(Z)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one

Base Information

• Chemical Name: (Z)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
• CAS No.: 35031-06-2
• Molecular Formula: C13H20 O
• Molecular Weight: 192.301
• Hs Code.: 2914299000
• European Community (EC) Number: 252-325-4
• DSSTox Substance ID: DTXSID40873018
• Nikkaji Number: J289.881K
• Wikidata: Q67866084
• Mol file: 35031-06-2.mol

Synonyms:(Z)-beta-Ionone;35031-06-2;EINECS 252-325-4;(Z)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one;cis- ss-Ionon;SCHEMBL17627827;DTXSID40873018;NS00088227;Q67866084;(Z)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one

Chemical Property of (Z)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one

Chemical Property:

• Boiling Point: 254.8°Cat760mmHg
• Flash Point: 121.3°C
• PSA: 17.07000
• Density: 0.944g/cm³
• LogP: 3.65820
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 192.151415257
• Heavy Atom Count: 14
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one

There total 5 articles about (Z)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-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:

2,5,5,8a-tetramethyl-6,7,8,8a-tetrahydro-5H-chromene (5046-92-4,5552-30-7) → (E)-β-ionone (79-77-6,14901-07-6) + (Z)-retro-γ-ionone (35986-44-8) + (Z)-β-ionone (35031-06-2,14901-07-6)

Guidance literature:

With (2H₁₀)benzophenone; Product distribution; 1.) 18 deg C, methanol-d4, 15 min; 2.) irradiation, methanol-d4, -50 deg C; variation of solvents, temperatures in the first step; different irradiation times, wavelengths, temperatures, without sensitizer in the second step;

DOI:10.1016/S0040-4020(01)92097-6

Reference yield:

2,5,5,8a-tetramethyl-6,7,8,8a-tetrahydro-5H-chromene (5046-92-4,5552-30-7) → (Z)-retro-γ-ionone (35986-44-8) + (Z)-β-ionone (35031-06-2,14901-07-6)

Guidance literature:

In dimethyl sulfoxide; at 148 ℃; for 0.25h;

DOI:10.1016/S0040-4020(01)92097-6

Reference yield:

(E)-β-ionone (79-77-6,14901-07-6) → (Z)-β-ionone (35031-06-2,14901-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 g / ethanol / 10 °C / Irradiation

2: 50 percent Spectr_. / dimethylsulfoxide / 0.25 h / 148 °C

In ethanol; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)92097-6

upstream raw materials:

(E)-β-ionone

2,5,5,8a-tetramethyl-6,7,8,8a-tetrahydro-5H-chromene

Downstream raw materials:

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

(1Z)-3-methyl-1-(2',2',6'-trimethylcyclohex-1'-enyl)-1-buten-3-ol

(1Z)-3-methyl-1-(2',2',6'-trimethylcyclohex-1'-enyl)-1-penten-3-ol

(1Z)-3-methyl-1-(2',2',6'-trimethylcyclohex-1'-enyl)-1-penten-4-yn-3-ol