2-Bromo-4-formylbenzonitrile

Base Information

• Chemical Name: 2-Bromo-4-formylbenzonitrile
• CAS No.: 89891-70-3
• Molecular Formula: C8H4 Br N O
• Molecular Weight: 210.03
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70698897
• Wikidata: Q82629462
• Mol file: 89891-70-3.mol

Synonyms:2-Bromo-4-formylbenzonitrile;89891-70-3;3-BROMO-4-CYANOBENZALDEHYDE;Benzonitrile, 2-bromo-4-formyl-;MFCD09261041;SCHEMBL5622582;DTXSID70698897;UTYYRLJAFLKUTL-UHFFFAOYSA-N;AKOS022189325;AS-30302;SY032516;CS-0060340

Chemical Property of 2-Bromo-4-formylbenzonitrile

Chemical Property:

• Boiling Point: 348.5±32.0 °C(Predicted)
• PSA: 40.86000
• Density: 1.65±0.1 g/cm3(Predicted)
• LogP: 2.13328
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 208.94763
• Heavy Atom Count: 11
• Complexity: 196

Purity/Quality:

99%min ^*data from raw suppliers

2-Bromo-4-formylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=O)Br)C#N

Technology Process of 2-Bromo-4-formylbenzonitrile

There total 7 articles about 2-Bromo-4-formylbenzonitrile 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: 74.0%

ethyl 3-bromo-4-cyanobenzoate (362527-61-5) → 2-bromo-4-formylbenzonitrile (89891-70-3)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -100 ℃;

DOI:10.1016/j.bmcl.2004.10.014

Reference yield: 58.0%

methyl 3-bromo-4-cyanobenzoate (942598-44-9) → 2-bromo-4-formylbenzonitrile (89891-70-3)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 4h;

Reference yield:

4-Amino-3-bromobenzaldehyde (42580-44-9) → 2-bromo-4-formylbenzonitrile (89891-70-3)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; acetone; toluene;

upstream raw materials:

2-bromo-4-(hydroxymethyl)benzonitrile

ethyl 3-bromo-4-cyanobenzoate

p-aminoethylbenzoate

4-methyl-2-bromobenzonitrile

Downstream raw materials:

1-oxo-2H-isoquinoline-6-carbaldehyde

2-bromo-4-(hydroxy(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile

2-Brom-terephthalaldehydamid

2-bromo-4-formylbenzoic acid methyl ester

Refernces

• 1、 Wang, Gary T.,Wang, Xilu,Wang, Weibo,Hasvold, Lisa A.,Sullivan, Gerry,Hutchins, Charles W.,O'Conner, Steve,Gentiles, Robert,Sowin, Thomas,Cohen, Jerry,Gu, Wen-Zhen,Zhang, Haiying,Rosenberg, Saul H.,Sham, Hing L.. "Design and synthesis of o-trifluoromethylbiphenyl substituted 2-amino-nicotinonitriles as inhibitors of farnesyltransferase". . p. 153 - 158. Retrieved 2007/10/03.