Cyclohexene, 2-(bromomethyl)-1,3,3-trimethyl-

Base Information

• Chemical Name: Cyclohexene, 2-(bromomethyl)-1,3,3-trimethyl-
• CAS No.: 59633-88-4
• Molecular Formula: C10H17Br
• Molecular Weight: 217.149
• DSSTox Substance ID: DTXSID40454684
• Nikkaji Number: J455.539B
• Wikidata: Q82276354
• Mol file: 59633-88-4.mol

Synonyms:59633-88-4;2-(bromomethyl)-1,3,3-trimethylcyclohexene;Cyclohexene, 2-(bromomethyl)-1,3,3-trimethyl-;SCHEMBL5360647;DTXSID40454684;MFCD22412492;2-Bromomethyl-1,3,3-trimethylcyclohexene;CS-0356323;2-(BROMOMETHYL)-1,3,3-TRIMETHYLCYCLOHEX-1-ENE

Chemical Property of Cyclohexene, 2-(bromomethyl)-1,3,3-trimethyl-

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 216.05136
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)CBr

Technology Process of Cyclohexene, 2-(bromomethyl)-1,3,3-trimethyl-

There total 11 articles about Cyclohexene, 2-(bromomethyl)-1,3,3-trimethyl- 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: 98.0%

β-cyclogeraniol (472-20-8) → 2-(bromomethyl)-1,3,3-trimethylcyclohex-1-ene (59633-88-4)

Guidance literature:

With phosphorus tribromide; In diethyl ether; hexane; at -30 - 20 ℃; for 15h;

DOI:10.1039/b005617k

Reference yield:

2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7) → 2-(bromomethyl)-1,3,3-trimethylcyclohex-1-ene (59633-88-4)

Guidance literature:

With lithium aluminium tetrahydride; phosphorus tribromide; Yield given. Multistep reaction; 1.) ethyl ether, 2.) hexane;

DOI:10.1080/00397919208021606

Reference yield:

(E)-β-ionone (79-77-6,14901-07-6) → 2-(bromomethyl)-1,3,3-trimethylcyclohex-1-ene (59633-88-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: O₃; O₂ / methanol / 6 h / -30 °C

1.2: 65 percent / Zn; aq. HOAc / methanol / 1.5 h / -30 - 25 °C

2.1: 85 percent / NaBH₄ / ethanol; propan-2-ol / 1 h / 20 °C

3.1: 98 percent / PBr₃ / hexane; diethyl ether / 15 h / -30 - 20 °C

With sodium tetrahydroborate; oxygen; phosphorus tribromide; ozone; In methanol; diethyl ether; ethanol; hexane; isopropyl alcohol;

DOI:10.1039/b005617k

upstream raw materials:

6,6-dimethyl-2-methyl-1-cyclohexene-1-carboxylic acid methyl ester

2,6,6-trimethylcyclohex-1-enecarbaldehyde

β-cyclogeraniol

1,1-dimethyl-2,3-bis(methylene)cyclohexane

Downstream raw materials:

3-oxo-5-(2,6,6-trimethyl-cyclohex-1-enyl)-pentanoic acid methyl ester

3-methyl-2-((2,6,6-trimethylcyclohex-1-en-1-yl)methyl)-2,5-dihydrothiophene 1,1-dioxide

{[(2,6,6-trimethyl-1-cyclohexen-1-yl)methyl]sulfonyl}benzene

2,5-bis(methoxymethoxy)-1-methyl-3-(2,6,6-trimethylcyclohex-1-enylmethyl)benzene