Acetonitrile, [(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene]-, (2Z)- (9CI)

Base Information

• Chemical Name: Acetonitrile, [(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene]-, (2Z)- (9CI)
• CAS No.: 439689-21-1
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 175.274
• Mol file: 439689-21-1.mol

Synonyms:Acetonitrile, [(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene]-, (2Z)- (9CI)

Chemical Property of Acetonitrile, [(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene]-, (2Z)- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetonitrile, [(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene]-, (2Z)- (9CI)

There total 7 articles about Acetonitrile, [(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene]-, (2Z)- (9CI) 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: 77.0%

2-((1R,2R,4S)-2-hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl)acetonitrile (366013-96-9,324538-17-2,439689-16-4) → (E)-2-(1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene)acetonitrile (439689-21-1,324538-20-7,439689-20-0) + (Z)-2-(1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene)acetonitrile (439689-21-1,324538-20-7,439689-20-0)

Guidance literature:

With methylmagnesium chloride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jo0162944

Reference yield: 77.0%

2-((1R,2R,4S)-2-hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl)acetonitrile (366013-96-9,324538-17-2,439689-16-4) → (E)-2-(1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene)acetonitrile (439689-21-1,324538-20-7,439689-20-0) + (Z)-2-(1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene)acetonitrile (439689-21-1,324538-20-7,439689-20-0)

Guidance literature:

With methylmagnesium chloride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jo0162944

Reference yield: 67.0%

(1R)-fenchone (7787-20-4,126-21-6) + acetonitrile (75-05-8,26809-02-9) → 2-(1,3,3-trimethylbicyclo[2.2.1]hept-2-ylidene)acetonitrile (439689-21-1,324538-20-7,439689-20-0)

Guidance literature:

(1R)-fenchone; acetonitrile; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

With methylmagnesium chloride; magnesium bromide; In tetrahydrofuran; for 2h; Further stages.; Heating;

DOI:10.1021/jo0162944

upstream raw materials:

(1R)-fenchone

acetonitrile

2-((1R,2R,4S)-2-hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl)acetonitrile

(1R,4S)-2-(2-hydroxy-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl)acetonitrile