(2R,4R)-Hexane-2,4-diol

Base Information

• Chemical Name: (2R,4R)-Hexane-2,4-diol
• CAS No.: 62885-26-1
• Molecular Formula: C6H14 O2
• Molecular Weight: 118.17
• DSSTox Substance ID: DTXSID70426718
• Wikidata: Q82239546
• Mol file: 62885-26-1.mol

Synonyms:(2R,4R)-Hexane-2,4-diol;62885-26-1;SCHEMBL8426346;DTXSID70426718;AKOS006295442;2,4-Hexanediol,[r-(r*,r*)]-(9ci)

Chemical Property of (2R,4R)-Hexane-2,4-diol

Chemical Property:

• PSA: 40.46000
• LogP: 0.52820
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 118.099379685
• Heavy Atom Count: 8
• Complexity: 54.5

Purity/Quality:

99% ^*data from raw suppliers

(2R,4R)-2,4-HEXANEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2R,4R)-Hexane-2,4-diol

There total 3 articles about (2R,4R)-Hexane-2,4-diol 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: 94.0%

hexane-2,4-dione (3002-24-2) → (2RS,4RS)-hexane-2,4-diol (62885-26-1) + (2R,4S)-Hexane-2,4-diol

Guidance literature:

Ru₂Cl₄((R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl)2*NEt₃; In methanol; at 50 ℃; for 20h; under 50 Torr; Title compound not separated from byproducts;

DOI:10.1039/c39880000087

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (2R,4R)-Hexane-2,4-diol → (2RS,4RS)-hexane-2,4-diol (62885-26-1)

Guidance literature:

vinyl acetate; (2R,4R)-Hexane-2,4-diol; immobilized Candida antarctica Lipase B; In hexane; at 40 ℃; for 0.5h;

With sodium hydroxide; In methanol; Further stages.;

DOI:10.1002/ejoc.200700096

Reference yield:

→ (2RS,4RS)-hexane-2,4-diol (62885-26-1)

Guidance literature:

(+)-(R)-4-Hydroxy-1-hexen, Hg(OAc)2-THF, W., NaBH4, OH^-;

DOI:10.1021/ja00852a083

upstream raw materials:

hexane-2,4-dione

vinyl acetate

Refernces

• 1、 Jakob, Florian,Schneider, Christoph. "Enzyme-catalyzed kinetic resolution of 1,3-anti-diol monoesters - Efficient preparation of enantiomerically highly enriched and unsymmetrically substituted 1,3-anti-diols". . p. 2958 - 2963. Retrieved 2007.