6294-39-9

Basic information

• Product Name: 1-bromo-2-methylcyclohexane
• Synonyms: 1-bromo-2-methylcyclohexane;NSC9387
• CAS NO: 6294-39-9
• Molecular Formula: C₇H₁₃Br
• Molecular Weight: 177.08212
• EINECS: 228-558-2
• Mol File: 6294-39-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 54-56 °C(Press: 12 Torr)
• Appearance: /
• Density: 1.29g/cm³
• Refractive Index: 1.649
• CAS DataBase Reference: 1-bromo-2-methylcyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-2-methylcyclohexane(6294-39-9)
• EPA Substance Registry System: 1-bromo-2-methylcyclohexane(6294-39-9)

Safety Data

• Hazardous Substances Data: 6294-39-9(Hazardous Substances Data)

Usage

General Description

1-bromo-2-methylcyclohexane is a chemical compound with the molecular formula C7H13Br. It is a colorless liquid that is insoluble in water but soluble in organic solvents. 1-bromo-2-methylcyclohexane is commonly used as a reagent in organic synthesis and as a starting material for the production of other chemicals. It is also used in the preparation of pharmaceuticals and agrochemicals. 1-bromo-2-methylcyclohexane is flammable and should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system upon exposure. It is important to follow proper safety precautions when working with this compound.

InChI:InChI=1/C12H14N4OS/c1-8(17)13-10-6-4-9(5-7-10)11-14-15-12(18-3)16(11)2/h4-7H,1-3H3,(H,13,17)

Upstream product

• 286-08-8 bicyclo[4.1.0]heptane 
• 583-59-5 2-Methylcyclohexanol 
• 591-49-1 1-methylcyclohex-1-ene 
• 75-62-7 Bromotrichloromethane 

Downstream Products

• 583-60-8 2-Methylcyclohexanone 
• 1087768-55-5 2-Phenoxy-1-methyl-cyclohexan 
• 82976-59-8 Ethyl α-cyano-2-methylcyclohexaneacetate 
• 189238-63-9 N-phenyl-2-methylcyclohexylamine 

Relevant articles and documents

Formation of three-membered rings by SHi displacement. Reverse of cyclopropyl ring opening

The general methods, photoinitiated or peroxide-initiated free radical chain additions of halomethanes to olefins, yield 1,2-addition products at temperatures ranging from 20 to 100°C. At lower temperatures, -42 to -104°C, a competitive reaction, subsequent to the addition of CCl2X., yields alkylcyclopropanes. The reactions of 1-octene or 1-hexene and 1-methylcyclohexene with atomic hydrogen carried out in the presence of several transfer agents (CCl4, CCl3Br, CCl2Br2) initiate a radical chain addition of CCl2X. and yield cyclized materials resulting from the SHi displacement of halogen by a carbon-centered radical. The radical displacement of a halogen on carbon, the reverse of homolytic displacement on cyclopropyl carbon, is dominant at low temperatures. The rate constants for cyclization (kc) vs transfer with halomethane (kt) showed isokinetic temperatures of -46°C (CCl4, 1-hexene); -35°C (CCl4, 1-methylcyclohexene). The isokinetic temperatures for the reactions of the two substrates carried out in the presence of BrCCl3 were calculated as -204 °C (1-octene) and -109°C (1-methylcyclohexene).