1-Hexanol

Base Information

• Chemical Name: 1-Hexanol
• CAS No.: 111-27-3
• Deprecated CAS: 220713-27-9,525579-86-6
• Molecular Formula: C6H14O
• Molecular Weight: 102.177
• Hs Code.: 2905199090
• European Community (EC) Number: 203-852-3,247-346-0,685-235-2
• ICSC Number: 1084
• NSC Number: 9254
• UN Number: 2282
• UNII: 6CP2QER8GS
• DSSTox Substance ID: DTXSID8021931,DTXSID001022586
• Nikkaji Number: J1.987I
• Wikipedia: 1-Hexanol
• Wikidata: Q76933
• Metabolomics Workbench ID: 3207
• ChEMBL ID: CHEMBL14085
• Mol file: 111-27-3.mol

Synonyms:Epal 6;NSC 9254;Pentylcarbinol;n-Hexan-1-ol;n-Hexanol;n-Hexylalcohol;Hexylalcohol (8CI);1-Hexyl alcohol;1-Hydroxyhexane;Amylcarbinol;Caproyl alcohol;1-Hexanol;

Chemical Property of 1-Hexanol

Chemical Property:

• Appearance/Colour: Colourless liquid
• Melting Point: -52 °C(lit.)
• Refractive Index: n20/D 1.418(lit.)
• Boiling Point: 158.153 °C at 760 mmHg
• PKA: 15.38±0.10(Predicted)
• Flash Point: 60 °C
• PSA: 20.23000
• Density: 0.817 g/cm³
• LogP: 1.55900
• Water Solubility.: 6 g/L (25℃)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 102.104465066
• Heavy Atom Count: 7
• Complexity: 27.4
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R22:
• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CCCCCCO
• 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 respiratory tract and skin. The substance is severely irritating to the eyes. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.

Technology Process of 1-Hexanol

There total 520 articles about 1-Hexanol 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: 95.0%

4-chlorobenzenesulfonic acid n-hexylester (69564-60-9) → 4-chlorobenzenesulfinic acid (100-03-8) + hexan-1-ol (111-27-3)

Guidance literature:

With lithium amalgam; In 1,4-dioxane; isopropyl alcohol; at 23 ℃; for 2h;

Reference yield: 81.0%

benzyl hexyl ether (61103-84-2) → 1-hexyl nitrite (638-51-7) + benzaldehyde (100-52-7) + hexanal (66-25-1) + hexan-1-ol (111-27-3)

Guidance literature:

With nitric acid; In dichloromethane; at 20 ℃; for 1h; Further byproducts given;

DOI:10.1002/ejoc.200390090

Reference yield: 70.0%

hexyl benzoate (6789-88-4) → benzyl alcohol (100-51-6,185532-71-2) + hexan-1-ol (111-27-3)

Guidance literature:

With 15-crown-5; (1-(2-(2,3-diisopropyl-1-methylguanidino)ethyl)-3-mesityl-1,3-dihydro-2H-imidazol-2-ylidene)copper(I) chloride; hydrogen; sodium t-butanolate; In 1,4-dioxane; at 60 ℃; for 24h; Overall yield = 96 percent; Inert atmosphere;

DOI:10.1021/jacs.1c09626

upstream raw materials:

ethanol

2-hexene

(2E,4E)-ethyl hexa-2,4-dienoate

oxirane

Downstream raw materials:

2-hexyloxyethanol

3-oxo-butyric acid-n-hexyl ester

hexyl nicotinate

Picolinsaeure-hexylester

Refernces

• 1、 Rao, P. R. Hari Prasad,Ramaswamy, A. V.. "Oxyfunctionalization of Alkanes with H2O2 catalysed by Vanadium Silicates". . p. 1245 - 1246. Retrieved 1992.
• 2、 Zhang, Jian,Shi, Kai,Zhu, Yanru,An, Zhe,Wang, Wanning,Ma, Xiaodan,Shu, Xin,Song, Hongyan,Xiang, Xu,He, Jing. "Interfacial Sites in Ag Supported Layered Double Oxide for Dehydrogenation Coupling of Ethanol to n-Butanol". . p. 1095 - 1103. Retrieved 2021.
• 3、 Nalet'Ko,Pervova,Gorbunova,Zapevalov, A. Ya,Toporova,Saloutin. "Thermal desulfurization of (Alkoxymethyl)thiiranes". . p. 2120 - 2124. Retrieved 2014.
• 4、 Yamanaka, Ichiro,Nakagaki, Katsumi,Akimoto, Takashi,Otsuka, Kiyoshi. "Epoxidation of Alkenes with O2 Catalyzed by EuCl3 under Ambient Conditions". . p. 1717 - 1720. Retrieved 1994.
• 5、 Pasto,Balasubramaniyan. "". . p. 295,299. Retrieved 1967.
• 6、 Liu, Kaituo,Pritchard, James,Lu, Li,Van Putten, Robbert,Verhoeven,Schmitkamp, Mike,Huang, Xiaoming,Lefort, Laurent,Kiely, Christopher J.,Hensen, Emiel J. M.,Pidko, Evgeny A.. "Supported nickel-rhenium catalysts for selective hydrogenation of methyl esters to alcohols". . p. 9761 - 9764. Retrieved 2017.
• 7、 Brown,Subba Rao. "". . p. 1137. Retrieved 1957.
• 8、 Li, Xianquan,Li, Xinsheng,Liu, Shimin,Pang, Jifeng,Wang, Junhu,Wang, Zhinuo,Zhang, Tao,Zheng, Mingyuan. "Catalytic upgrading of ethanol to butanol over a binary catalytic system of FeNiOx and LiOH". . p. 672 - 678. Retrieved 2020.
• 9、 Marshall,Johnson. "". . p. 595. Retrieved 1963.
• 10、 Fichter,Leupin. "-". . p. 616,622. Retrieved 1938.