beta-Ionol

Base Information

• Chemical Name: beta-Ionol
• CAS No.: 472-80-0
• Molecular Formula: C₁₃H₂₂O
• Molecular Weight: 194.317
• European Community (EC) Number: 244-735-7
• UNII: HTL4B7G3HH
• Nikkaji Number: J1.112.924B,J146.841C,J2.211.646K
• Wikidata: Q27280092
• Metabolomics Workbench ID: 47520
• Mol file: 472-80-0.mol

Synonyms:beta-Ionol;22029-76-1;Ionol, beta-;4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-ol;2-Hydroxy-beta-ionone;FEMA No. 3625;472-80-0;beta-lonol;Ionol,beta;3-Buten-2-ol, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-;Trans-beta-ionol;4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-ol;4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-ol;beta-Ionol, (E)-;(E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-ol;UNII-HTL4B7G3HH;HTL4B7G3HH;(+/-)-Trans-beta-I(Eonol;EINECS 244-735-7;(E)-4-(2,6,6-trimethylcyclohex-1-enyl)-3-buten-2-ol;(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-ol;AI3-25084;3-Buten-2-ol, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (3E)-;3-Buten-2-ol, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-;b-Ionol;.beta. Ionol;(E)-beta-ionol;-IONOL;.BETA.-IONOL;TRANS-.BETA.-IONOL;SCHEMBL891562;.BETA.-IONOL [FHFI];beta-Ionol, analytical standard;.BETA.-IONOL, (E)-;CHEBI:191586;EINECS 277-648-8;STL560972;(+/-)-TRANS-.BETA.-IONOL;AKOS027320412;beta-Ionol, technical, >=90% (GC);LS-2834;CS-0336379;4-(2,6,6-trimethyl-1-cyclohexenyl)but-3-en-2-ol;4-(2,6,6-Trimethyl-1-cyclohexenyl)-But-3-en-2-ol;Q27280092;4-(2,6,6-trimethyl-cyclohex-1-enyl)-but-3-en-2-ol;But-3-en-2-ol, 4-(2,6,6-trimethyl-1-cyclohexenyl)-;(E)-4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-butene-2-ol;(E)-4-(2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-ol;3-Buten-2-ol,4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-;(3Z)-4-(1,3,3-Trimethylcyclohexene-2-yl)-3-butene-2-ol;(3E)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-ol #

Chemical Property of beta-Ionol

Chemical Property:

• Boiling Point: 107 °C(Press: 3 Torr)
• PSA: 20.23000
• Density: 0.950±0.06 g/cm3(Predicted)
• LogP: 3.45000
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 194.167065321
• Heavy Atom Count: 14
• Complexity: 258

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of beta-Ionol

There total 25 articles about beta-Ionol 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%

(E)-β-ionone (79-77-6,14901-07-6) → beta-ionol (22029-76-1,27008-60-2,35031-11-9,53078-25-4,53108-96-6,81600-95-5,81801-17-4,83348-85-0,472-80-0)

Guidance literature:

With Zn(BH₄)2(Ph₃P)2; In tetrahydrofuran; for 1.3h; Heating;

DOI:10.1080/10426509808029675

Reference yield: 97.0%

4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one (79-77-6,14901-07-6) → beta-Ionol (472-80-0,35031-11-9,53078-25-4,53108-96-6,81600-95-5,81801-17-4,83348-85-0,22029-76-1,27008-60-2)

Guidance literature:

With Zn⁽²⁺⁾*2BH₄^(1-)*C₆H₇NO; In acetonitrile; at 20 ℃; for 0.25h; Reagent/catalyst; chemoselective reaction;

DOI:10.13005/ojc/290233

Reference yield: 93.0%

4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one (79-77-6,14901-07-6) → beta-ionol (22029-76-1,27008-60-2,35031-11-9,53078-25-4,53108-96-6,81600-95-5,81801-17-4,83348-85-0,472-80-0)

Guidance literature:

With sodium tetrahydroborate; calcium(II) trifluoromethanesulfonate; In tetrahydrofuran; methanol; at 20 ℃; for 0.5h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c2gc35619h

upstream raw materials:

(E)-β-ionone

aluminum isopropoxide

isopropyl alcohol

Trimethyl-[(E)-1-methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-allyloxy]-silane

Downstream raw materials:

(E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-yl acetate

(+/-)-O-isobutyryl-trans-β-ionol

1-[(1R,2R)-2-(2,6,6-Trimethyl-cyclohex-1-enyl)-cyclopropyl]-ethanol

2-(3-ethoxybuten-1-yl)-1,3,3-trimethylcyclohexene

Refernces

• 1、 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.
• 2、 Farrar-Tobar, Ronald A.,Wei, Zhihong,Jiao, Haijun,Hinze, Sandra,de Vries, Johannes G.. "Selective Base-free Transfer Hydrogenation of α,β-Unsaturated Carbonyl Compounds using iPrOH or EtOH as Hydrogen Source". supporting information. p. 2725 - 2734. Retrieved 2018/02/28.