2-Bromo-4-methylpentane

Base Information

• Chemical Name: 2-Bromo-4-methylpentane
• CAS No.: 30310-22-6
• Deprecated CAS: 91229-22-0
• Molecular Formula: C6H13Br
• Molecular Weight: 165.073
• Hs Code.: 2903399090
• European Community (EC) Number: 250-123-0
• DSSTox Substance ID: DTXSID60885471
• Nikkaji Number: J249.954A
• Mol file: 30310-22-6.mol

Synonyms:2-Bromo-4-methylpentane;30310-22-6;Pentane, 2-bromo-4-methyl-;EINECS 250-123-0;2-bromo-4-methyl-Pentane;SCHEMBL5045830;DTXSID60885471;MFCD00043446;AKOS009308418;CS-0273922;FT-0611464;EN300-211491;F87281

Chemical Property of 2-Bromo-4-methylpentane

Chemical Property:

• Vapor Pressure: 9.67mmHg at 25°C
• Melting Point: -94.2°C
• Refractive Index: 1.442
• Boiling Point: 135.1 °C at 760 mmHg
• Flash Point: 33.9 °C
• PSA: 0.00000
• Density: 1.166 g/cm³
• LogP: 2.81590
• Solubility.: DCM, Ethyl Acetate, Hexanes
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 164.02006
• Heavy Atom Count: 7
• Complexity: 41.4

Purity/Quality:

99%, ^*data from raw suppliers

2-Bromo-4-methylpentane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C)Br
• Uses: 2-Bromo-4-methylpentane is an alkyl bromide and a substituent in the synthesis of various pharmaceutical goods.

Technology Process of 2-Bromo-4-methylpentane

There total 8 articles about 2-Bromo-4-methylpentane 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: 78.0%

Methyl isobutyl carbinol (108-11-2,72847-31-5) → 2-bromo-4-methylpentane (30310-22-6)

Guidance literature:

With 1H-imidazole; bromine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.7b04364

Reference yield:

4-Methyl-1-pentene (691-37-2,25068-26-2) → 2-bromo-4-methylpentane (30310-22-6) + 2-bromo-2-methylpentane (4283-80-1)

Guidance literature:

With hydrogen bromide; at -78 ℃; for 48h; Yield given. Yields of byproduct given;

Reference yield:

→ 2-bromo-4-methylpentane (30310-22-6)

Guidance literature:

With phosphorus pentabromide; at 65 - 170 ℃;

upstream raw materials:

Methyl isobutyl carbinol

4-methyl-2-pentene

4-Methyl-1-pentene

(E)-4-methylpent-2-ene

Downstream raw materials:

3,5-dimethyl hexanoic acid

4,6-dimethylheptan-2-one

4-methyl-2-pentene

4-Methyl-1-pentene

Refernces

• 1、 Chu,Marvel. "-". . p. 4449. Retrieved 1931.
• 2、 Dupuy, Stéphanie,Zhang, Ke-Feng,Goutierre, Anne-Sophie,Baudoin, Olivier. "Terminal-Selective Functionalization of Alkyl Chains by Regioconvergent Cross-Coupling". supporting information. p. 14793 - 14797. Retrieved 2016/11/23.
• 3、 De Andrade, Vitor S.C.,De Mattos, Marcio C.S.. "Tribromoisocyanuric acid/triphenylphosphine: A new system for conversion of alcohols into alkyl bromides". . p. 975 - 979. Retrieved 2014/06/24.