10-Methylanthracene-9-carbonitrile

Base Information

• Chemical Name: 10-Methylanthracene-9-carbonitrile
• CAS No.: 1467-01-2
• Molecular Formula: C16H11N
• Molecular Weight: 217.27
• DSSTox Substance ID: DTXSID30504526
• Nikkaji Number: J544.206K
• Mol file: 1467-01-2.mol

Synonyms:10-METHYLANTHRACENE-9-CARBONITRILE;10-cyano-9-methylanthracene;1467-01-2;SCHEMBL12495375;DTXSID30504526

Chemical Property of 10-Methylanthracene-9-carbonitrile

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 217.089149355
• Heavy Atom Count: 17
• Complexity: 302

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=CC=CC2=C(C3=CC=CC=C13)C#N

Technology Process of 10-Methylanthracene-9-carbonitrile

There total 2 articles about 10-Methylanthracene-9-carbonitrile 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: 10.0%

9,10-Dicyanoanthracene (1217-45-4) + N-<(trimethylsilyl)methyl>-N,N-diethylamine (10545-36-5) → 9-cyanoanthracene (1210-12-4) + 9-cyano-10-methylanthracene (1467-01-2) + 10-amino-9-anthracenecarbonitrile (14789-44-7) + 10-Diethylaminomethyl-anthracene-9-carbonitrile (23353-77-7)

Guidance literature:

In acetonitrile; for 10h; Product distribution; Mechanism; Irradiation; other n-electron donors; other reaction times;

DOI:10.1021/jo00258a007

Reference yield: 2.0%

9,10-Dicyanoanthracene (1217-45-4) + N,N-diethylnmethylamine (616-39-7) → 9-cyanoanthracene (1210-12-4) + 9-cyano-10-methylanthracene (1467-01-2) + 10-amino-9-anthracenecarbonitrile (14789-44-7) + 10-Diethylaminomethyl-anthracene-9-carbonitrile (23353-77-7)

Guidance literature:

In acetonitrile; for 24h; Irradiation;

DOI:10.1021/jo00258a007

Reference yield:

9-cyano-10-methylanthracene (1467-01-2) → (S)-2-(Benzhydrylidene-amino)-3-(10-cyano-anthracen-9-yl)-propionic acid tert-butyl ester (184962-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / N-bromosuccinimide, benzoyl peroxide / CH₂Cl₂ / 4 h / 80 °C

2: (8S,9R)-(-)-N-benzylcinchonidinium chloride, aq. NaOH / CH₂Cl₂ / 24 h / Ambient temperature

With sodium hydroxide; N-Bromosuccinimide; Perbenzoic acid; N¹-benzylcinchonidinium chloride; In dichloromethane;

DOI:10.1021/jo961466w

upstream raw materials:

9,10-Dicyanoanthracene

N,N-diethylnmethylamine

N-<(trimethylsilyl)methyl>-N,N-diethylamine

Downstream raw materials:

(S)-2-(Benzhydrylidene-amino)-3-(10-cyano-anthracen-9-yl)-propionic acid tert-butyl ester

C₂₄H₁₆F₃N₃S