alpha-Ionol

Base Information

• Chemical Name: alpha-Ionol
• CAS No.: 25312-34-9
• Deprecated CAS: 211241-68-8
• Molecular Formula: C13H22O
• Molecular Weight: 194.317
• European Community (EC) Number: 246-815-7,207-455-6
• UNII: 4QI2W5Y52K
• DSSTox Substance ID: DTXSID60885294
• Nikkaji Number: J1.281.530A,J181.800G
• Wikidata: Q27260370
• Metabolomics Workbench ID: 48323
• ChEMBL ID: CHEMBL4445039
• Mol file: 25312-34-9.mol

Synonyms:alpha-Ionol;25312-34-9;alpha-lonol;latilure;(E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-ol;FEMA No. 3624;4,7-Megastigmadien-9-ol;.alpha.-Ionol;Ionol, alpha-;3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)-;4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol;BRN 2327829;472-78-6;4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-buten-2-ol;3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-;EINECS 246-815-7;UNII-4QI2W5Y52K;AI3-36071;4QI2W5Y52K;EINECS 207-455-6;(E)-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-ol;(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-ol;alpha -Ionol;IONOL, .ALPHA.-;.ALPHA.-IONOL [FHFI];SCHEMBL1245068;CHEMBL4445039;DTXSID60885294;CHEBI:191484;(+/-)-.ALPHA.-IONOL;.ALPHA.-IONOL, (+/-)-;LS-2833;alpha-Ionol, technical, >=90% (GC);W-107247;Q27260370;4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-ol;(E)-4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-butene-2-ol;(3E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol;4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol, 9CI;4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-trans-3-buten-2-ol;4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-buten-2-ol, (3E)-;(3E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol #;(3E)-4-(2,6,6-TRIMETHYL-2-CYCLOHEXENYL)-3-BUTEN-2-OL;4 - (2,6,6 - trimethyl - 2 - cyclohexen - 1 - yl) - 3 - buten - 2 - ol

Chemical Property of alpha-Ionol

Chemical Property:

• Vapor Pressure: 0.0013mmHg at 25°C
• Refractive Index: n20/D 1.491
• Boiling Point: 265 °C at 760 mmHg
• PKA: 14.40±0.20(Predicted)
• Flash Point: 96.2 °C
• PSA: 20.23000
• Density: 0.941 g/cm³
• LogP: 3.30590
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 194.167065321
• Heavy Atom Count: 14
• Complexity: 248

Purity/Quality:

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

α-Ionol(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CCCC(C1C=CC(C)O)(C)C
• Isomeric SMILES: CC1=CCCC(C1/C=C/C(C)O)(C)C
• Description: α-Ionol has the flavor of ionone, but softer and sweeter.
• Uses: α-Ionol is an intermediate in synthesizing Tabanone (T003450), found in oils of Trifolium pratense L. and is a potential natural antioxidant.

Technology Process of alpha-Ionol

There total 19 articles about alpha-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: 98.0%

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) → alpha-ionol (25312-34-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; water;

DOI:10.1016/j.tetlet.2013.01.083

Reference yield: 93.0%

(+)-(R)-α-Ionon (24190-29-2) → alpha-ionol (25312-34-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; 1.) 1 h, 0 deg C, 2) 3 h, room temperature;

DOI:10.1021/jo00290a057

Reference yield: 89.0%

(R)-α-ionone (24190-29-2) → α-ionol (472-78-6,25312-34-9,99146-78-8,99146-79-9,120523-19-5,120574-00-7,124152-01-8)

Guidance literature:

With 4 A molecular sieve; 1-Indanol; Zr(O-n-Pr)n-MCM-41; In n-heptane; at 75 ℃; for 9h; Further Variations:; Catalysts; Product distribution; Kinetics;

DOI:10.1002/1615-4169(200212)344:10<1120::AID-ADSC1120>3.0.CO;2-4

upstream raw materials:

alpha-ionone

aluminum isopropoxide

isopropyl alcohol

(+)-(R)-α-Ionon

Downstream raw materials:

(2E)-1-methyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-propenyl acetate

dihydro-α-ionol

4-[1-methyl-3-(2,6,6-trimethyl-cyclohex-2-enyl)-allyl]-morpholine

1-(2,6,6-trimethylcyclohex-2-en-1-yl)-3-(trimethylsilyl)-butane-1,2-diol

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、 Nardi, Monica,Sindona, Giovanni,Costanzo, Paola,Oliverio, Manuela,Procopio, Antonio. "Eco-friendly stereoselective reduction of α,β-unsaturated carbonyl compounds by Er(OTf)3/NaBH4 in 2-MeTHF". . p. 1132 - 1135. Retrieved 2015/02/19.