1,4-Hexanediol

Base Information

• Chemical Name: 1,4-Hexanediol
• CAS No.: 16432-53-4
• Molecular Formula: C6H14O2
• Molecular Weight: 118.176
• Hs Code.: 2905399090
• DSSTox Substance ID: DTXSID40436526
• Nikkaji Number: J112.129D
• Mol file: 16432-53-4.mol

Synonyms:Hexane-1,4-diol;1,4-Hexanediol;16432-53-4;SCHEMBL36865;DTXSID40436526;AKOS017514647;AT33343;EN300-4297331;A1-00772

Chemical Property of 1,4-Hexanediol

Chemical Property:

• Melting Point: 26.38°C (estimate)
• Refractive Index: 1.4530
• Boiling Point: 221.7°C (rough estimate)
• PKA: 15.09±0.20(Predicted)
• PSA: 40.46000
• Density: 0.9756
• LogP: 0.52980
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 118.099379685
• Heavy Atom Count: 8
• Complexity: 45.8

Purity/Quality:

Hexane-1,4-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CCCO)O
• Uses: Hexane-1,4-diol can be used as a crosslinking agent in diol-crosslinked electrospun composite anion exchange membranes. It can also be useful in the production of biofuels.

Technology Process of 1,4-Hexanediol

There total 35 articles about 1,4-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: 92.0%

hexan-4-olide (695-06-7) → hexane-1,4-diol (16432-53-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/d0cc05840h

Reference yield: 76.0%

(S)-1-((2S,3R)-3-butyloxiran-2-yl)-3-phenoxypropan-2-ol → hexane-1,4-diol (16432-53-4)

Guidance literature:

With phenylsilane; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h; regioselective reaction;

DOI:10.1002/anie.201501729

Reference yield: 71.0%

6-hydroxyhexan-3-one (98499-03-7) → hexane-1,4-diol (16432-53-4)

Guidance literature:

With potassium borohydride; In tetrahydrofuran; water; at 25 ℃; for 4h; Cooling with ice;

upstream raw materials:

5-ethyltetrahydrofuran-2-ol

(furan-2-yl)ethylene

6-hydroxyhexan-3-one

1,4-dihydroxy-hex-5-ene

Downstream raw materials:

2-ethyltetrahydrofuran

hexan-4-olide

1,4-diboromohexane

1,4-hexadiene

Refernces

• 1、 Tan, Haibo,Chen, Xinzheng,Chen, Huiyu,Liu, Hongxin,Qiu, Shengxiang. "Proline-Catalyzed Knoevenagel Condensation/[4+2] Cycloaddition Cascade Reaction: Application to Formal Synthesis of Averufin". . p. 4956 - 4963. Retrieved 2015.
• 2、 Bettoni, Léo,Gaillard, Sylvain,Renaud, Jean-Luc. "A phosphine-free iron complex-catalyzed synthesis of cycloalkanes: Via the borrowing hydrogen strategy". supporting information. p. 12909 - 12912. Retrieved 2020/11/07.
• 3、 Tanaka, Keita,Ewing, William R.,Yu, Jin-Quan. "Hemilabile Benzyl Ether Enables Γ-C(sp3)-H Carbonylation and Olefination of Alcohols". supporting information. p. 15494 - 15497. Retrieved 2019/10/16.