2-BROMO-3-METHYL-2-CYCLOPENTEN-1-ONE

Base Information

• Chemical Name: 2-BROMO-3-METHYL-2-CYCLOPENTEN-1-ONE
• CAS No.: 80963-36-6
• Molecular Formula: C6H7BrO
• Molecular Weight: 175.025
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID90403283
• Nikkaji Number: J728.591D
• Wikidata: Q82206909
• Mol file: 80963-36-6.mol

Synonyms:2-bromo-3-methyl-2-cyclopentene-1-one;2-bromo-3-methyl-cyclopent-2-enone;2-Bromo-3-methyl-2-cyclopenten-1-one;2-bromo-3-methyl-2-cyclopentenone;2-bromo-3-methylcyclopenten-1-one;

Chemical Property of 2-BROMO-3-METHYL-2-CYCLOPENTEN-1-ONE

Chemical Property:

• Vapor Pressure: 0.085mmHg at 25°C
• Melting Point: 53-56oC(lit.)
• Boiling Point: 225.7oC at 760 mmHg
• Flash Point: >230 °F
• PSA: 17.07000
• Density: 1.607g/cm3
• LogP: 2.01820
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 173.96803
• Heavy Atom Count: 8
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-3-methyl-2-cyclopenten-1-one 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)CC1)Br

Technology Process of 2-BROMO-3-METHYL-2-CYCLOPENTEN-1-ONE

There total 5 articles about 2-BROMO-3-METHYL-2-CYCLOPENTEN-1-ONE 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: 96.0%

3-Methyl-2-cyclopenten-1-one (2758-18-1) → 2-bromo-3-methyl-2-cyclopentene-1-one (80963-36-6)

Guidance literature:

3-Methyl-2-cyclopenten-1-one; With 3,3-dimethyldioxirane; In acetone; at 20 ℃; for 8h;

With Amberlyst 15; sodium bromide; In acetone; at 20 ℃; for 12h;

DOI:10.1016/S0040-4039(99)01213-7

Reference yield: 9.0%

6-bromo-7-methyl-1,4-dioxaspiro<4.4>non-6-ene (70156-97-7) → 9-bromo-8-methyl-1,4-dioxaspiro[4.4]non-8-en-7-one (1319079-20-3) + 2-bromo-3-methyl-2-cyclopentene-1-one (80963-36-6)

Guidance literature:

With tert.-butylhydroperoxide; sodium chlorite; In water; acetonitrile; at 50 ℃; for 17h; regioselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo201020v

Reference yield:

2,3-Dibromo-3-methyl-cyclopentanone → 2-bromo-3-methyl-2-cyclopentene-1-one (80963-36-6)

Guidance literature:

With sodium hydrogencarbonate; In water; Yield given;

DOI:10.1055/s-1982-29807

upstream raw materials:

3-Methyl-2-cyclopenten-1-one

methanol

3-methyl-3-((4-methylphenyl)sulfonyl)cyclopentanone

6-bromo-7-methyl-1,4-dioxaspiro<4.4>non-6-ene

Downstream raw materials:

(S)-8-(benzyloxy)-6-bromo-7-methyl-1,4-dioxaspiro[4.4]non-6-ene

(1S,4S)-4-(benzyloxy)-2-bromo-3-methyl-1-(prop-1-en-2-yl)cyclopent-2-enol

(S)-4-(benzyloxy)-2-bromo-3-methylcyclopent-2-enone

4-(benzyloxy)-2-bromo-1-isopropyl-3-methylcyclopent-2-enol