99058-02-3

Basic information

• Product Name: Benzene, [(2,2-dibromocyclopropyl)methyl]-
• Synonyms: (2,2-dibromocyclopropylmethyl)-benzene;Benzene,[(2,2-dibromocyclopropyl)methyl];benzyl-2,2-dibromocyclopropane;(2,2-dibromo-cyclopropyl)-phenyl-methane;1,1-dibromo-2-(phenylmethyl)cyclopropane;2-Benzyl-1,1-dibromocyclopropan;(2,2-Dibrom-cyclopropyl)-phenyl-methan
• CAS NO: 99058-02-3
• Molecular Formula: C10H10Br2
• Molecular Weight: 289.997
• Mol File: 99058-02-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 291.4±13.0 °C(Predicted)
• Density: 1.827±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, [(2,2-dibromocyclopropyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(2,2-dibromocyclopropyl)methyl]-(99058-02-3)
• EPA Substance Registry System: Benzene, [(2,2-dibromocyclopropyl)methyl]-(99058-02-3)

Safety Data

• Hazardous Substances Data: 99058-02-3(Hazardous Substances Data)

Upstream product

• 122-78-1 phenylacetaldehyde 
• 300-57-2 allylbenzene 
• 98-07-7 Benzotrichlorid 
• 74-95-3 1,1-dibromomethane 
• 75-25-2 Bromoform 

Downstream Products

• 32644-22-7 1-methyl-3-phenylallene 
• 40339-20-6 buta-2,3-dienyl-benzene 
• 128970-86-5 (2-bromocyclopropylmethyl)-benzene 
• 128970-86-5 ((1S,2R)-2-Bromo-cyclopropylmethyl)-benzene 
• 1667-00-1 benzylcyclopropane 

Relevant articles and documents

Intermolecular Allene Functionalization by Silver-Nitrene Catalysis

Under silver catalysis conditions, using [Tp*,BrAg]2 as the catalyst precursor, allenes react with PhI═NTs in the first example of efficient metal-mediated intermolecular nitrene transfer to such substrates. The nature of the substituent at the allene seems crucial for the reaction outcome since arylallenes are converted into azetidine derivatives, whereas methylene aziridines are the products resulting from alkylallenes. Mechanistic studies allow proposing that azetidines are formed through unstable cyclopropylimine intermediates, which further incorporate a second nitrene group, both processes being silver-mediated. Methylene aziridines from alkylallenes derive from catalytic nitrene addition to the allene double bonds. Both routes have resulted to be productive for further synthetic transformations affording aminocyclopropanes.

A convenient access to allylic triflones with allenes and triflyl chloride in the presence of (EtO)2P(O)H

A simple method for the preparation of allylic triflones from allenes and triflyl chloride in the presence of (EtO)2P(O)H has been developed. The features of this reaction are catalyst-free and simple starting substrates. This method tolerates diverse functional groups and substituted allylic triflones are obtained in moderate to good yields.

Can relief of ring-strain in a cyclopropylmethyllithium drive the Brook rearrangement?

α-Cyclopropyl-α-trialkylsilyl alkoxides were formed either by addition of cyclopropyllithiums to acylsilanes or by addition of organolithiums to a cyclopropylformylsilane. [1,2]-Brook rearrangement led to α-silyloxy organolithiums which on warming underwent cyclopropane ring opening and [1,5]-retro-Brook rearrangement to yield γ-silyl ketones. Despite the favourability of the cyclopropane ring opening, the Brook rearrangement still required the presence of an anion stabilising group to proceed. β-Silylketones were similarly formed by Brook-retro-Brook rearrangement on warming acylsilanes with a vinyllithium.