Hexane-1,6-diol

Base Information

• Chemical Name: Hexane-1,6-diol
• CAS No.: 629-11-8
• Deprecated CAS: 140434-69-1
• Molecular Formula: C6H14O2
• Molecular Weight: 118.176
• Hs Code.: 29053980
• European Community (EC) Number: 211-074-0
• ICSC Number: 0491
• NSC Number: 508
• UNII: ZIA319275I
• DSSTox Substance ID: DTXSID1027265
• Nikkaji Number: J6.886A
• Wikipedia: 1,6-hexanediol,6-Hexanediol
• Wikidata: Q161563
• Metabolomics Workbench ID: 135735
• ChEMBL ID: CHEMBL458616
• Mol file: 629-11-8.mol

Synonyms:1,6-hexanediol;hexamethylene glycol;hexamethyleneglycol

Chemical Property of Hexane-1,6-diol

Chemical Property:

• Appearance/Colour: white waxy flakes
• Vapor Pressure: 0.53 mm Hg ( 20 °C)
• Melting Point: 38-42 °C(lit.)
• Refractive Index: 1.457
• Boiling Point: 239.7 °C at 760 mmHg
• PKA: 14.87±0.10(Predicted)
• Flash Point: 101.7 °C
• PSA: 40.46000
• Density: 0.963 g/cm³
• LogP: 0.53140
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: 0.1 g/mL, clear, colorless
• Water Solubility.: 500 g/L
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 118.099379685
• Heavy Atom Count: 8
• Complexity: 31.5

Purity/Quality:

99% ^*data from raw suppliers

1,6-Hexanediol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 36/37-24/25-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C(CCCO)CCO
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes.
• Description: 1,6-Hexanediol is a waxy hygroscopic solid compound that is white in colour. The compound is a linear diol that contains two primary hydroxyl groups that are located at the terminal. 1,6-Hexanediol’s linear hydrocarbon chain enables the compound to have enhanced hardness and flexibility of polyesters. Moreover, this property is utilized in the extending chains in polyurethanes.
• Uses: Solvent, intermediate for high polymers (nylon, polyesters), coupling agent, coil coating. 1,6-Hexanediol is used in polymer synthesis such as polyester, polyurethane and nylon. It is used as an intermediate to adhesives, acrylics and dyestuffs. Further, it is employed in gasoline refining and pharmaceutical production. 1,6-Hexanediol can be used for a variety of applications such as:a structure-directing agent for the synthesis of ZSM-5 zeolitea solvent for titanium tetraisopropoxide to form titanium oxide (TiO2) nanocrystalsa phase change material in combination with lauric acid for thermal energy storage applications

Technology Process of Hexane-1,6-diol

There total 231 articles about Hexane-1,6-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: 89.1%

hexanedioic acid dimethyl ester (627-93-0) → 1,6-hexanediol (629-11-8) + adipic anhydride (2035-75-8)

Guidance literature:

With water; hydrogen; In methanol; under 37503.8 Torr;

DOI:10.1016/j.apcata.2012.09.041

Reference yield: 30.0%

6-chloro-1-hexanol (2009-83-8) → oxepane (592-90-5) + 1,6-hexanediol (629-11-8) + 7-oxa-1,13-tridecanediol (7259-78-1)

Guidance literature:

In water; at 120 ℃; for 0.333333h; Microwave irradiation; Inert atmosphere;

DOI:10.1021/ol100260z

Reference yield: 27.0%

hexanedioic acid dimethyl ester (627-93-0) + methyl 6-hydroxycaproate (4547-43-7) + 1,4-Cyclohexanedione (637-88-7) → 1 ,5-pentanediol (111-29-5) + 1,6-hexanediol (629-11-8) + 1,2-Cyclohexanediol (931-17-9)

Guidance literature:

hexanedioic acid dimethyl ester; methyl 6-hydroxycaproate; 1,4-Cyclohexanedione; With orthoformic acid triethyl ester; at 65 ℃; for 0.5h;

With hydrogen; In methanol; at 180 - 210 ℃; for 12h; under 180018 Torr; Product distribution / selectivity;

upstream raw materials:

Tetrahydropyran-2-methanol

Adipic acid

1 ,6-dibromohexane

1,6-diiodohexane

Downstream raw materials:

1,6-bis-chlorocarbonyloxy-hexane

1,6-hexanediol dimethanesulfonate

1-benzylazepane

hexane-1,6-diol bis(trimethylsilyl) ether

Refernces

• 1、 Pospelova, Violetta,Aubrecht, Jaroslav,Kikhtyanin, Oleg,Pacultová, Kate?ina,Kubi?ka, David. "CuZn Catalysts Superior to Adkins Catalysts for Dimethyl Adipate Hydrogenolysis". . p. 2169 - 2178. Retrieved 2019.
• 2、 Nolan, Michael R.,Sun, Geng,Shanks, Brent H.. "On the selective acid-catalysed dehydration of 1,2,6-hexanetriol". . p. 2260 - 2266. Retrieved 2014.
• 3、 Zhang, Ziyang,Wang, Zhong-Li,An, Kang,Wang, Jiaming,Zhang, Siran,Song, Pengfei,Bando, Yoshio,Yamauchi, Yusuke,Liu, Yuan. "Ti3+ Tuning the Ratio of Cu+/Cu0 in the Ultrafine Cu Nanoparticles for Boosting the Hydrogenation Reaction". . . Retrieved 2021.
• 4、 Aubrecht, Jaroslav,Kikhtyanin, Oleg,Kubi?ka, David,Pospelova, Violetta. "Towards efficient Cu/ZnO catalysts for ester hydrogenolysis: The role of synthesis method". . . Retrieved 2021/08/21.