2-(But-3-en-1-yl)-3-methylcyclohex-2-en-1-one

Base Information

• Chemical Name: 2-(But-3-en-1-yl)-3-methylcyclohex-2-en-1-one
• CAS No.: 2658-92-6
• Molecular Formula: C11H16 O
• Molecular Weight: 164.247
• NSC Number: 127532
• DSSTox Substance ID: DTXSID60299019
• Wikidata: Q82041177
• Mol file: 2658-92-6.mol

Synonyms:2658-92-6;NSC 127532;2-(but-3-en-1-yl)-3-methylcyclohex-2-en-1-one;NSC127532;DTXSID60299019;NSC-127532

Chemical Property of 2-(But-3-en-1-yl)-3-methylcyclohex-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.0213mmHg at 25°C
• Boiling Point: 250.7°Cat760mmHg
• Flash Point: 103.4°C
• Density: 0.923g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)CCC1)CCC=C

Technology Process of 2-(But-3-en-1-yl)-3-methylcyclohex-2-en-1-one

There total 12 articles about 2-(But-3-en-1-yl)-3-methylcyclohex-2-en-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: 84.0%

1-bromo-4-butene (5162-44-7) + Diethyl-[2-(5-methyl-cyclohexa-1,4-dienyloxy)-ethyl]-amine (69253-50-5) → 3-methyl-2-(3-butenyl)-cyclohex-2-en-1-on (2658-92-6)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

DOI:10.1039/P19830000747

Reference yield: 74.0%

3-Allyl-3-methyl-2-methylene-cyclohexanone (78707-63-8) → 3-methyl-2-(3-butenyl)-cyclohex-2-en-1-on (2658-92-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.25h; Ambient temperature;

DOI:10.1016/S0040-4039(01)90383-1

Reference yield: 50.0%

3-but-3-enyl-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester (220283-99-8) → 3-methyl-2-(3-butenyl)-cyclohex-2-en-1-on (2658-92-6)

Guidance literature:

With potassium hydroxide; In methanol; for 24h;

DOI:10.1246/cl.1999.51

upstream raw materials:

1-bromo-4-butene

4-carbethoxy-3-methyl-2-cyclohexen-1-one

Diethyl-[2-(5-methyl-cyclohexa-1,4-dienyloxy)-ethyl]-amine

3-(3-Butenyl)-2-methyl-4-oxo-2-cyclohexen-1-carbonsaeure-ethylester

Downstream raw materials:

2--3-methyl-cyclohexen-2-ol

C₁₁H₁₇⁽²⁾HO

2-(but-3-enyl)-3,3-dimethylcyclohexanone

(4aR,8aR)-8a-Hydroxy-4a-methyl-3,4,4a,5,8,8a-hexahydro-2H-naphthalen-1-one