?-IONYLIDEN-ETHANOL

Base Information

• Chemical Name: ?-IONYLIDEN-ETHANOL
• CAS No.: 3917-39-3
• Molecular Formula: C15H24 O
• Molecular Weight: 220.355
• Hs Code.: 2906199090
• Mol file: 3917-39-3.mol

Synonyms:2,4-Pentadien-1-ol,3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E,E)- (8CI); (E)-(b-Ionylidene)ethanol; trans-b-Ionylidene ethanol; b-Ionylideneethanol

Chemical Property of ?-IONYLIDEN-ETHANOL

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 329.06°C at 760 mmHg
• Flash Point: 123.208°C
• PSA: 20.23000
• Density: 0.956g/cm³
• LogP: 4.00780
• Storage Temp.: Amber Vial, -86°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

(2E,4E)-β-Ionyliden-ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2E,4E)-β-Ionyliden-ethanol (cas# 3917-39-3) is a compound useful in organic synthesis.

Technology Process of ?-IONYLIDEN-ETHANOL

There total 20 articles about ?-IONYLIDEN-ETHANOL 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%

(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate (17974-55-9) → (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadien-1-ol (3917-39-3)

Guidance literature:

(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate; With lithium aluminium tetrahydride; In diethyl ether; at -78 - 20 ℃; for 3h;

With water; In diethyl ether;

Reference yield: 100.0%

(2E)-3-methyl-3-tributylstannylprop-2-en-1-ol (121882-41-5,124607-17-6,850354-34-6) + (E)-2-(2,6,6-trimethylcyclohexen-1-yl)ethenyl nonafluorobutanesulfonate (475673-41-7) → (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadien-1-ol (3917-39-3)

Guidance literature:

With triphenyl-arsane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1055/s-2002-32602

Reference yield: 76.0%

(2E)-3-methyl-3-tributylstannylprop-2-en-1-ol (121882-41-5,124607-17-6,850354-34-6) + (E)-2-(2,6,6-trimethylcyclohexen-1-yl)-ethenyl (trifluoromethyl)sulfonate (303779-99-9) → (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadien-1-ol (3917-39-3)

Guidance literature:

With triphenyl-arsane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2004.04.047

upstream raw materials:

(2E,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoic acid

(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate

3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienyl 4-nitrobenzoate

methyl (2Z,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate

Downstream raw materials:

(2E,4Z,6E,8E)-2,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraenal

all-trans-13-demethyl-14-methylretinal

(E,E,E,E)-<2,7-Dimethyl-9-(2,6,6-trimethylcycloxhex-1-enyl)nona-2,4,6,8-tetraenyl>sulfonylbenzene

all-trans-13-demethyl-14-methylretinol

Refernces

• 1、 McLean, Neville J.,Gansmuller, Axel,Concistre, Maria,Brown, Lynda J.,Levitt, Malcom H.,Brown, Richard C.D.. "Syntheses of 13C2-labelled 11Z-retinals". supporting information; experimental part. p. 8404 - 8410. Retrieved 2011/11/12.
• 2、 Lai, Wai Cheu,McLean, Neville,Gansmueller, Axel,Verhoeven, Michiel A.,Antonioli, Gian Carlo,Carravetta, Marina,Duma, Luminita,Bovee-Geurts, Petra H. M.,Johannessen, Ole G.,De Groot, Huub J. M.,Lugtenburg, Johan,Emsley, Lyndon,Brown, Steven P.,Brown, Richard C. D.,DeGrip, Willem J.,Levitt, Malcolm H.. "Accurate measurements of 13C-13C J-couplings in the rhodopsin chromophore by double-quantum solid-state NMR spectroscopy". . p. 3878 - 3879. Retrieved 2007/10/03.