2H-pyran-2-one

(R)-massoialactone