2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2Z)-

Base Information

• Chemical Name: 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2Z)-
• CAS No.: 35044-68-9
• Molecular Formula: C13H20O
• Molecular Weight: 192.301
• Hs Code.: 2914299000
• European Community (EC) Number: 620-561-0
• DSSTox Substance ID: DTXSID1067885
• Wikidata: Q81985336
• Mol file: 35044-68-9.mol

Synonyms:35044-68-9;beta-damascone;2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2Z)-;1-(2,6,6-trimethylcyclohexen-1-yl)but-2-en-1-one;DTXSID1067885;AKOS028109418;FT-0657282;2,6,6-trimethyl-1-[but-2-enoyl]-cyclohex-1-ene

Chemical Property of 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2Z)-

Chemical Property:

• Boiling Point: 271.2±10.0 °C(Predicted)
• PSA: 17.07000
• Density: 0.907±0.06 g/cm3(Predicted)
• LogP: 3.65820
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• 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:

98%,99%, ^*data from raw suppliers

Beta-Damascone United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=CC(=O)C1=C(CCCC1(C)C)C

Technology Process of 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2Z)-

There total 19 articles about 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2Z)- 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: 97.0%

β-ionone isoxazole (39190-06-2) → 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (35044-68-9)

Guidance literature:

With C₃₂H₃₆NPRh⁽¹⁺⁾*CF₃O₃S^(1-); hydrogen; In tetrahydrofuran; tert-butyl alcohol; at 40 ℃; for 3h; under 3750.38 Torr; Autoclave;

Reference yield: 95.8%

2,6,6-trimethyl-1-[3-hydroxy-butan-1-oyl]-cyclohex-1-ene (39900-16-8) → 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (35044-68-9)

Guidance literature:

2,6,6-trimethyl-1-[3-hydroxy-butan-1-oyl]-cyclohex-1-ene; With sulfuric acid; at 20 ℃; for 0.333333h;

at 30 ℃; for 5h;

Reference yield: 85.0%

1-(2,6,6-trimethyl-cyclohex-1-enyl)-ethanone (1197-92-8) + acetaldehyde (75-07-0,9002-91-9) → 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (35044-68-9)

Guidance literature:

1-(2,6,6-trimethyl-cyclohex-1-enyl)-ethanone; With ethylmagnesium bromide; N-methylaniline; In tetrahydrofuran; at 0 ℃; for 5h; Large scale;

acetaldehyde; With hydrogenchloride; In tetrahydrofuran; water; for 1h; Large scale;

upstream raw materials:

2,6,6-Trimethyl-α-(1-propenyl)-1-cyclohexene-1-methanol

(Z)-2,6,6-Trimethyl-α-(1-propenyl)-1-cyclohexene-1-methanol

β-ionone epoxide

β-ionone epoxyhydrazone

Downstream raw materials:

1-(2,6,6-trimethyl-1,3-cyclohexadiene-1-yl)-2-butene-1-one

Refernces

• 1、 -. "Preparation method of damascenone". Paragraph 0035; 0037; 0038; 0040; 0041; 0043; 0044; 0046. . Retrieved 2019/08/20.
• 2、 -. "A β- malaysian ketene method for the preparation of perfume". . . Retrieved 2017/03/14.