1,5-Hexanediol

Base Information

• Chemical Name: 1,5-Hexanediol
• CAS No.: 928-40-5
• Molecular Formula: C6H14 O2
• Molecular Weight: 118.176
• Hs Code.: 2905399090
• European Community (EC) Number: 213-171-3
• DSSTox Substance ID: DTXSID90870799
• Nikkaji Number: J112.130H
• Metabolomics Workbench ID: 44908
• Mol file: 928-40-5.mol

Synonyms:1,5-Hexanediol;Hexane-1,5-diol;928-40-5;BRN 1732705;EINECS 213-171-3;AI3-11556;1,5-Hexanediol, 99%;SCHEMBL41064;(+/-)-1,5-Hexanediol;DTXSID90870799;CHEBI:179534;LMFA05000583;MFCD00004563;AT33338;AS-81219;LS-75083;SY224933;3-cyclopentyl-4-nitroisoxazole-5-carboxamide;FT-0690479;FT-0690915;A933906

Chemical Property of 1,5-Hexanediol

Chemical Property:

• Vapor Pressure: 0.00189mmHg at 25°C
• Melting Point: 26.38°C (estimate)
• Refractive Index: n20/D 1.451(lit.)
• Boiling Point: 89-91 °C0.5 mm Hg(lit.)
• PKA: 15.16±0.10(Predicted)
• Flash Point: >230 °F
• PSA: 40.46000
• Density: 0.981 g/mL at 25 °C(lit.)
• LogP: 0.52980
• Solubility.: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• 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:

98%,99%, ^*data from raw suppliers

Hexane-2,6-diol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CCCCO)O
• Uses: Hexane-2,6-diol is an intermediate in the synthesis of (R)-cis-5ξ-Methyl Atracurium Dibesylate (M288320), which is a derivative of Atracurium (A794500) Dibesylate which displays neuromuscular blocking activity.

Technology Process of 1,5-Hexanediol

There total 49 articles about 1,5-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: 81.0%

5-hexanolide (823-22-3,26991-67-3) → hexane-1,5-diol (928-40-5)

Guidance literature:

With Cp*RuCl(2-C₅H₄CH₂NH₂); potassium tert-butylate; hydrogen; In isopropyl alcohol; at 100 ℃; for 15h; under 37503.8 Torr; Autoclave;

DOI:10.1021/ja1117254

Reference yield: 58.52%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 1,6-hexanediol (629-11-8) + hexane-1,5-diol (928-40-5)

Guidance literature:

With hydrogen; at 99.84 ℃; for 6h; under 22502.3 Torr; Time; Pressure; Green chemistry;

Reference yield: 54.33%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 1,6-hexanediol (629-11-8) + hexane (110-54-3) + hexane-1,5-diol (928-40-5)

Guidance literature:

With hydrogen; at 99.84 ℃; for 2h; under 22502.3 Torr; Time; Reagent/catalyst; Pressure; Green chemistry;

upstream raw materials:

6-(2-tetrahydropyranyl)oxy-2-hexanol

1,5-dibromohexane

5-oxohexanal

ethyl 5-oxohexanoate

Downstream raw materials:

2-methyloxane

1,5-bis-trimethylsilyloxyhexane

Benzoic acid 5-trimethylsilanyloxy-hexyl ester

Benzoic acid 1-methyl-5-trimethylsilanyloxy-pentyl ester

Refernces

• 1、 von Dollen, Breanna,Wood, John L.,Savage, Quentin R.,Jones, Andrew J.,Garner, Charles M.. "A crystalline, internally-coordinated chloroborane for asymmetric hydroboration". supporting information. . Retrieved 2022/02/01.
• 2、 -. "PROCESS FOR PRODUCING HYDROXYMETHYL-ALCOHOLS". Page/Page column 27. . Retrieved 2020/06/19.