(5R)-5-(But-2-en-2-yl)-2-methylcyclohex-2-en-1-one

Base Information

• Chemical Name: (5R)-5-(But-2-en-2-yl)-2-methylcyclohex-2-en-1-one
• CAS No.: 158249-62-8
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.247
• European Community (EC) Number: 819-199-8
• Mol file: 158249-62-8.mol

Synonyms:(5R)-5-(But-2-en-2-yl)-2-methylcyclohex-2-en-1-one;158249-62-8;EN300-1307881

Chemical Property of (5R)-5-(But-2-en-2-yl)-2-methylcyclohex-2-en-1-one

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 246

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=C(C)C1CC=C(C(=O)C1)C
• Isomeric SMILES: C/C=C(\C)/[C@@H]1CC=C(C(=O)C1)C

Technology Process of (5R)-5-(But-2-en-2-yl)-2-methylcyclohex-2-en-1-one

There total 3 articles about (5R)-5-(But-2-en-2-yl)-2-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:

(R)-Carvone (6485-40-1,2244-16-8) → (R)-2-Methyl-5-((Z)-1-methyl-propenyl)-cyclohex-2-enone (158249-62-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) m-CPBA, 2) BF₃*OEt₂ / 1) CH₂Cl₂, 2) benzene

2: diethyl ether / -78 °C

3: POCl₃, pyridine

With pyridine; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In diethyl ether;

DOI:10.1016/S0040-4039(00)93555-X

Reference yield:

(5R)-2-methyl-5-(1-oxo-2-propyl)cyclohex-2-en-1-one (137678-65-0) → (R)-2-Methyl-5-((Z)-1-methyl-propenyl)-cyclohex-2-enone (158249-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / -78 °C

2: POCl₃, pyridine

With pyridine; trichlorophosphate; In diethyl ether;

DOI:10.1016/S0040-4039(00)93555-X

Reference yield:

(R)-5-(2-Hydroxy-1-methyl-propyl)-2-methyl-cyclohex-2-enone (137678-74-1) → (R)-2-Methyl-5-((Z)-1-methyl-propenyl)-cyclohex-2-enone (158249-62-8)

Guidance literature:

With pyridine; trichlorophosphate; Yield given;

DOI:10.1016/S0040-4039(00)93555-X

upstream raw materials:

(R)-5-(2-Hydroxy-1-methyl-propyl)-2-methyl-cyclohex-2-enone

(R)-Carvone

(5R)-2-methyl-5-(1-oxo-2-propyl)cyclohex-2-en-1-one