1,3-Hexanediol

Base Information

• Chemical Name: 1,3-Hexanediol
• CAS No.: 21531-91-9
• Molecular Formula: C6H14 O2
• Molecular Weight: 118.176
• Hs Code.: 2905399090
• UNII: H3X88I4M49
• DSSTox Substance ID: DTXSID20944139
• Nikkaji Number: J112.128F
• Wikidata: Q27279606
• Mol file: 21531-91-9.mol

Synonyms:1,3-Hexanediol;hexane-1,3-diol;21531-91-9;BRN 1732521;H3X88I4M49;3-hexanediol;SCHEMBL114095;UNII-H3X88I4M49;DTXSID20944139;(+/-)-1,3-HEXANEDIOL;AKOS006277105;HD-0041;LS-75082;FT-0726727;EN300-142438;4-01-00-02555 (Beilstein Handbook Reference);Q27279606;Z1198158209

Chemical Property of 1,3-Hexanediol

Chemical Property:

• Vapor Pressure: 0.0145mmHg at 25°C
• Melting Point: 26.38°C (estimate)
• Refractive Index: 1.4455
• Boiling Point: 228.2°Cat760mmHg
• PKA: 14.83±0.20(Predicted)
• Flash Point: 106.1°C
• PSA: 40.46000
• Density: 0.961g/cm³
• LogP: 0.52980
• XLogP3: 0.5
• 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:

99%min ^*data from raw suppliers

hexane-1,3-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CCO)O
• Uses: Hexane-1,3-diol is useful in the preparation of dual peroxisome proliferator-activated receptors γ and δ agonists as novel euglycemic agents with a reduced weight gain profile.

Technology Process of 1,3-Hexanediol

There total 6 articles about 1,3-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:

ethyl butyroyl acetate (3249-68-1) → 1,3-hexanediol (21531-91-9) + trimethyleneglycol (504-63-2)

Guidance literature:

With lithium aluminium tetrahydride; diethyl ether;

DOI:10.1139/v58-069

Reference yield:

2,3-epoxyhexanol (106498-75-3) → Hexane-1,2-diol (6920-22-5) + 1,3-hexanediol (21531-91-9)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; for 2h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4039(00)88517-2

Reference yield:

(2R,3R)-2,3-epoxy-1-hexanol (92418-71-8) → 1,3-hexanediol (21531-91-9) + (2S)-hexane-1,2-diol (6920-22-5,84994-66-1,87760-48-3,29117-56-4)

Guidance literature:

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

DOI:10.1021/jo00021a045

upstream raw materials:

ethyl butyroyl acetate

2,3-epoxyhexanol

(2R,3R)-2,3-epoxy-1-hexanol

2-((2RS,3RS)-3-ethyloxiran-2-yl)ethan-1-ol

Downstream raw materials:

hexa-1,3-diene

toluene-4-sulfonic acid 3-hydroxy-hexyl ester

methanesulfonic acid 3-(2-benzoyl-4-ethyl-phenoxy)-hexyl ester

acetic acid 3-(2-benzoyl-4-ethyl-phenoxy)-hexyl ester

Refernces

• 1、 Tanner, David,Groth, Thomas. "Regioselective nucleophilic ring opening of epoxides and aziridines derived from homoallylic alcohols". . p. 16139 - 16146. Retrieved 2007/10/03.
• 2、 Sugita, Keisuke,Onaka, Makoto,Izumi, Yusuke. "Regioselective reductive opening of 2,3-epoxy alcohol derivatives with lithium borohydride in a solid state". . p. 7467 - 7468. Retrieved 2007/10/02.