(3S,6S)-3,6-Octanediol

Base Information

• Chemical Name: (3S,6S)-3,6-Octanediol
• CAS No.: 136705-66-3
• Molecular Formula: C8H18O2
• Molecular Weight: 146.23
• DSSTox Substance ID: DTXSID901314142
• Nikkaji Number: J1.025.493K
• Mol file: 136705-66-3.mol

Synonyms:136705-66-3;(3S,6S)-3,6-OCTANEDIOL;(3S,6S)-Octane-3,6-diol;(3S,6S)-(+)-3,6-Octanediol;3,6-Octanediol,(3S,6S)-;3,6-Octanediol, (3S,6S)-;MFCD01631088;SCHEMBL3885660;BCKOQWWRTRBSGR-YUMQZZPRSA-N;DTXSID901314142;AKOS017343451;WS-01935;CS-0109384;D94487;J-006891

Chemical Property of (3S,6S)-3,6-Octanediol

Chemical Property:

• Appearance/Colour: white needle-like crystals
• Vapor Pressure: 0.00645mmHg at 25°C
• Melting Point: 49-51°C
• Refractive Index: 1.45
• Boiling Point: 240.8 °C at 760 mmHg
• PKA: 14.86±0.20(Predicted)
• Flash Point: 124.5 °C
• PSA: 40.46000
• Density: 0.935 g/cm³
• LogP: 1.30840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 146.130679813
• Heavy Atom Count: 10
• Complexity: 63.7

Purity/Quality:

99% ^*data from raw suppliers

(3S,6S)-(+)-3,6-Octanediol, 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CCC(CC)O)O
• Isomeric SMILES: CC[C@@H](CC[C@H](CC)O)O

Technology Process of (3S,6S)-3,6-Octanediol

There total 13 articles about (3S,6S)-3,6-Octanediol 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:

octane-3,6-dione (2955-65-9) → (R,R)-octane-3,6-diol (129619-37-0) + (3S,6S)-octane-3,6-diol (136705-66-3) + (3R,6S)-Octane-3,6-diol

Guidance literature:

With dimethylsulfide borane complex; (S)-B-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine; In tetrahydrofuran; at 0 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(96)02476-8

Reference yield:

oct-4-yne-3,6-diol (24434-07-9) → (R,R)-octane-3,6-diol (129619-37-0) + (3S,6S)-octane-3,6-diol (136705-66-3) + (3R,6S)-Octane-3,6-diol

Guidance literature:

With hydrogen; platinum on activated charcoal; In methanol; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(96)02476-8

Reference yield:

octa-1,7-diene-3,6-diol (70475-66-0) → (R,R)-octane-3,6-diol (129619-37-0) + (3S,6S)-octane-3,6-diol (136705-66-3) + (3R,6S)-Octane-3,6-diol

Guidance literature:

With hydrogen; platinum on activated charcoal; In methanol; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(96)02476-8

upstream raw materials:

(3S)-3-hydroxypentanoic acid

oct-4-yne-3,6-diol

octane-3,6-dione

octa-1,7-diene-3,6-diol

Downstream raw materials:

1,2-bis((2R,5R)-2,5-diethylphosphoranylidene)benzene

(+)-1,2-bis((2R,5R)-2,5-diethylphospholano)ethane

Refernces

• 1、 Bach, Jordi,Berenguer, Ramon,Garcia, Jordi,Loscertales, Teresa,Manzanal, Judith,Vilarrasa, Jaume. "Stereoselective reduction of unsaturated 1,4-diketones. A practical route to chiral 1,4-diols". . p. 1091 - 1094. Retrieved 2007/10/03.