1224-78-8

Basic information

• Product Name: anhydrovitamin A
• Synonyms: anhydrovitamin A;2,4,4-Trimethyl-3-[(1E,2E,4E,6E)-3,7-dimethylnona-2,4,6,8-tetren-1-ylidene]-1-cyclohexene;6-[(1E,2E,4E,6E)-3,7-Dimethyl-2,4,6,8-nonatetrenylidene]-1,5,5-trimethyl-1-cyclohexene;Anhydrovitamin A1;all-trans-Anhydro Retinol;(6E)-;all-trans-Anhydro Retinol (90%)
• CAS NO: 1224-78-8
• Molecular Formula: C₂₀H₂₈
• Molecular Weight: 268.48
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Retinoids
• Mol File: 1224-78-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 378.4°Cat760mmHg
• Flash Point: 171.7°C
• Appearance: /
• Density: 0.902g/cm³
• Vapor Pressure: 1.37E-05mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: Amber Vial, -86°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Sonicated)
• Stability: Light Sensitive, Temperature Sensitive
• CAS DataBase Reference: anhydrovitamin A(CAS DataBase Reference)
• NIST Chemistry Reference: anhydrovitamin A(1224-78-8)
• EPA Substance Registry System: anhydrovitamin A(1224-78-8)

Safety Data

• Hazardous Substances Data: 1224-78-8(Hazardous Substances Data)

Usage

Uses

A metabolite of vitamin A (Retinol) (R252000).

Hazard

A reproductive hazard.

InChI:InChI=1/C20H28/c1-7-16(2)10-8-11-17(3)13-14-19-18(4)12-9-15-20(19,5)6/h7-8,10-14H,1,9,15H2,2-6H3/b11-8+,16-10+,17-13+,19-14-

Upstream product

• 68-26-8 RETINOL 
• 34218-73-0 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nontetraen-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 2052-63-3 2-cis-Vitamin-A 
• 172959-40-9 2-((1E,3E,5E,7E)-3,7-Dimethyl-9-prop-2-ynyloxy-nona-1,3,5,7-tetraenyl)-1,3,3-trimethyl-cyclohexene 
• 173010-18-9 2-((1E,3E,5E,7Z)-3,7-Dimethyl-9-prop-2-ynyloxy-nona-1,3,5,7-tetraenyl)-1,3,3-trimethyl-cyclohexene 
• 127-47-9 Retinol acetate 

Related news

Kinetics of formation of anhydrovitamin A (cas 1224-78-8) from vitamin A alcohol and its acetate*07/14/2019

Of the several pathways by which vitamin A and its derivatives can degrade, the present study is concerned with those leading to the formation of anhydrovitamin A. Results indicate (a) anhydro formation does not occur readily with vitamin A alcohol in the absence of a strong catalyst such as hyd...detailed

The absorption and metabolism of anhydrovitamin A (cas 1224-78-8) by the rat07/13/2019

When anhydrovitamin A was fed to vitamin A-deficient rats, it was absorbed as such and converted over the next 48 h to hydroxylated derivatives and their esters. Large doses of anhydrovitamin A, if given every day, showed biological in the vaginal smear assay, promoted growth, and lowered the li...detailed

The utilization of anhydrovitamin A (cas 1224-78-8) by the vitamin A-deficient rat07/12/2019

Anhydrovitamin A was fed to vitamin A-deficient rats and its metabolites isolated from the livers. These consisted of two monohydroxy and one dihydroxy derivatives and their esters. None was identical with retro-vitamin A prepared chemically from vitamin A. Neither anhydrovitamin A nor its deriv...detailed

Relevant articles and documents

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Intramolecular Diels-Alder reactions of the retinoid side chain

Retinyl propynyl ether (RPE) undergoes an intramolecular Diels-Alder reaction to form a tetrahydroisobenzofuran derivative by addition of the alkyne group at positions 11 and 14 of the retinoid side chain. The Diels-Alder product can be isolated after RPE has been heated in refluxing ethanol. The Diels-Alder reaction also occurs very slowly in the solid state at low temperatures. The tetrahydroisobenzofurans is readily dehydrogenated to an aromatic retinoid, a 1,3-dihydroisobenzofuran. 2-Butynyl and 2-propenyl retinyl ethers undergo intramolecular cyclization to similar Diels-Alder products that can be isolated in yields of 50-60% after the ethers have been heated in refluxing toluene.

Ionic Photodissociation of Polyenes via a Highly Polarized Singlet Excited State

Several polyene acetates and polyene methyl ether were prepared.Upon direct excitation these polyenes undergo ionic photodissociation from their singlet excited states.Triplet-sensitization experiments on these polyenes revealed that the ionic photodissociation process is restricted to singlet excited states.The rationale put forward is that the polyene chromophore undergoes charge separation/polarization in the singlet excited state, which leads to ionic photodissociation.