586-61-8

Basic information

• Product Name: 4-Bromocumene
• Synonyms: 1-bromo-4-(1-methylethyl)-benzen;1-bromo-4-(1-methylethyl)benzene;1-bromo-4-(1-methylethyl)-benzene;2-(4-Bromophenyl)propane;2-(p-Bromophenyl)propane;4-Isopropylphenylbromide;benzene,1-bromo-4-(1-methylethyl)-;Cumene, p-bromo-
• CAS NO: 586-61-8
• Molecular Formula: C₉H₁₁Br
• Molecular Weight: 199.09
• EINECS: 209-577-5
• Product Categories: Halides;Aromatic Halides (substituted);Benzene derivates
• Mol File: 586-61-8.mol
• Article Data: 20

Chemical Properties

• Melting Point: -22 °C
• Boiling Point: 103-104 °C(lit.)
• Flash Point: >100°C
• Appearance: /
• Density: 1.286 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.178mmHg at 25°C
• Refractive Index: n20/D 1.537
• Storage Temp.: Room temperature.
• Water Solubility: Insoluble in water
• BRN: 1858096
• CAS DataBase Reference: 4-Bromocumene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromocumene(586-61-8)
• EPA Substance Registry System: 4-Bromocumene(586-61-8)

Safety Data

• Hazard Codes: Xn,N,Xi
• Statements: 22-51/53
• Safety Statements: 60
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 2
• TSCA: Yes
• HazardClass: 9
• Hazardous Substances Data: 586-61-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

InChI:InChI=1/C9H11Br/c1-7(2)8-3-5-9(10)6-4-8/h3-7H,1-2H3

Upstream product

• 98-82-8 Isopropylbenzene 
• 108-86-1 bromobenzene 
• 67-63-0 isopropyl alcohol 
• 75-26-3 isopropyl bromide 
• 7637-07-2 boron trifluoride 
• 99-90-1 para-bromoacetophenone 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 106-94-5 propyl bromide 
• 6888-79-5 4-bromo-α-methylstyrene 
• 75-29-6 isopropyl chloride 
• 540-54-5 1-Chloropropane 

Downstream Products

• 51993-51-2 diethyl 4-isopropylphenylphosphonate 
• 28530-41-8 4-phenoxy-1-isopropylbenzene 
• 244241-09-6 ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate 
• 229961-28-8 ethyl 4-<<4-(4-isopropylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>ethynyl>-benzoate 
• 229961-66-4 ethyl 4-<<4-(4-(1-methylethyl)phenyl)-2,2-dimethyl-(2H)-chromen-6-yl>-ethynyl>-benzoate 
• 586-76-5 4-Bromobenzoic acid 
• 3172-11-0 4-bromocumene hydroperoxide 
• 13816-33-6 p-Cyanocumen 
• 909416-46-2 1-cyclopentyl-3-(4-isopropyl-phenyl)-propan-1-one 
• 774165-27-4 2-amino-4-isopropylbenzoic acid 
• 35480-95-6 4-isopropyl-2-nitro-benzoic acid 
• 204850-15-7 4-isopropyl-2-nitrobenzonitrile 
• 84392-25-6 4'-(propan-2-yl)[1,1'-biphenyl]-2-carboxylic acid 
• 80465-18-5 3-(4-Isopropyl-phenyl)-5-phenyl-[1,2,4]oxadiazole 

Relevant articles and documents

Cobalt-Catalyzed Hydrogenations via Olefin Cobaltate and Hydride Intermediates

Redox noninnocent ligands are a promising tool to moderate electron transfer processes within base-metal catalysts. This report introduces bis(imino)acenaphthene (BIAN) cobaltate complexes as hydrogenation catalysts. Sterically hindered trisubstituted alkenes, imines, and quinolines underwent clean hydrogenation under mild conditions (2-10 bar, 20-80 °C) by use of the stable catalyst precursor [(DippBIAN)CoBr2] and the cocatalyst LiEt3BH. Mechanistic studies support a homogeneous catalysis pathway involving alkene and hydrido cobaltates as active catalyst species. Furthermore, considerable reaction acceleration by alkali cations and Lewis acids was observed. The dinuclear hydridocobaltate anion with bridging hydride ligands was isolated and fully characterized.

Olefin-Stabilized Cobalt Nanoparticles for C=C, C=O, and C=N Hydrogenations

The development of cobalt catalysts that combine easy accessibility and high selectivity constitutes a promising approach to the replacement of noble-metal catalysts in hydrogenation reactions. This report introduces a user-friendly protocol that avoids complex ligands, hazardous reductants, special reaction conditions, and the formation of highly unstable pre-catalysts. Reduction of CoBr2 with LiEt3BH in the presence of alkenes led to the formation of hydrogenation catalysts that effected clean conversions of alkenes, carbonyls, imines, and heteroarenes at mild conditions (3 mol % cat., 2–10 bar H2, 20–80 °C). Poisoning studies and nanoparticle characterization by TEM, EDX, and DLS supported the notion of a heterotopic catalysis mechanism.

Iron-catalyzed olefin hydrogenation at 1 bar H2 with a FeCl3-LiAlH4 catalyst

The scope and mechanism of a practical protocol for the iron-catalyzed hydrogenation of alkenes and alkynes at 1 bar H2 pressure were studied. The catalyst is formed from cheap chemicals (5 mol% FeCl3-LiAlH4, THF). A homogeneous mechanism operates at early stages of the reaction while active nanoparticles form upon ageing of the catalyst solution. This journal is