(1-Methylcyclohex-2-en-1-yl)acetaldehyde

Base Information

• Chemical Name: (1-Methylcyclohex-2-en-1-yl)acetaldehyde
• CAS No.: 60415-75-0
• Molecular Formula: C9H14O
• Molecular Weight: 138.21
• DSSTox Substance ID: DTXSID70529112
• Nikkaji Number: J2.477.729D
• Mol file: 60415-75-0.mol

Synonyms:60415-75-0;(1-Methylcyclohex-2-en-1-yl)acetaldehyde;DTXSID70529112;2-(1-Methylcyclohex-2-enyl)acetaldehyde;(1-methyl-2-cyclohexen-1-yl)acetaldehyde;2-(1-methyl-1-cyclohex-2-enyl)-acetaldehyde

Chemical Property of (1-Methylcyclohex-2-en-1-yl)acetaldehyde

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC=C1)CC=O

Technology Process of (1-Methylcyclohex-2-en-1-yl)acetaldehyde

There total 6 articles about (1-Methylcyclohex-2-en-1-yl)acetaldehyde 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:

(E)-3-(3-Methyl-cyclohex-2-enyloxy)-acrylic acid (88056-84-2) → 2-(1-methyl-2-cyclohexen-1-yl)ethanal (60415-75-0)

Guidance literature:

With hydroquinone; at 165 ℃; for 1h; under 15 Torr; Yield given;

DOI:10.1021/jo00174a064

Reference yield:

3-methylcyclohex-2-en-1-ol (21378-21-2,54423-21-1) → 2-(1-methyl-2-cyclohexen-1-yl)ethanal (60415-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,10-phenanthroline)palladium(II) acetate / 70 °C

2: 120 - 150 °C

(1,10-phenanthroline)palladium(II) acetate; 2: Claisen rearrangement;

DOI:10.1021/jo062548f

Reference yield:

1-Methyl-3-vinyloxycyclohexene (100144-30-7) → 2-(1-methyl-2-cyclohexen-1-yl)ethanal (60415-75-0)

Guidance literature:

at 195 - 200 ℃;

DOI:10.1021/ja01462a039

upstream raw materials:

1-Methyl-3-vinyloxycyclohexene

(E)-3-(3-Methyl-cyclohex-2-enyloxy)-acrylic acid

3-methylcyclohex-2-en-1-ol

Downstream raw materials:

2-(1-methylcyclohex-2-en-1-yl)acetic acid

4-bromo-2-(1-methyl-2-cyclohexen-1-yl)-4-(phenylsulfonyl)butanal

(3aα,7aα)-octahydro-7a-methyl-3-(phenylsulfonyl)-7aH-indene-1-carbaldehyde