Dihydro-alpha-ionone

Base Information

• Chemical Name: Dihydro-alpha-ionone
• CAS No.: 31499-72-6
• Deprecated CAS: 49749-39-5
• Molecular Formula: C13H22 O
• Molecular Weight: 194.317
• European Community (EC) Number: 250-657-4
• UNII: 20P9Z50AR5
• DSSTox Substance ID: DTXSID40865599
• Nikkaji Number: J55.488J
• Wikidata: Q27253476
• ChEMBL ID: CHEMBL4460864
• Mol file: 31499-72-6.mol

Synonyms:Dihydro-alpha-ionone;31499-72-6;7,8-Dihydro-alpha-ionone;FEMA No. 3628;4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one;DIHYDO-ALPHA-IONONE;EINECS 250-657-4;2-BUTANONE, 4-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-;4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-butanone;Dihydro-.alpha.-ionone;.alpha.-7,8-Dihydroionone;4-(2,2,6-Trimethyl-5-cyclohexen-1-yl)-2-butanone;4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)butan-2-one;UNII-20P9Z50AR5;AI3-32481;20P9Z50AR5;4-(2,6,6-Trimethyl-2-cyclohexen-1-yl-2-butanone;alpha-dihydro-ionone;.alpha.-Dihydroionone;7,8-Dihydro- alpha -ionone;SCHEMBL441627;CHEMBL4460864;DTXSID40865599;CHEBI:191058;2',2''-Dihydro-.alpha.-ionone;DIHYDRO-.ALPHA.-IONONE [FHFI];LS-2670;(+/-)-DIHYDRO-.ALPHA.-IONONE;DIHYDRO-.ALPHA.-IONONE, (+/-)-;FT-0716981;Benzenemethanamine,2,6-difluoro-3-methyl-(9CI);4-(2,6,6-trimethylcyclohex-2-enyl)butan-2-one;J-018443;4-(2,6,6-trimethyl-1-cyclohex-2-enyl)-butan-2-one;4-(2,6,6-trimethyl-1-cyclohex-2-enyl)butan-2-one;Q27253476;7,8-Dihydro-alpha-ionone, technical, >=90% (sum of isomers, GC);4 - (2,6,6 - trimethyl - 2 - cyclohexen - 1 - yl)butan - 2 - one

Chemical Property of Dihydro-alpha-ionone

Chemical Property:

• Vapor Pressure: 1.83-35.4Pa at 20-50℃
• Refractive Index: n20/D 1.477
• Boiling Point: 90oC0.1 mm Hg(lit.)
• Flash Point: 98oC
• Density: 0.922 g/mL at 20oC(lit.)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 194.167065321
• Heavy Atom Count: 14
• Complexity: 248

Purity/Quality:

99.9% ^*data from raw suppliers

7,8-DIHYDRO-ALPHA-IONONE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCCC(C1CCC(=O)C)(C)C

Technology Process of Dihydro-alpha-ionone

There total 24 articles about Dihydro-alpha-ionone 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: 100.0%

α-ionol (472-78-6) → 7,8-dihydro-α-ionone (31499-72-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; diethylamine; at 25 ℃; chemoselective reaction;

DOI:10.1021/jo401646g

Reference yield: 99.0%

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) → 7,8-dihydro-α-ionone (31499-72-6)

Guidance literature:

With polymer-CH₂NMe₃Cl; triethylammonium formate; palladium; In ethanol; at 100 ℃; for 70h;

DOI:10.1002/ejoc.200400194

Reference yield: 92.0%

alpha-ionone (127-41-3) → 7,8-dihydro-α-ionone (31499-72-6)

Guidance literature:

With (η⁵-C₅Me₅)Rh(ppy)H; hydrogen; In methanol; at 20 ℃; for 24h; under 4137.29 Torr;

DOI:10.1021/jacs.1c04683

upstream raw materials:

alpha-ionone

4c-(2,6,6-trimethyl-cyclohex-2-enyl)-but-3-en-2-one

alpha-ionone

dihydro-γ-ionone ethylene acetal

Downstream raw materials:

dihydro-α-ionol

2-hydroxy-2-methyl-4-(2,6,6-trimethyl-cyclohex-2-enyl)-butyronitrile

4-(2,6,6-trimethyl-cyclohex-1-enyl)-butyric acid

4-methyl-6-(2,6,6-trimethylcyclohex-2-en-1-yl)hex-2-yn-1,4-diol

Refernces

• 1、 Buechi,Yang. "-". . p. 1338,1339. Retrieved 1955.
• 2、 Gu, Yiting,Lisnyak, Vladislav G.,Norton, Jack R.,Salahi, Farbod,Snyder, Scott A.,Zhou, Zhiyao. "Highly Selective Hydrogenation of C═C Bonds Catalyzed by a Rhodium Hydride". supporting information. p. 9657 - 9663. Retrieved 2021/07/19.
• 3、 Bistri-Aslanoff, Olivia,Derat, Etienne,Leloux, Sébastien,Leyssens, Tom,Ménand, Micka?l,Meijide Suárez, Jorge,Riant, Olivier,Roland, Sylvain,Sollogoub, Matthieu,Xu, Guangcan,Zhang, Pinglu,Zhang, Yongmin. "Capturing the Monomeric (L)CuH in NHC-Capped Cyclodextrin: Cavity-Controlled Chemoselective Hydrosilylation of α,β-Unsaturated Ketones". supporting information. p. 7591 - 7597. Retrieved 2020/03/23.