3-Hydroxy-2,6,6-trimethyl-1-cyclohexenecarboxaldehyde

Base Information

• Chemical Name: 3-Hydroxy-2,6,6-trimethyl-1-cyclohexenecarboxaldehyde
• CAS No.: 60078-92-4
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID90975511
• Nikkaji Number: J949.398K
• Mol file: 60078-92-4.mol

Synonyms:60078-92-4;3-Hydroxy-2,6,6-trimethyl-1-cyclohexenecarboxaldehyde;(+-)-3-Hydroxy-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde;1-Cyclohexene-1-carboxaldehyde, 3-hydroxy-2,6,6-trimethyl-, (+-)-;SCHEMBL10941327;DTXSID90975511;3-HYDROXY-2,6,6-TRIMETHYLCYCLOHEX-1-ENE-1-CARBALDEHYDE

Chemical Property of 3-Hydroxy-2,6,6-trimethyl-1-cyclohexenecarboxaldehyde

Chemical Property:

• Vapor Pressure: 0.000962mmHg at 25°C
• Boiling Point: 269.5°Cat760mmHg
• Flash Point: 112.3°C
• Density: 1.066g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 226

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(CCC1O)(C)C)C=O

Technology Process of 3-Hydroxy-2,6,6-trimethyl-1-cyclohexenecarboxaldehyde

There total 15 articles about 3-Hydroxy-2,6,6-trimethyl-1-cyclohexenecarboxaldehyde 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%

2-chloro-3-hydroxy-2,6,6-trimethyl-1-cyclohexanecarboxaldehyde (140887-85-0) → 2,4,4-trimethyl-3-formyl-2-cyclohexen-1-ol (60078-92-4,14393-38-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1002/recl.19921110308

Reference yield: 83.0%

(1R*,2R*S*,3S*R*)-2,3-epoxy-2,6,6-trimethylcyclohexane-1-carbaldehyde → 2,4,4-trimethyl-3-formyl-2-cyclohexen-1-ol (60078-92-4,14393-38-5)

Guidance literature:

With pyrrolidine; In diethyl ether; at 20 ℃; for 3h;

Reference yield: 73.0%

3-hydroxy-2,6,6-trimethylcyclohex-1-enecarbonitrile (145106-79-2) → 2,4,4-trimethyl-3-formyl-2-cyclohexen-1-ol (60078-92-4,14393-38-5)

Guidance literature:

3-hydroxy-2,6,6-trimethylcyclohex-1-enecarbonitrile; With diisobutylaluminium hydride; In hexane; toluene; at -60 - 20 ℃; for 0.5h;

With silica gel; In water; toluene; at -20 - 0 ℃; for 1h;

DOI:10.1002/ejoc.200390130

upstream raw materials:

2,3-epoxy-2,6,6-trimethylcyclohexane-1-carboxaldehyde

(3E)-4-[(S)-2,6,6-trimethylcyclohex-2-enyl]but-3-en-2-one

(rac)-4-(2,3-epoxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one

2-chloro-3-hydroxy-2,6,6-trimethyl-1-cyclohexanecarboxaldehyde

Downstream raw materials:

3-Oxo-butyric acid 3-formyl-2,4,4-trimethyl-cyclohex-2-enyl ester

2,4,4-trimethyl-3-vinyl-cyclohex-2-enol

(Z)-4-Phenylsulfanyl-hexa-3,5-dienoic acid 3-formyl-2,4,4-trimethyl-cyclohex-2-enyl ester

2,6,6-trimethyl-3-oxo-cyclohex-1-enecarboxylic acid