4,6-Dimethylcyclohex-3-ene-1-carbaldehyde

Base Information

• Chemical Name: 4,6-Dimethylcyclohex-3-ene-1-carbaldehyde
• CAS No.: 36635-35-5
• Molecular Formula: C9H14 O
• Molecular Weight: 138.21
• Hs Code.: 2912299000
• European Community (EC) Number: 253-139-6
• DSSTox Substance ID: DTXSID60893056
• Nikkaji Number: J24.535F
• Mol file: 36635-35-5.mol

Synonyms:4,6-Dimethylcyclohex-3-ene-1-carbaldehyde;36635-35-5;EINECS 253-139-6;AI3-07326;3-Cyclohexene-1-carboxaldehyde, 4,6-dimethyl-;SCHEMBL231189;DTXSID60893056;CHVQGLOTUNUPHU-UHFFFAOYSA-N;STL371301;AKOS006241605;4,6-dimethyl-3-cyclohexenecaboxaldehyde;4,6-dimethyl-3-cyclohexenecarboxaldehyde;2,4-Dimethyl-4-cyclohexene-1-carbaldehyde;4,6-Dimethyl-3-cyclohexene-1-carboxaldehyde;CS-0360241

Chemical Property of 4,6-Dimethylcyclohex-3-ene-1-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.578mmHg at 25°C
• Boiling Point: 189.2°Cat760mmHg
• Flash Point: 61°C
• PSA: 17.07000
• Density: 0.957g/cm³
• LogP: 2.17770
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=CCC1C=O)C

Technology Process of 4,6-Dimethylcyclohex-3-ene-1-carbaldehyde

There total 6 articles about 4,6-Dimethylcyclohex-3-ene-1-carbaldehyde 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: 91.0%

crotonaldehyde (123-73-9,4170-30-3) + isoprene (78-79-5,9003-31-0) → 4,6-dimethyl-cyclohex-3-enecarbaldehyde (36635-35-5)

Guidance literature:

With 1-methyl-3-butylimidazolium zinc chloride; at 25 ℃; for 24h; regioselective reaction;

DOI:10.1002/anie.201710074

Reference yield:

trans-Crotonaldehyde (123-73-9,4170-30-3) + isoprene (78-79-5,9003-31-0) → 4,6-dimethyl-cyclohex-3-enecarbaldehyde (36635-35-5)

Guidance literature:

With hydroquinone; at 180 ℃;

Reference yield:

crotonaldehyde (123-73-9,4170-30-3) + isoprene (78-79-5,9003-31-0) → 4,6-dimethyl-cyclohex-3-enecarbaldehyde (36635-35-5) + 1,4-dimethyl-cyclohex-3-enecarbaldehyde (933-44-8)

Guidance literature:

With boron trifluoride diethyl etherate; In diethylene glycol dimethyl ether; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/chem.200800003

upstream raw materials:

crotonaldehyde

isoprene

trans-Crotonaldehyde

Downstream raw materials:

4-(2-chloro-1-chloromethyl-ethoxymethyl)-2-(4,6-dimethyl-cyclohex-3-enyl)-[1,3]dioxolane

1-Acetoxy-1-(4,6-dimethyl-cyclohex-3-enyl)-prop-2-in

1-(4,6-Dimethyl-cyclohex-3-enyl)-propan-1-ol-2-on

Vinyl-<4,6-dimethyl-cyclohexen-(3)-yl>-carbinol

Refernces

• 1、 Bittner, Bozena,Koppe, Karsten,Bilir, Vural,Frank, Walter,Willner, Helge,Ignatev, Nikolai. "Difluorotris(pentafluoroethyl)phosphorane - A highly active catalyst for Diels-Alder reaction". supporting information. p. 50 - 60. Retrieved 2015/03/05.
• 2、 Makin, S. M.,Pomogaev, A. I.,Boiko, T. N.,Nikiforova, A. P.. "CHEMISTRY OF ENOL ETHERS. LIII. PROTOTROPIC ISOMERIZATION IN THE SERIES OF CYCLIC 1-ALKOXY-1,4-DIENES". . p. 2033 - 2036. Retrieved 2007/10/02.