11-cis-3-Dehydroretinal

Base Information

• Chemical Name: 11-cis-3-Dehydroretinal
• CAS No.: 41470-05-7
• Molecular Formula: C20H26O
• Molecular Weight: 282.42000
• UNII: 17501ZO99J
• Metabolomics Workbench ID: 29030
• Nikkaji Number: J2.240.493H
• Wikidata: Q27251867
• Mol file: 41470-05-7.mol

Synonyms:11-cis-3-Dehydroretinal;41470-05-7;11-cis-Dehydroretinal;11-cis-3,4-Didehydro Retinal;11-cis-Retinal2;3-Dehydroretinal, (11Z)-;3,4-Dehydro-11-cis-retinal;(2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraenal;Retinal, 3,4-didehydro-, 11-cis-;3-Dehydroretinal 11-cis-isomer [MI];17501ZO99J;UNII-17501ZO99J;(11Z)-3-dehydroretinal;11-cis-3,4-didehydroretinal;SCHEMBL12786619;LMPR01090007;C05919;Q27251867

Chemical Property of 11-cis-3-Dehydroretinal

Chemical Property:

• PSA: 17.07000
• LogP: 5.49290
• Storage Temp.: Amber Vial, -86°C Freezer, Under inert atmosphere
• Solubility.: Benzene
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 282.198365449
• Heavy Atom Count: 21
• Complexity: 561

Purity/Quality:

11-cis-3,4-DidehydroRetinal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CC=C1)(C)C)C=CC(=CC=CC(=CC=O)C)C
• Isomeric SMILES: CC1=C(C(CC=C1)(C)C)/C=C/C(=C/C=C\C(=C\C=O)\C)/C
• Uses: 11-cis-3,4-Didehydro Retinal is an isomer of Retinal (R240000) used in vision restoration and reconstitution treatments.

Technology Process of 11-cis-3-Dehydroretinal

There total 2 articles about 11-cis-3-Dehydroretinal 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: 75.0%

(2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenenitrile (1041190-31-1) → (2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenal (41470-05-7)

Guidance literature:

(2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenenitrile; With diisobutylaluminium hydride; In hexane; at -78 ℃; for 1.5h;

With water; silica gel; In hexane; for 0.5h; Further stages.;

DOI:10.1248/cpb.56.112

Reference yield:

3.4-Didehydro-[7t.9t.11c.13c]retinal (93380-01-9) → (2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenal (41470-05-7)

Guidance literature:

With manganese(IV) oxide; In acetone; Petroleum ether;

DOI:10.1002/hlca.19620450215

upstream raw materials:

3.4-Didehydro-[7t.9t.11c.13c]retinal

(2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenenitrile

Refernces