2-Ethylhexan-1-ol

Base Information

• Chemical Name: 2-Ethylhexan-1-ol
• CAS No.: 104-76-7
• Deprecated CAS: 111675-57-1,2360922-23-0
• Molecular Formula: C8H18O
• Molecular Weight: 130.23
• Hs Code.: 29339990
• European Community (EC) Number: 203-234-3
• ICSC Number: 0890
• NSC Number: 9300
• UN Number: 1986
• UNII: XZV7TAA77P
• DSSTox Substance ID: DTXSID5020605
• Nikkaji Number: J3.604H
• Wikipedia: 2-Ethylhexanol
• Wikidata: Q209388
• Metabolomics Workbench ID: 44767
• ChEMBL ID: CHEMBL31637
• Mol file: 104-76-7.mol

Synonyms:2-ethyl-1-hexanol;2-ethylhexanol;2-ethylhexanol, titanium (4+) salt

Chemical Property of 2-Ethylhexan-1-ol

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.2 mm Hg ( 20 °C)
• Melting Point: -76 °C(lit.)
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 184.6 °C at 760 mmHg
• PKA: 15.05±0.10(Predicted)
• Flash Point: 77.2 °C
• PSA: 20.23000
• Density: 0.821 g/cm³
• LogP: 2.19510
• Storage Temp.: Store below +30°C.
• Solubility.: water: solubleg/L at 20°C
• Water Solubility.: 1 g/L (20 ºC)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 130.135765193
• Heavy Atom Count: 9
• Complexity: 52.5
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

99% ^*data from raw suppliers

2-Ethyl-1-hexanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xn,Xi
• Statements: 37/38-41-36-21-52/53-36/37/38-20
• Safety Statements: 26-36/39-36/37/39-36-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CCCCC(CC)CO
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C , on spraying much faster.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system. If swallowed the substance may cause vomiting and could result in aspiration pneumonitis.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Chemical structure: 2-Ethylhexan-1-ol is an alcohol compound with a branched chain structure, consisting of an ethyl group attached to the second carbon atom of a hexane backbone.^[1]
• Uses: 2-ethylhexan-1-ol serves as a crucial raw material in the synthesis of 2-ethylhexyl acrylate, a compound widely used in the production of polymers and resins. ^[1]; 2-Ethylhexan-1-ol (2-EHN) is a fatty alcohol, an organic compound used as a frother during the production of ground calcium carbonate (GCC) to remove impurities. ^[2]
• References: [1] Esterification of acrylic acid with 2-ethylhexan-1-ol: Thermodynamic and kinetic study (DOI 10.1016/j.apcata.2012.11.018); [2] Soxhlet-Assisted Matrix Solid Phase Dispersion for the quantitative analysis of 2-Ethylhexan-1-ol (DOI 10.5958/0974-360X.2017.00458.9)

Technology Process of 2-Ethylhexan-1-ol

There total 148 articles about 2-Ethylhexan-1-ol 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: 10.0%

alkaline lignin → 2-Ethylhexyl alcohol (104-76-7) + vanillin (121-33-5,8014-42-4) + 1-(3-methoxy-4-hydroxyphenyl)ethanone (498-02-2)

Guidance literature:

With 1-butyl-3-methyl imidazolium tetrachloromanganate(II); ethylammonium nitrate (EAN); at 35 ℃; for 6h;

DOI:10.1039/d0gc03463k

Reference yield:

pentanal (110-62-3) + butyraldehyde (123-72-8) → 2-propylheptan-1-ol (10042-59-8) + 2-Ethylhexyl alcohol (104-76-7) + 2-propylhexanol (817-46-9) + 2-ethylheptanol (817-60-7)

Guidance literature:

pentanal; butyraldehyde; With sodium hydroxide; In water; at 20 - 130 ℃; for 3.25h;

With hydrogen; In water;

Reference yield:

ethanol (64-17-5) → diethyl ether (60-29-7,927820-24-4) + octanol (111-87-5) + 2-Ethylhexyl alcohol (104-76-7) + (E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + ethene (74-85-1) + 2-ethyl-1-butanol (97-95-0) + 1-Decanol (112-30-1) + acetaldehyde (75-07-0,9002-91-9) + butanoic acid ethyl ester (105-54-4) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + butan-1-ol (71-36-3) + hexan-1-ol (111-27-3)

