delta-Damascone

Base Information

• Chemical Name: delta-Damascone
• CAS No.: 57378-68-4
• Molecular Formula: C13H20O
• Molecular Weight: 192.301
• Hs Code.: 2914299000
• European Community (EC) Number: 275-156-8,260-709-8
• UNII: 7F4RIE5P7E
• Nikkaji Number: J65.767K,J2.327.635F
• Wikidata: Q27268183
• Metabolomics Workbench ID: 47009
• ChEMBL ID: CHEMBL4514620
• Mol file: 57378-68-4.mol

Synonyms:delta-Damascone;57378-68-4;8-Damascone;Delta Damascone;1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-2-buten-1-one;.delta.-Damascone;FEMA No. 3622;BRN 1939321;(E)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)but-2-en-1-one;2-BUTEN-1-ONE, 1-(2,6,6-TRIMETHYL-3-CYCLOHEXEN-1-YL)-;EINECS 260-709-8;EINECS 275-156-8;Damascone, delta-;(2E)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)but-2-en-1-one;(E)-1-(2beta,6,6-Trimethyl-3-cyclohexen-1alpha-yl)-2-butene-1-one;2-Buten-1-one, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-, (2E)-;(1alpha(E),2beta)-1-(2,6,6-Trimethylcyclohex-3-en-1-yl)but-2-en-1-one;41436-42-4;UNII-7F4RIE5P7E;7F4RIE5P7E;d-damascone;Damascone,delta;[1alpha(E),2beta]-1-(2,6,6-trimethylcyclohex-3-en-1-yl)but-2-en-1-one;71048-82-3;trans-delta-damascone;EC 275-156-8;delta-Damascone [FIFH];DAMASCONE, .DELTA.-;SCHEMBL237109;DELTA-DAMASCONE [INCI];CHEMBL4514620;FEMA 3622;DELTA-DAMASCONE [USP-RS];.DELTA.-DAMASCONE [FHFI];[1.alpha.(E),2.beta.]-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-Buten-1-one;2-Buten-1-one, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-, [1.alpha.(E),2.beta.]-;(1a(E),2b) - 1 - (2,6,6 - trimethylcyclohex - 3 - en - 1 - yl)but - 2 - en - 1 - one;delta-Damascone, analytical standard;STK028773;AKOS005380919;LS-2650;359865-01-3;1-(2,6,6-trimethyl-3-cyclohexenyl)-2-buten-1-one;Q27268183;(E)-1-(2,6,6-Trimethyl-3-cyclohexenyl)-2-butene-1-one;2-buten-1-ona, 1-(2,6,6-trimetil-3-ciclohexen-1-il)-;(E)-1-(2,6,6-trimethyl-1-cyclohex-3-enyl)-but-2-en-1-one;(e)-1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one;delta-1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-2-buten-1-one;(2E)-1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-2-buten-1-one #;Delta-Damascone, United States Pharmacopeia (USP) Reference Standard;(E)-1-((1RS,2SR)-2,6,6-trimethylcyclohex-3-enyl)but-2-en-1-one;1 - (2,6,6 - trimethyl - 3 - cyclohexen - 1 - yl) - 2 - buten - 1 - one;2-Buten-1-one, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-, (1alpha(E),2beta)-

Chemical Property of delta-Damascone

Chemical Property:

• Vapor Pressure: 0.0102mmHg at 25°C
• Refractive Index: 1.465
• Boiling Point: 263.6 °C at 760 mmHg
• Flash Point: 103.7 °C
• PSA: 17.07000
• Density: 0.89 g/cm³
• LogP: 3.37000
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 192.151415257
• Heavy Atom Count: 14
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

δ-Damascone,KOSHER,FEMA3622 KOSHER,FEMA3622 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(=O)C1C(C=CCC1(C)C)C
• Isomeric SMILES: C/C=C/C(=O)C1C(C=CCC1(C)C)C

Technology Process of delta-Damascone

There total 9 articles about delta-Damascone 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:

C22H30O2 → 1-(2,6,6-trimethyl-cyclohex-3-enyl)-but-2-en-1-one (57378-68-4,41436-42-4,71048-82-3) + ethyl 3-oxo-3-phenylpropionate (94-02-0)

Guidance literature:

In methanol; at 20 ℃; Irradiation;

DOI:10.1055/s-0036-1588645

Reference yield:

C22H30O2 → 1-(2,6,6-trimethyl-cyclohex-3-enyl)-but-2-en-1-one (57378-68-4,41436-42-4,71048-82-3) + C18H30O + 1-phenyl-propan-1-one (93-55-0)

Guidance literature:

In methanol; at 20 ℃; Irradiation;

DOI:10.1055/s-0036-1588645

Reference yield:

ethyl N,S-bis(4-oxo-4-(2’,6’,6’-trimethylcyclohex-3’-en-1’-yl)butan-2-yl)-L-cysteinate (1093401-75-2) + trans-3-(dodecanylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone → 1-(2,6,6-trimethyl-cyclohex-3-enyl)-but-2-en-1-one (57378-68-4,41436-42-4,71048-82-3)

Guidance literature:

With air; at 20 ℃;

DOI:10.1002/hlca.202100135

upstream raw materials:

ethyl N,S-bis(4-oxo-4-(2’,6’,6’-trimethylcyclohex-3’-en-1’-yl)butan-2-yl)-L-cysteinate

Downstream raw materials:

methyl 2-(4-oxo-4-(2,6,6-trimethylcyclohex-3-enyl)butan-2-ylamino)-3-(4-oxo-4-(2,6,6-trimethylcyclohex-3-enyl)butan-2-ylthio)propanoate

ethyl N,S-bis(4-oxo-4-(2’,6’,6’-trimethylcyclohex-3’-en-1’-yl)butan-2-yl)-L-cysteinate

Refernces

• 1、 Griesbeck, Axel G.,Porschen, Bj?rn,Kropf, Christian,Landes, Agnieszka,Hinze, Olga,Huchel, Ursula,Gerke, Thomas. "Photocaged Hydrocarbons, Aldehydes, Ketones, Enones, and Carboxylic Acids and Esters that Release by the Norrish II Cleavage Protocol and Beyond: Controlled Photoinduced Fragrance Release". . p. 539 - 553. Retrieved 2017/01/25.
• 2、 -. "Precursors for fragrant ketones and fragrant aldehydes". . . Retrieved 2008/06/13.