Octane-3,4-diol

Base Information

• Chemical Name: Octane-3,4-diol
• CAS No.: 99799-31-2
• Molecular Formula: C8H18O2
• Molecular Weight: 146.23
• Hs Code.: 2905399090
• DSSTox Substance ID: DTXSID80520594
• Nikkaji Number: J112.152I
• Mol file: 99799-31-2.mol

Synonyms:octane-3,4-diol;99799-31-2;erythro-octane-3,4-diol;SCHEMBL427800;DTXSID80520594

Chemical Property of Octane-3,4-diol

Chemical Property:

• Melting Point: 96 - 97 °C (petroleum ether)
• PSA: 40.46000
• LogP: 1.30840
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 146.130679813
• Heavy Atom Count: 10
• Complexity: 73.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(CC)O)O

Technology Process of Octane-3,4-diol

There total 3 articles about Octane-3,4-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:

(E)-3-octene (14919-01-8) → 3,4-Epoxyoctane (90482-62-5) + octane-3,4-diol (99799-31-2)

Guidance literature:

With dihydrogen peroxide; In water; at 20 ℃; for 5h; Reagent/catalyst; Catalytic behavior;

DOI:10.1039/d0ra02785e

Reference yield:

(E)-3-octene (14919-01-8) → threo-3,4-octanediol (70859-23-3,70859-24-4,99799-31-2) + rac-trans-2-butyl-3-ethyloxirane (28180-71-4,28180-72-5,90482-62-5)

Guidance literature:

With [(1-[2’-(pyridyl)methyl]-4,7-dimethyl-1,4,7-triazacyclononane)Fe(OTf)₂]; water; dihydrogen peroxide; In acetonitrile; at 25 ℃; Inert atmosphere;

DOI:10.1002/chem.200802597

Reference yield:

trans-2,3-epoxy-4-octanol (4798-68-9) → octane-3,4-diol (99799-31-2) + 2,4-octanediol (90162-24-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; magnesium iodide; Yield given. Multistep reaction. Yields of byproduct given; 1.) toluene, ether, -60 deg C, 2-5 h, 2.) 70 deg C, 1-2 h;

DOI:10.1016/S0040-4020(01)92240-9

upstream raw materials:

trans-2,3-epoxy-4-octanol

(E)-3-octene

Downstream raw materials:

valeric acid

Refernces

• 1、 Bizzarri, Bruno Mattia,Botta, Lorenzo,Crucianelli, Marcello,Fanelli, Angelica,Ferella, Francesco,Gontrani, Lorenzo,Sadun, Claudia,Saladino, Raffaele. "Dendrimer crown-ether tethered multi-wall carbon nanotubes support methyltrioxorhenium in the selective oxidation of olefins to epoxides". . p. 17185 - 17194. Retrieved 2020/05/18.
• 2、 Bonini, Carlo,Righi, Giuliana. "Diols obtained via chemo and regioselective ring opening of epoxy alcohols: A straightforward synthesis of 2S,3S-octandiol". . p. 1531 - 1538. Retrieved 2007/10/02.