Cumyl bromide

Base Information

• Chemical Name: Cumyl bromide
• CAS No.: 3575-19-7
• Molecular Formula: C9H11Br
• Molecular Weight: 199.09
• Hs Code.: 2903999090
• European Community (EC) Number: 841-257-6
• DSSTox Substance ID: DTXSID301037324
• Nikkaji Number: J1.919.958D
• Mol file: 3575-19-7.mol

Synonyms:cumyl bromide;(2-bromopropan-2-yl)benzene;3575-19-7;2-bromopropan-2-ylbenzene;2-bromo-2-phenylpropane;Benzene, (1-bromo-1-methylethyl)-;(2-Bromo-2-propanyl)benzene;SCHEMBL642315;DTXSID301037324;2-(bromo-1-methyl-ethyl)-benzene;F88597;EN300-1878306;Z2520694454

Chemical Property of Cumyl bromide

Chemical Property:

• Boiling Point: 75-80 °C(Press: 0.019 Torr)
• PSA: 0.00000
• Density: 1.2850 g/cm3
• LogP: 3.31660
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 198.00441
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1=CC=CC=C1)Br

Technology Process of Cumyl bromide

There total 11 articles about Cumyl bromide 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: 99.0%

1-methyl-1-phenylethyl alcohol (617-94-7) → 2-bromo-2-phenylpropane (3575-19-7)

Guidance literature:

With trimethylsilyl bromide; In neat (no solvent); at 20 ℃; for 5h; chemoselective reaction; Green chemistry;

DOI:10.1016/j.tetlet.2016.04.083

Reference yield: 92.0%

Isopropylbenzene (98-82-8) → 2-bromo-2-phenylpropane (3575-19-7)

Guidance literature:

With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; silica gel; for 4h; UV-irradiation;

DOI:10.1080/00397910701519119

Reference yield: 53.0%

2-Phenyl-2-(tetrahydropyran-2-yloxy)propane (79373-26-5) → 2-bromo-2-phenylpropane (3575-19-7)

Guidance literature:

With boron trifluoride diethyl etherate; lithium bromide; In acetonitrile; for 48h; Ambient temperature;

DOI:10.1016/S0040-4039(00)74493-5

upstream raw materials:

Isopropylbenzene

1-methyl-1-phenylethyl alcohol

isopropenylbenzene

2-methyl-2-phenylpropionic acid

Downstream raw materials:

(1,1,3-trimethylbutyl)benzene

2,3-dimethyl-2-phenylbutane

dicumene

1,1,2,2-tetramethyl-1-phenylpropane

Refernces

• 1、 Mohite, Amar R.,Phatake, Ravindra S.,Dubey, Pooja,Agbaria, Mohamed,Shames, Alexander I.,Lemcoff, N. Gabriel,Reany, Ofer. "Thiourea-Mediated Halogenation of Alcohols". supporting information. p. 12901 - 12911. Retrieved 2020/11/26.
• 2、 Li, Zhou,Ebule, Rene,Kostyo, Jessica,Hammond, Gerald B.,Xu, Bo. "HBr–DMPU: The First Aprotic Organic Solution of Hydrogen Bromide". supporting information. p. 12739 - 12743. Retrieved 2017/09/25.