1-(2-Bromoethyl)-4-methylcyclohexane

Base Information

• Chemical Name: 1-(2-Bromoethyl)-4-methylcyclohexane
• CAS No.: 5452-69-7
• Molecular Formula: C₉H₁₇Br
• Molecular Weight: 205.138
• NSC Number: 18971
• DSSTox Substance ID: DTXSID30280878
• Mol file: 5452-69-7.mol

Synonyms:1-(2-bromoethyl)-4-methylcyclohexane;5452-69-7;NSC18971;DTXSID30280878;NSC-18971;AKOS014104904;CS-0238170;EN300-1910050

Chemical Property of 1-(2-Bromoethyl)-4-methylcyclohexane

Chemical Property:

• Vapor Pressure: 0.26mmHg at 25°C
• Boiling Point: 211.8°Cat760mmHg
• Flash Point: 79.4°C
• Density: 1.157g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 204.05136
• Heavy Atom Count: 10
• Complexity: 82.7

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(CC1)CCBr

Technology Process of 1-(2-Bromoethyl)-4-methylcyclohexane

There total 6 articles about 1-(2-Bromoethyl)-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:

2-(4-methylcyclohexyl)ethanol (4916-87-4) → 1-(2-bromo-ethyl)-4-methyl-cyclohexane (5452-69-7)

Guidance literature:

With phosphorus tribromide;

DOI:10.1021/ja01873a004

Reference yield:

ethyl 4-methylcyclohexylideneacetate (127180-76-1,42778-89-2,191113-70-9) → 1-(2-bromo-ethyl)-4-methyl-cyclohexane (5452-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / H₂ / 5percent Pd/C / ethanol / 760 Torr

2: LiAlH₄ / tetrahydrofuran

3: PBr₃ / diethyl ether; diethyl ether / 16 h / Ambient temperature

With lithium aluminium tetrahydride; hydrogen; phosphorus tribromide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1248/cpb.40.2391

Reference yield:

1-methylcyclohexan-4-one (589-92-4) → 1-(2-bromo-ethyl)-4-methyl-cyclohexane (5452-69-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / NaH / benzene

2: 97 percent / H₂ / 5percent Pd/C / ethanol / 760 Torr

3: LiAlH₄ / tetrahydrofuran

4: PBr₃ / diethyl ether; diethyl ether / 16 h / Ambient temperature

With lithium aluminium tetrahydride; hydrogen; phosphorus tribromide; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; benzene;

DOI:10.1248/cpb.40.2391

upstream raw materials:

2-(4-methylcyclohexyl)ethanol

ethyl (4-methylcyclohexyl)acetate

ethyl 4-methylcyclohexylideneacetate

1-methylcyclohexan-4-one

Downstream raw materials:

5-[2-(4-Methyl-cyclohexyl)-ethyl]-[1,3,4]thiadiazol-2-ylamine

5-[2-(4-Methyl-cyclohexyl)-ethyl]-[1,3,4]thiadiazol-2-ylamine

7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

Refernces