32264-50-9

Basic information

• Product Name: 1,1-dibromo-2,2-dimethylcyclopropane
• Synonyms: Cyclopropane, 1,1-dibromo-2,2-dimethyl-; Cyclopropane, 1,1-dimethyl-2,2-dibromo-
• CAS NO: 32264-50-9
• Molecular Formula: C₅H₈Br₂
• Molecular Weight: 227.925
• Mol File: 32264-50-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 154.5°C at 760 mmHg
• Flash Point: 34.6°C
• Density: 1.918g/cm³
• Vapor Pressure: 4.08mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: 1,1-dibromo-2,2-dimethylcyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-dibromo-2,2-dimethylcyclopropane(32264-50-9)
• EPA Substance Registry System: 1,1-dibromo-2,2-dimethylcyclopropane(32264-50-9)

Safety Data

• Hazardous Substances Data: 32264-50-9(Hazardous Substances Data)

Usage

General Description

1,1-dibromo-2,2-dimethylcyclopropane is a chemical compound with the molecular formula C6H10Br2. It is a colorless liquid that is insoluble in water and has a strong, unpleasant odor. 1,1-dibromo-2,2-dimethylcyclopropane is primarily used as a reagent in organic synthesis, particularly in the preparation of various organic compounds and pharmaceuticals. Due to its highly reactive nature, 1,1-dibromo-2,2-dimethylcyclopropane must be handled with care and used in a well-ventilated area. It is a dangerous chemical that can cause irritation to the eyes, skin, and respiratory system, and it is considered to be harmful if swallowed, inhaled, or absorbed through the skin. Additionally, it is a potential environmental hazard and should be disposed of properly according to local regulations.

Upstream product

• 75-25-2 Bromoform 
• 115-11-7 isobutene 
• 563-79-1 2,3-Dimethyl-2-butene 
• 135226-15-2 dibromocarbene 
• 99236-10-9 3,3-dimethyl-1,1,2,2-tetrabromocyclopropane 
• 109-67-1 1-penten 

Downstream Products

• 56798-94-8 1-(1-Brom-2,2-dimethyl-cyclopropyl)-cyclohexanol 
• 4070-14-8 2,2,3,3-tetramethylcyclobutanone 
• 18293-99-7 Prenyltrimethylsilane 
• 18294-00-3 trimethyl-(3-methyl-but-3-enyl)-silane 
• 73400-18-7 1,1-bis(trimethylsilyl)-3-methyl-2-butene 
• 40922-91-6 1-methyl-2-(2-methylpropenylidene)-1-phenylcyclopropane 
• 499193-75-8 3-[N-(2-bromo-3-methyl-2-butenyl)amino]-3-phenylpropan-1-ol 
• 1219743-30-2 2,2-dimethyl-1-phenylselenocyclopropyl trimethylsilyl ketone 
• 4489-12-7 cis-Chrysanthemic acid chloride 
• 2935-23-1 cis-Chrysanthemic acid 
• 3907-06-0 3,3-Dimethylcyclopropen 
• 128889-36-1 6,6-Dimethyl-4-(4-nitro-phenyl)-2-oxa-3-aza-bicyclo[3.1.0]hex-3-ene 
• 128889-35-0 6,6-Dimethyl-4-phenyl-2-oxa-3-aza-bicyclo[3.1.0]hex-3-ene 
• 80990-10-9 2-Cyclopropylidenemethyl-1-phenyl-octan-1-ol 

Relevant articles and documents

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Thermal Isomerizations of 1,1-Dimethyl-2,2-d2-cyclopropane

The gas-phase thermal isomerization of 1,1-dimethylcyclopropane at 420 °C gives 3-methyl-1-butene and 2-methyl-2-butene. The mixture of products formed from 1, l-dimethyl-2,2-d2-cyclopropane is consistent with conventional rationales; neither tert-butylcarbene nor isobutylcarbene is involved as a mechanistically significant intermediate. Both kinetic and deuterium labeling evidence suggests that heterogeneous wall-catalyzed processes afford secondary products, including 2-methyl-1-butene.

An efficient synthesis of cyclopropyl silyl ketones

The reaction of silylcyclopropyl bromides with dichloromethyl methyl ether in the presence of n-butyllithium is investigated. Under basic reaction conditions, the corresponding cyclopropylidene derivatives are exclusively obtained. The resulting cyclopropylidene compounds are subjected to protonolysis or trapping with electrophiles in a one-pot to give the cyclopropyl silyl ketone derivatives in good yields. Acidic treatment of derived cyclopropyl silyl ketone allows isomerization to give the thermodynamically favorable trans form exclusively.

New complexes of platinum(0) with cyclopropenes

New cyciopropene complexes of platinum have been synthesised with a variety of bulky substituents on all positions of the cyciopropene ring. Two of these novel complexes, [Pt(3,3-Ph3C3H2)(PPh3)2] and [Pt(1,2-Ph2C3H2)(PPh3)2J, have been structurally characterised by X-ray analysis. Both contain a cyciopropene ring which has remained intact upon complexation. The bond lengths within the complexes are remarkably independent of the substituents. The structural characteristics and the 31P NMR spectra of these complexes are discussed in detail.