3-Bromocumene

Base Information

• Chemical Name: 3-Bromocumene
• CAS No.: 5433-01-2
• Molecular Formula: C9H11Br
• Molecular Weight: 199.09
• Hs Code.: 29039990
• Mol file: 5433-01-2.mol

Synonyms:Cumene,m-bromo- (6CI,7CI,8CI);1-Bromo-3-(1-methylethyl)benzene;1-Bromo-3-isopropylbenzene;3-Bromo-1-isopropylbenzene;3-Bromocumene;3-Isopropylbromobenzene;3-Isopropylphenyl bromide;NSC 29089;m-Bromocumene;m-Isopropylbromobenzene;

Chemical Property of 3-Bromocumene

Chemical Property:

• Vapor Pressure: 0.277mmHg at 25°C
• Melting Point: -10°C (estimate)
• Refractive Index: 1.5302
• Boiling Point: 210.6 °C at 760 mmHg
• Flash Point: 81.8 °C
• PSA: 0.00000
• Density: 1.278 g/cm³
• LogP: 3.57250
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Difficult to mix in water.

Purity/Quality:

99%, ^*data from raw suppliers

1-Bromo-3-isopropylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 22-50/53-51/53-36/38
• Safety Statements: 24/25-61-60-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Technology Process of 3-Bromocumene

There total 11 articles about 3-Bromocumene 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: 98.0%

m-bromobenzoic aldehyde (3132-99-8) + dimethyldichlorotitanium(IV) (35739-70-9) → 1-bromo-3-isopropylbenzene (5433-01-2)

Guidance literature:

In dichloromethane; at -30 ℃; for 3h;

Reference yield: 77.0%

2-bromo-4-isopropylaniline (51605-97-1) → 1-bromo-3-isopropylbenzene (5433-01-2)

Guidance literature:

2-bromo-4-isopropylaniline; With sulfuric acid; sodium nitrite; In ethanol; water; at -5 ℃; Inert atmosphere;

With copper; In ethanol; water; for 4h; Reflux; Inert atmosphere;

DOI:10.1055/s-0035-1562487

Reference yield:

Isopropylbenzene (98-82-8) → 1-bromo-2-isopropylbenzene (7073-94-1) + 1-bromo-3-isopropylbenzene (5433-01-2) + 4-iso-propylbromobenzene (586-61-8)

Guidance literature:

With bromine; iron(III) chloride; In acetic acid; at 25 - 75 ℃; Rate constant; Product distribution; other solvents (nitromethane, acetic anhydride), k (rel. to benzene);

upstream raw materials:

1-bromo-3-isopropenylbenzene

2-bromo-4-isopropylaniline

2-(3-bromophenyl)-2-propanol

Isopropylbenzene

Downstream raw materials:

3-isopropylbenzoic acid

5-(3-isopropyl-phenyl)-3,7,3',7'-tetramethyl-5H-5λ⁵-[5,5']spirobi(benzo[b]phosphindole)

3-isopropyl-styrene

α-(cumen-3'-yl)biphenyl-2-methanol

Refernces

• 1、 Goncalves-Contal, Sylvie,Gremaud, Ludovic,Palais, La?titia,Babel, Lucille,Alexakis, Alexandre. "Copper-Catalyzed Enantioselective Conjugate Addition to α,β-Unsaturated Aldehydes with Various Organometallic Reagents". supporting information. p. 3301 - 3308. Retrieved 2016/09/12.
• 2、 Gruzdev,Virzum,Krylov. "Bromination of alkylbenzenes in 1-butyl-3-methylimidazolium bromide and its dibromide complex". scheme or table. p. 263 - 267. Retrieved 2010/08/06.