5-Bromomethyl-isophthalonitrile

Base Information

• Chemical Name: 5-Bromomethyl-isophthalonitrile
• CAS No.: 124289-25-4
• Molecular Formula: C₉H₅BrN₂
• Molecular Weight: 221.056
• DSSTox Substance ID: DTXSID701273338
• Mol file: 124289-25-4.mol

Synonyms:5-Bromomethyl-isophthalonitrile;124289-25-4;SCHEMBL916379;WQHQCMNEJVAMGY-UHFFFAOYSA-N;DTXSID701273338;5-(Bromomethyl)-1,3-benzenedicarbonitrile

Chemical Property of 5-Bromomethyl-isophthalonitrile

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 219.96361
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C#N)C#N)CBr

Technology Process of 5-Bromomethyl-isophthalonitrile

There total 2 articles about 5-Bromomethyl-isophthalonitrile 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:

5-methylbenzene-1,3-dicarbonitrile (39718-07-5) → α-Bromo-3,5-dicyanotoluene (124289-25-4)

Guidance literature:

With N-Bromosuccinimide; In benzene; at 80 ℃; Rate constant;

DOI:10.1021/jo00290a041

Reference yield:

5-methylisophthalic aicd (499-49-0) → α-Bromo-3,5-dicyanotoluene (124289-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / p-toluenesulfonamide, PCl₅ / 200 - 205 °C

2: N-bromosuccinimide, 2,2'-azobisisobutyronitrile / CCl₄ / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); phosphorus pentachloride; toluene-4-sulfonamide; In tetrachloromethane;

DOI:10.1021/jo00290a041

Reference yield:

C21H14BrCl2NO3 + α-Bromo-3,5-dicyanotoluene (124289-25-4) → (S)-5-(((6-((4-(3-bromo-2-chlorophenyl)-2,3-dihydro-1H-inden-1-yl)oxy)-5-chloro-3-formylpyridin-2-yl)oxy)methyl)isophthalonitrile

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

upstream raw materials:

5-methylbenzene-1,3-dicarbonitrile

5-methylisophthalic aicd

Downstream raw materials:

2-cyanoprop-2-yl 3,5-dicyanodithiobenzoate

acetic acid 3,5-dicyano-benzyl ester