2,4,4-Trimethylcyclohex-2-en-1-one

Base Information

• Chemical Name: 2,4,4-Trimethylcyclohex-2-en-1-one
• CAS No.: 13395-71-6
• Molecular Formula: C9H14 O
• Molecular Weight: 138.21
• Hs Code.: 2914299000
• European Community (EC) Number: 890-625-2
• DSSTox Substance ID: DTXSID30408196
• Nikkaji Number: J2.281K
• Wikidata: Q82213579
• Mol file: 13395-71-6.mol

Synonyms:2,4,4-trimethylcyclohex-2-en-1-one;13395-71-6;2,4,4-trimethylcyclohex-2-enone;2-Cyclohexen-1-one,2,4,4-trimethyl-;2,4,4-TRIMETHYL-2-CYCLOHEXEN-1-ONE;ghl.PD_Mitscher_leg0.89;SCHEMBL857299;DTXSID30408196;VIBRIVSJBYFUNF-UHFFFAOYSA-N;2,4,4-trimethyl-2-cyclohexenone;MFCD00075569;AKOS006229663;AS-43461;CS-0132034;EN300-98928

Chemical Property of 2,4,4-Trimethylcyclohex-2-en-1-one

Chemical Property:

• Melting Point: 158 °C
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 81-82 °C20 mm Hg(lit.)
• Flash Point: 151 °F
• PSA: 17.07000
• Density: 0.924 g/mL at 25 °C(lit.)
• LogP: 2.32180
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

2,4,4-Trimethylcyclohex-2-enone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4,4-Trimethylcyclohex-2-en-1-one

There total 19 articles about 2,4,4-Trimethylcyclohex-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: 82.0%

4-penten-3-one (1629-58-9) + 1-(2-methylprop-1-en-1-yl)pyrrolidine (2403-57-8) → 2,4,4-trimethyl-2-cyclohexenone (13395-71-6)

Guidance literature:

4-penten-3-one; 1-(2-methylprop-1-en-1-yl)pyrrolidine; at 20 ℃; for 17.1667h; Inert atmosphere; Cooling with ice;

With hydrogenchloride; In water; at 20 ℃; for 30h; Cooling with ice;

Reference yield: 72.0%

→ 2,4,4-trimethyl-2-cyclohexenone (13395-71-6)

Guidance literature:

Reference yield: 63.0%

4-penten-3-one (1629-58-9) + isobutyraldehyde (78-84-2) → 2,4,4-trimethyl-2-cyclohexenone (13395-71-6)

Guidance literature:

With sulfuric acid; 1) < 50 deg C, 5 h; 2) reflux, 12 h;

DOI:10.1016/0040-4020(89)80038-9

upstream raw materials:

2,4,6-trimethyl-pyridine

2-bromo-2,4,4-trimethyl-cyclohexanone

(+/-)-α-cyclogeranic acid

(+/-)-2,4,4-Trimethyl-2-cyclohexen-1-ol

Downstream raw materials:

1-methylene-2,4,4-trimethyl-2-cyclohexene

(R)-2,4,4-trimethyl-2-cyclohexen-1-ol

C₁₆H₂₂N₂O₂S

(S)-2,4,4-trimethyl-2-cyclohexen-1-ol