3-Methyl-2-pentanol

Base Information

• Chemical Name: 3-Methyl-2-pentanol
• CAS No.: 565-60-6
• Molecular Formula: C6H14 O
• Molecular Weight: 102.177
• European Community (EC) Number: 209-281-6
• NSC Number: 92741
• DSSTox Substance ID: DTXSID80862204
• Nikkaji Number: J94.877B
• Wikipedia: 3-Methyl-2-pentanol
• Wikidata: Q3278289
• Mol file: 565-60-6.mol

Synonyms:3-METHYL-2-PENTANOL;3-Methylpentan-2-ol;565-60-6;3-Methyl-4-pentanol;2-Pentanol, 3-methyl-;2-hydroxy-3-methylpentane;Threo-3-methylpentan-2-ol;3-Methyl-pentan-2-ol;EINECS 209-281-6;NSC 92741;1502-93-8;NSC92741;sec-Butyl methyl carbinol;SCHEMBL26336;3-Methyl-2-pentanol, 99%;CHEBI:77520;ZXNBBWHRUSXUFZ-UHFFFAOYSA-;DTXSID80862204;MFCD00004528;NSC-92741;AKOS009156539;2-Pentanol, 3-methyl-, (R*,R*)-;CS-0234266;FT-0694658;M0850;D91394;EN300-140258;Q3278289

Chemical Property of 3-Methyl-2-pentanol

Chemical Property:

• Vapor Pressure: 3.68mmHg at 25°C
• Melting Point: -48.42°C (estimate)
• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 133.5°Cat760mmHg
• PKA: 15.31±0.20(Predicted)
• Flash Point: 40.6°C
• PSA: 20.23000
• Density: 0.811g/cm³
• LogP: 1.41330
• Storage Temp.: Flammables area
• Water Solubility.: 19.03g/L(25 oC)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 102.104465066
• Heavy Atom Count: 7
• Complexity: 43.4

Purity/Quality:

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

3-Methyl-2-pentanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C)O

Technology Process of 3-Methyl-2-pentanol

There total 32 articles about 3-Methyl-2-pentanol 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: 62.0%

triethylaluminum (97-93-8) + 2,3-cis-epoxybutane (925669-95-0) → anti-2-hydroxy-3-methylpentane (565-60-6,1502-93-8,1502-94-9,73176-98-4,74497-29-3,74497-30-6,99212-18-7,99745-76-3,147331-61-1)

Guidance literature:

triphenyl-arsane; In toluene; at 20 ℃; for 24h;

DOI:10.1002/1099-0690(200112)2001:23<4445::aid-ejoc4445>3.0.co;2-u

Reference yield: 53.0%

2,3-epoxybutane (1758-32-3,1758-33-4,3266-23-7,6189-41-9,21490-63-1,63864-69-7,103110-88-9) + triethylaluminum (97-93-8) → 3-methylpentan-2-ol (565-60-6)

Guidance literature:

With N,N'-bis-(2,6-diisopropylphenyl)-4,5-dimethylimidazolinium tetrafluoroborate; In toluene; at 20 ℃; for 12h;

DOI:10.1021/ol0161110

Reference yield: 24.0%

3-methylpentane (96-14-0) → 3-methylpentan-2-ol (565-60-6) + 3-methyl-1-pentanol (589-35-5,20281-83-8) + 3-methylpentan-3-ol (77-74-7) + 3-methyl-pentan-2-one (565-61-7,55156-16-6)

Guidance literature:

With iodosylbenzene; In dichloromethane; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.7b09553

upstream raw materials:

sec-butylmagnesium bromide

acetaldehyde

3-methyl-pentan-2-one

diethylmagnesium

Downstream raw materials:

1,2-dimethylbutyl amine

3-methylpentan-3-ol

3-methylpentane

3-methyl-2-pentene

Refernces

• 1、 Lambert, Tristan H.,Steiniger, Keri A.. "Primary Alcohols via Nickel Pentacarboxycyclopentadienyl Diamide Catalyzed Hydrosilylation of Terminal Epoxides". supporting information. p. 8013 - 8017. Retrieved 2021/10/25.
• 2、 Huang, Ning,Yuan, Shuai,Drake, Hannah,Yang, Xinyu,Pang, Jiandong,Qin, Junsheng,Li, Jialuo,Zhang, Yingmu,Wang, Qi,Jiang, Donglin,Zhou, Hong-Cai. "Systematic Engineering of Single Substitution in Zirconium Metal-Organic Frameworks toward High-Performance Catalysis". supporting information. p. 18590 - 18597. Retrieved 2017/12/15.