(S-(E))-3,7-Dimethyloct-2-ene-1,6,7-triol

Base Information

• Chemical Name: (S-(E))-3,7-Dimethyloct-2-ene-1,6,7-triol
• CAS No.: 63955-78-2
• Molecular Formula: C₁₀H₂₀O₃
• Molecular Weight: 188.267
• European Community (EC) Number: 264-576-7
• DSSTox Substance ID: DTXSID501269903
• Nikkaji Number: J310.016B
• Mol file: 63955-78-2.mol

Synonyms:EINECS 264-576-7;63955-78-2;(S-(E))-3,7-Dimethyloct-2-ene-1,6,7-triol;[S-(E)]-3,7-dimethyloct-2-ene-1,6,7-triol;DTXSID501269903;(2E,6S)-3,7-Dimethyl-2-octene-1,6,7-triol;(6S,2E)-3,7-Dimethyl-2-octene-1,6,7-triol

Chemical Property of (S-(E))-3,7-Dimethyloct-2-ene-1,6,7-triol

Chemical Property:

• Vapor Pressure: 3.84E-06mmHg at 25°C
• Boiling Point: 345.6°Cat760mmHg
• Flash Point: 165.5°C
• PSA: 60.69000
• Density: 1.046g/cm³
• LogP: 0.83700
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 188.14124450
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S-(E))-3,7-Dimethyloct-2-ene-1,6,7-triol

There total 19 articles about (S-(E))-3,7-Dimethyloct-2-ene-1,6,7-triol 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: 93.0%

Geraniol (106-24-1) → (E, S)-3,7-dimethyl- oct-2-ene-1,6,7-triol (63955-78-2)

Guidance literature:

With methanesulfonamide; AD-mix β; In water; tert-butyl alcohol; at 0 ℃; for 168h;

DOI:10.1002/adsc.201801094

Reference yield: 89.0%

Geraniol (106-24-1) → (E, R)-3,7-dimethyl- oct-2-ene-1,6,7-triol (63955-79-3,63955-78-2) + (E, S)-3,7-dimethyl- oct-2-ene-1,6,7-triol (63955-78-2)

Guidance literature:

With (3a,9R,3'''a,4'"b,9'"R)-9,9'-[1,4-phthalazinediylbis(oxy)]bis[6'-(methyloxy)-10,11-dihydrocinchonan]; osmium(VIII) oxide; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 0 ℃; for 12h;

DOI:10.1016/S0040-4039(00)77153-X

Reference yield: 89.0%

Geraniol (106-24-1) → (E, R)-3,7-dimethyl- oct-2-ene-1,6,7-triol (63955-79-3,63955-78-2) + (E, S)-3,7-dimethyl- oct-2-ene-1,6,7-triol (63955-78-2)

Guidance literature:

With (3a,9R,3'''a,4'"b,9'"R)-9,9'-[1,4-phthalazinediylbis(oxy)]bis[6'-(methyloxy)-10,11-dihydrocinchonan]; osmium(VIII) oxide; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 0 ℃; for 12h;

DOI:10.1016/S0040-4039(00)77153-X

upstream raw materials:

2,3-Dihydroxy-2,3-dihydrosqualene

Geraniol

(E)-3-(5-chloro-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane

Essigsaeure-<(6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl>ester

Downstream raw materials:

(2E)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene-1-ol

(4'S,2E)-3-methyl-5-(2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)-2-penten-1-ol

(E)-3-methyl-5-(2,2,5,5-tetramethyl-1,3-dioxolan-4-yl)pent-2-en-1-ol