VitaMin A2 Nitrile

Base Information

• Chemical Name: VitaMin A2 Nitrile
• CAS No.: 6248-59-5
• Molecular Formula: C₂₀H₂₅N
• Molecular Weight: 279.425
• Mol file: 6248-59-5.mol

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

Chemical Property of VitaMin A2 Nitrile

Chemical Property:

• Storage Temp.: Amber Vial, -86°C Freezer, Under inert atmosphere
• Solubility.: Chloroform, DCM, Ethyl Acetate, Ethanol

Purity/Quality:

≥95% ^*data from raw suppliers

VitaminA2Nitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Vitamin A2 Nitrile is an nitrile derivative of retinoic acid and is an intermediate in the synthesis of Vitamin A derivatives and isomer of Retinal (R240000), used in vision restoration and reconstitution treatments.

Technology Process of VitaMin A2 Nitrile

There total 2 articles about VitaMin A2 Nitrile 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: 59.1%

3,4-didehydroretinal (472-87-7) → (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenenitrile (6248-59-5)

Guidance literature:

With ammonium heptamolybdate; ammonium hydroxide; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 24h;

Reference yield: 58.0%

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1,3-cyclohexadienyl)-2,4-pentadienal (25528-87-4) + 4-(diphenoxyphosphoryl)-3-methyl-2-butenenitrile → (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,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenenitrile (6248-59-5)

Guidance literature:

4-(diphenoxyphosphoryl)-3-methyl-2-butenenitrile; With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1,3-cyclohexadienyl)-2,4-pentadienal; In tetrahydrofuran; toluene; at -78 ℃; for 2h; Further stages.;

DOI:10.1248/cpb.56.112

Reference yield: 68.0%

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenenitrile (6248-59-5) → 3,4-didehydroretinal (472-87-7)

Guidance literature:

(2E,4E,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

upstream raw materials:

3,4-didehydroretinal

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1,3-cyclohexadienyl)-2,4-pentadienal

Downstream raw materials:

3,4-didehydroretinal