[S-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one

Base Information

• Chemical Name: [S-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
• CAS No.: 14398-36-8
• Molecular Formula: C13H20 O
• Molecular Weight: 192.301
• Hs Code.: 2914299000
• European Community (EC) Number: 238-362-9
• DSSTox Substance ID: DTXSID301317998
• Nikkaji Number: J1.002.073E,J217.001I,J1.452.892J
• Wikidata: Q105282152
• Mol file: 14398-36-8.mol

Synonyms:14398-36-8;[S-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one;(E)-4-[(1S)-2,6,6-trimethylcyclohex-2-en-1-yl]but-3-en-2-one;(S-(E))-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-one;EINECS 246-069-2;(s)-alpha-ionone;(-)-alpha-Ionone;(?)-alpha-Ionone;SCHEMBL5590917;SCHEMBL5590918;3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (S-(E))-;DTXSID301317998;3-Buten-2-one, 4-[(1S)-2,6,6-trimethyl-2-cyclohexen-1-yl]-, (3E)-;4-[(S)-2,6,6-Trimethyl-2-cyclohexenyl]-3-butene-2-one;4-[(1S,2Z)-2,6,6-Trimethyl-2-cyclohexenyl]-3-butene-2-one

Chemical Property of [S-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one

Chemical Property:

• Vapor Pressure: 0.0144mmHg at 25°C
• Boiling Point: 257.6°C at 760 mmHg
• Flash Point: 111.9°C
• PSA: 17.07000
• Density: 0.935g/cm³
• LogP: 3.51410
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 192.151415257
• Heavy Atom Count: 14
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCCC(C1C=CC(=O)C)(C)C
• Isomeric SMILES: CC1=CCCC([C@@H]1/C=C/C(=O)C)(C)C

Technology Process of [S-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one

There total 99 articles about [S-(E)]-4-(2,6,6-trimethyl-2-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: 98.0%

5E-6,10-dimethylundeca-3,5,9-trien-2-one (62692-61-9,3548-78-5) → (E)-β-ionone (79-77-6,14901-07-6) + alpha-ionone (127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7)

Guidance literature:

With hydrogen fluoride; at 0 - 5 ℃; for 0.333333h;

DOI:10.1007/BF02465747

Reference yield: 96.0%

α-cyclocitral (14505-74-9,41721-03-3,59462-59-8,432-24-6) + diethyl [2-(butylimino)propyl]phosphonate anion → alpha-ionone (127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; toluene; at -80 - 20 ℃; for 2h;

DOI:10.1002/ejoc.200400201

Reference yield: 95.0%

alpha-ionol (25312-34-9) → alpha-ionone (127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7)

Guidance literature:

With sodium hydroxide; dipotassium peroxodisulfate; nickel(II) sulphate; In dichloromethane; water; for 24h; Ambient temperature;

upstream raw materials:

ethanol

(E)-β-ionone

sodium ethanolate

pseudoionone

Downstream raw materials:

trans-1-(2,4-dimethyl-[1,3]dioxolan-2-yl)-2-(2,6,6-trimethyl-cyclohex-2-enyl)-ethylene

alpha-ionol

3-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-propenoic acid

dihydro-α-ionol