59057-30-6

Basic information

• Product Name: (E)-(±)-3-methyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-ol
• Synonyms: (E)-(±)-3-methyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-ol;(E)-3-methyl-1-(2,6,6-trimethylcyclohex-1-enyl)penta-1,4-dien-3-ol;vinyl-β-ionol;(E)-(1)-3-Methyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-ol;Einecs 261-585-8
• CAS NO: 59057-30-6
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35046
• EINECS: 261-585-8
• Product Categories: Intermediates;Aliphatics
• Mol File: 59057-30-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 315.3°C at 760 mmHg
• Flash Point: 115.5°C
• Appearance: /
• Density: 0.948g/cm³
• Vapor Pressure: 3.76E-05mmHg at 25°C
• Refractive Index: 1.533
• Solubility: Dichloromethane, Ether, Ethyl Acetate, Methanol
• PKA: 13?+-.0.29(Predicted)
• CAS DataBase Reference: (E)-(±)-3-methyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(±)-3-methyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-ol(59057-30-6)
• EPA Substance Registry System: (E)-(±)-3-methyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-ol(59057-30-6)

Safety Data

• Hazardous Substances Data: 59057-30-6(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Oil

Uses

α-Ionol derivative.

InChI:InChI=1/C15H24O/c1-6-15(5,16)11-9-13-12(2)8-7-10-14(13,3)4/h6,9,11,16H,1,7-8,10H2,2-5H3/b11-9+

Upstream product

• 79-77-6 (E)-β-ionone 
• 1826-67-1 vinyl magnesium bromide 
• 3536-96-7 vinylmagnesium chloride 
• 75-01-4 chloroethylene 
• 74-86-2 acetylene 

Downstream Products

• 3899-20-5 ethyl (all-E)-retinoate 
• 81121-16-6 Dimethyl-[(2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienyl]-sulfonium; chloride 
• 35907-25-6 1.1.3-trimethyl-2-(5-bromo-3-methyl-pentadien-(1.3)-yl)-cyclohexene-⁽²⁾ 
• 116-31-4 all-trans-Retinal 
• 751-83-7 [(2E,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienyl]triphenylphosphonium hydrogensulfate 
• 302-79-4 all-trans-retinoic-acid 
• 59057-27-1 Acetic acid (2E,6E,8E)-5-(4-cyano-benzenesulfonyl)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trienyl ester 
• 59057-26-0 Acetic acid (2E,6E,8E)-3,7-dimethyl-5-(2,3,4-trichloro-benzenesulfonyl)-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trienyl ester 
• 59057-24-8 Acetic acid (2E,6E,8E)-5-(2-methoxy-benzenesulfonyl)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trienyl ester 
• 59057-28-2 Acetic acid (2E,6E,8E)-3,7-dimethyl-5-(2,4,6-trimethyl-benzenesulfonyl)-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trienyl ester 
• 59057-23-7 Acetic acid (2E,6E,8E)-5-(4-methoxy-benzenesulfonyl)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trienyl ester 
• 59057-29-3 Acetic acid (2E,6E,8E)-3,7-dimethyl-5-(2-methyl-propane-2-sulfonyl)-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trienyl ester 
• 50465-60-6 9-(2,6,6-Trimethyl-cyclohex-1-enyl)-5-phenyl-sulphonyl-3,7-dimethyl-1-acetoxy-nona-2,6,8-triene 
• 38987-90-5 5-Benzolsulfonyl-3,7-dimethyl-9-(2',6',6'-trimethylcyclohex-1-enyl)-nona-2,6,8-triensaeureethylester 

Relevant articles and documents

Preparation method of vitamin A acetate

The invention provides a preparation method of vitamin A acetate, which comprises the following steps: reacting bromoethanol with acetone to obtain a ketal compound, preparing a Grignard reagent fromthe ketal compound, reacting the Grignard reagent with C5 aldehyde to obtain heptanol, reacting the heptanol with triphenylphosphine to prepare heptacarbon phosphine salt, and further reacting the heptacarbon phosphine salt with ionone to obtain the vitamin A acetate. According to the present invention, a C13 + C7 vitamin A acetate synthesis route is provided, such that the yield of the vitamin Aacetate is improved, the process cost is reduced, and the industrial production is easily achieved.

Preparation of higher alpha, beta-unsaturated alcohols

Higher α,β-unsaturated alcohols are prepared by monoethynylation of a ketone by the NH3/KOH method, if desired hydrogenation of the acetylene alcohol in the presence of hydrogen over a Pd-containing thin layer catalyst, purifying distillation of the hydrogenation product, preferably in a dividing wall column with recirculation of the unreacted ketone to the ethynylation step, and, if desired, preparation of higher alcohols having in each case 5 more carbon atoms in the chain by reacting the alcohols prepared by monoethynylation and, if desired, partial hydrogenation with alkyl acetoacetatesor diketene in a Carroll reaction to form ketones and using these as starting materials for the steps ethynylation, optional hydrogenation and fractional distillation.

A novel regioselective synthesis of allylsilanes

The anions derived from allyl sulfones were silylated in the α-position. Reductive desulfonylation gave the desired allylsilanes regioselectively