1-(Bromomethylene)-4-methylcyclohexane

Base Information

• Chemical Name: 1-(Bromomethylene)-4-methylcyclohexane
• CAS No.: 77842-32-1
• Molecular Formula: C8H13Br
• Molecular Weight: 189.09300
• Hs Code.: 2903890090
• DSSTox Substance ID: DTXSID80438887
• Nikkaji Number: J1.578.686H,J523.063B,J1.429.443K
• Mol file: 77842-32-1.mol

Synonyms:1-(Bromomethylene)-4-methylcyclohexane;77842-32-1;1-(bromomethylidene)-4-methylcyclohexane;DTXSID80438887;CDA84232;MFCD17015806;AKOS006335378;1-Methyl-4-(bromomethylene)cyclohexane;BS-24390;(aR)-1-Methyl-4-(bromomethylene)cyclohexane;(aS)-1-(Bromomethylene)-4-methylcyclohexane

Chemical Property of 1-(Bromomethylene)-4-methylcyclohexane

Chemical Property:

• Boiling Point: 112-113 °C(Press: 50 Torr)
• PSA: 0.00000
• Density: 1.347±0.06 g/cm3(Predicted)
• LogP: 3.47530
• Storage Temp.: Refrigerated.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 188.02006
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

≥95% ^*data from raw suppliers

1-(Bromomethylene)-4-methylcyclohexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(=CBr)CC1

Technology Process of 1-(Bromomethylene)-4-methylcyclohexane

There total 5 articles about 1-(Bromomethylene)-4-methylcyclohexane 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: 70.0%

1-[(R)-(R)-Bromo-(4-methyl-cyclohexyl)-methanesulfinyl]-4-methyl-benzene (96493-66-2) → 1-Bromomethylene-4-methyl-cyclohexane (60164-93-4,60164-94-5,77842-32-1)

Guidance literature:

With sodium carbonate; at 250 ℃; for 0.25h;

DOI:10.1016/S0040-4039(01)81682-8

Reference yield:

1-Methyl-4-((R)-4-methyl-cyclohexylmethanesulfinyl)-benzene (96554-93-7) → 1-Bromomethylene-4-methyl-cyclohexane (60164-93-4,60164-94-5,77842-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / Br₂, AgNO₃, pyridine / acetonitrile / -20 °C

2: 70 percent / Na₂CO₃ / 0.25 h / 250 °C

With pyridine; bromine; sodium carbonate; silver nitrate; In acetonitrile;

DOI:10.1016/S0040-4039(01)81682-8

Reference yield:

ethyl 4-methylcyclohexylideneacetate (127180-76-1,42778-89-2,191113-70-9) → (+)-(S)-4-methylcyclohexylidenebromomethane (60164-93-4,60164-94-5,77842-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1N KOH / methanol; H₂O / 0.25 h / Heating

2: 1.) bromine; 2.) sodium carbonate / 1.) chloroform, -20 deg C

With potassium hydroxide; bromine; sodium carbonate; In methanol; water;

upstream raw materials:

1-[(R)-(R)-Bromo-(4-methyl-cyclohexyl)-methanesulfinyl]-4-methyl-benzene

1-Methyl-4-((R)-4-methyl-cyclohexylmethanesulfinyl)-benzene

(aR)-(-)-(4-methylcyclohexylidene)acetic acid

ethyl 4-methylcyclohexylideneacetate

Downstream raw materials:

(4-methylcyclohexylidene)acetic acid

dimethyl-(6-methyl-1-oxa-spiro[2.5]oct-2-yl)-phenyl-silane

(SR)-1-dimethylphenylsilyloxymethylene-4-methylcyclohexane