3,4-Diethyl-3,4-hexanediol

Base Information

• Chemical Name: 3,4-Diethyl-3,4-hexanediol
• CAS No.: 6931-71-1
• Molecular Formula: C10H22O2
• Molecular Weight: 174.283
• Hs Code.: 2905399090
• NSC Number: 31655
• DSSTox Substance ID: DTXSID80219370
• Nikkaji Number: J73.694E
• Wikidata: Q83096286
• Mol file: 6931-71-1.mol

Synonyms:3,4-Diethyl-3,4-hexanediol;3,4-diethylhexane-3,4-diol;6931-71-1;Aethylpinakon;Propiopinacol;Aethylpinakon [German];Propiopinakon;Propiopinakon [German];3,4-HEXANEDIOL, 3,4-DIETHYL-;NSC 31655;BRN 1738277;AI3-06165;SCHEMBL1033095;DTXSID80219370;NSC31655;MFCD01723418;NSC-31655;AT33303;LS-75091;EN300-21626981

Chemical Property of 3,4-Diethyl-3,4-hexanediol

Chemical Property:

• Vapor Pressure: 0.0131mmHg at 25°C
• Melting Point: 25.5°C
• Refractive Index: 1.4670
• Boiling Point: 229.7°C at 760 mmHg
• Flash Point: 93.7°C
• PSA: 40.46000
• Density: 0.923g/cm³
• LogP: 2.08860
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 174.161979940
• Heavy Atom Count: 12
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC)(C(CC)(CC)O)O

Technology Process of 3,4-Diethyl-3,4-hexanediol

There total 10 articles about 3,4-Diethyl-3,4-hexanediol 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: 65.0%

pentan-3-one (96-22-0) → 2-pentanol (584-02-1) + 3,4-diethyl-hexane-3,4-diol (6931-71-1)

Guidance literature:

With Mg-graphite; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1039/c39860001802

Reference yield: 14.0%

methyl 1-chloro-2-phenylcyclopropanecarboxylate + pentan-3-one (96-22-0) → 3,4-diethyl-hexane-3,4-diol (6931-71-1) + methyl (1RS,2RS)-1-(1-ethyl-1-hydroxypropyl)-2-phenylcyclopropanecarboxylate

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol8022038

Reference yield:

pentan-3-one (96-22-0) → 3,4-diethyl-3-hexene (868-46-2) + 2-pentanol (584-02-1) + 3,4-diethyl-hexane-3,4-diol (6931-71-1) + pentane (109-66-0,8031-35-4,9078-70-0)

Guidance literature:

With titanium tetrachloride; lithium; In tetrahydrofuran; at 20 ℃; for 10h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1002/anie.199723801

upstream raw materials:

tetrahydrofuran

carbon monoxide

diethylmagnesium

ethylene dibromide

Downstream raw materials:

o-diethyltetramethylbenzene

triethylacetic acid

pentan-3-one

3,4-diethyl-3,4-dimethoxy-hexan

Refernces

• 1、 Villiers, Claude,Ephritikhine, Michel. "Reactions of aliphatic ketones R2CO (R = Me, Et, iPr, and tBu) with the MCl4/Li(Hg) system (M = U or Ti): Mechanistic analogies between the McMurry, Wittig, and Clemmensen reactions". . p. 3043 - 3051. Retrieved 2007/10/03.
• 2、 Fukuzawa, Shin-ichi,Sumimoto, Norifumi,Fujinami, Tatsuo,Sakai, Shizuyoshi. "Direct Preparation of Lanthanoid Ester Homoenolates from 3-Halo Esters and Lanthanoid Metals: Their Homo-Reformatsky-Type Reaction with Carbonyl Compounds". . p. 1628 - 1631. Retrieved 2007/10/02.