Guidance literature:

With deficient carbonate-containing hydroxyapatites (HapD); at 300 - 400 ℃; Reagent/catalyst; Temperature; Overall yield = 14 %; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c5cy00327j

upstream raw materials:

(2-furyl)methyl alcohol

butyraldehyde

(E)-2-ethyl-2-hexenal

sodium carbonate

Downstream raw materials:

2-ethylhexyl 3-oxobutanoate

phenyl-phosphonic acid bis-(2-ethyl-hexyl ester)

phosphoric acid-(2-ethyl-hexyl ester)-methyl ester-phenyl ester

2-Ethyl-hex-1-yl-carbamat

Refernces

• 1、 An, Hualiang,Li, Sibo,Wang, Yanji,Zhang, Jiaxun,Zhao, Xinqiang. "Preparation and catalytic performance of NiO-MnO2/Nb2O5-TiO2 for one-step synthesis of 2-ethylhexanol from n-butyraldehyde". . . Retrieved 2021.
• 2、 Tsuchida, Takashi,Kubo, Jun,Yoshioka, Tetsuya,Sakuma, Shuji,Takeguchi, Tatsuya,Ueda, Wataru. "Reaction of ethanol over hydroxyapatite affected by Ca/P ratio of catalyst". . p. 183 - 189. Retrieved 2008.
• 3、 Isakov, Ya. I.,Minachev, Kh. M.,Tome, R.,Tissler, A.,Oehlmann, G.,et al.. "Transformations of butyraldehyde in the presence of catalysts based on large-pore molecular sieves VPI-5 and AlPO4-8". . p. 2004 - 2010. Retrieved 1994.
• 4、 Kamitori, Yasuhiro,Hojo, Masaru,Masuda, Ryoichi,Yamamoto, Masaki. "SODIUM SULFIDE AS A SELECTIVE REDUCING REAGENT FOR ALDEHYDES TO ALCOHOLS. USE OF ALUMINA AS AN EFFECTIVE CATALYST". . p. 253 - 254. Retrieved 1985.
• 5、 Chistyakov,Zharova,Tsodikov,Nikolaev,Krotova,Ezzhelenko. "Conversion of ethanol into linear primary alcohols on gold, nickel, and gold–nickel catalysts". . p. 803 - 811. Retrieved 2016.
• 6、 Patankar, Saurabh C.,Yadav, Ganapati D.. "Cascade engineered synthesis of 2-ethyl-1-hexanol from n-butanal and 2-methyl-1-pentanol from n-propanal using combustion synthesized Cu/Mg/Al mixed metal oxide trifunctional catalyst". . p. 223 - 233. Retrieved 2017.
• 7、 Liu, Guoxiu,Liu, Shiwei,Liu, Siyuan,Yu, Shitao,Li, Lu,Liu, Fusheng,Xie, Congxia,Song, Xiuyan. "Hydrogenation of 2-Ethylhexenal Using Supported-Metal Catalysts for Production of 2-Ethylhexanol". . p. 987 - 995. Retrieved 2017.
• 8、 Mukherjee,Moulik,Mukherjee. "Base catalyzed hydrolysis of aerosol OT in aqueous and aquo-dioxane media". . p. 1063 - 1074. Retrieved 1994.
• 9、 Xu, Zhanwei,Yan, Peifang,Liang, Changhui,Jia, Songyan,Liu, Xiumei,Zhang, Z. Conrad. "Electronic and steric factors for enhanced selective synthesis of 2-ethyl-1-hexanol in the Ir-complex-catalyzed Guerbet reaction of 1-butanol". . p. 1586 - 1592. Retrieved 2021.
• 10、 Wei,Zhao,Peng,Zhang,Bian,Li,Li. "Hollow Ni-Co-B amorphous alloy nanospheres: Facile fabrication via vesicle-assisted chemical reduction and their enhanced catalytic performances". . p. 19253 - 19259. Retrieved 2014.