2-Hexanol, 2-phenyl-

Base Information

• Chemical Name: 2-Hexanol, 2-phenyl-
• CAS No.: 4396-98-9
• Molecular Formula: C12H18O
• Molecular Weight: 178.274
• NSC Number: 22000
• DSSTox Substance ID: DTXSID90281568
• Nikkaji Number: J339.589H
• Mol file: 4396-98-9.mol

Synonyms:2-Hexanol, 2-phenyl-;4396-98-9;butylphenylethanol;NSC22000;2-Phenyl-2-hexanol #;SCHEMBL845807;DTXSID90281568;HANZCFMKZJDWMT-UHFFFAOYSA-N;NSC-22000;AKOS014480805;Benzenemethanol, .alpha.-butyl-.alpha.-methyl-

Chemical Property of 2-Hexanol, 2-phenyl-

Chemical Property:

• Vapor Pressure: 0.0243mmHg at 25°C
• Boiling Point: 237.6°Cat760mmHg
• Flash Point: 104.5°C
• Density: 0.955g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 178.135765193
• Heavy Atom Count: 13
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCC(C)(C1=CC=CC=C1)O

Technology Process of 2-Hexanol, 2-phenyl-

There total 50 articles about 2-Hexanol, 2-phenyl- 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: 97.0%

n-hexan-2-one (591-78-6) + AlPh3*THF → 2-phenylhexan-2-ol (4396-98-9)

Guidance literature:

With titanium(IV) isopropylate; magnesium bromide; (1S,2R,4R,1'R,2'R,1''S,2''R,4''R)-N-{trans-2'-[2''-hydroxy-7'',7''-dimethylbicyclo[2.2.1]hept-1''-ylmethylsulfonamino]cyclohexyl}-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethanesulfonamide; In toluene; at 0 ℃; for 12h; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/adsc.200800169

Reference yield: 92.0%

n-butyl magnesium bromide (693-03-8) + acetophenone (98-86-2) → 1-Phenylethanol (98-85-1,13323-81-4) + 3-hydroxy-1,3-diphenylbutan-1-one (6397-70-2) + 2-phenylhexan-2-ol (4396-98-9)

Guidance literature:

n-butyl magnesium bromide; With diethylene glycol dimethyl ether; tetrabutyl-ammonium chloride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

acetophenone; In tetrahydrofuran; at 0 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/jo3004277

Reference yield: 88.0%

1-bromo-butane (109-65-9) + 2,2'-(1-phenylethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (428819-24-3) → 2-phenylhexan-2-ol (4396-98-9)

Guidance literature:

2,2'-(1-phenylethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane); With methyllithium; In tetrahydrofuran; 1,2-dimethoxyethane; at -78 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

1-bromo-butane; In tetrahydrofuran; 1,2-dimethoxyethane; at -78 - 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; water; at 23 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2014.03.135

upstream raw materials:

(+/-)-2-hydroxy-2-phenyl-hexadiene-(3.5)

2-phenyl-hex-5-en-3-yn-2-ol

n-butyllithium

acetophenone

Downstream raw materials:

1,2,3,4-tetrahydro-1,4-dimethylnaphthalene

2-phenylhexane

acetophenone

1-Phenylethanol

Refernces

• 1、 Von Keutz, Timo,Cantillo, David,Kappe, C. Oliver. "Continuous Flow Synthesis of Terminal Epoxides from Ketones Using in Situ Generated Bromomethyl Lithium". supporting information. p. 10094 - 10098. Retrieved 2019/12/24.
• 2、 Saleh, Basil A.,Smith, Keith,Elliott, Mark C.,Jones, D. Heulyn,Kariuki, Benson M.,El Hiti, Gamal A.. "Reactions of organoboranes with carbanions bearing three potential leaving groups: unusual processes, products and mechanisms". . p. 6914 - 6928. Retrieved 2016/10/14.