4-Acetyl-2-bromobenzonitrile

Base Information

• Chemical Name: 4-Acetyl-2-bromobenzonitrile
• CAS No.: 93273-63-3
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70537752
• Wikidata: Q82412850
• Mol file: 93273-63-3.mol

Synonyms:4-ACETYL-2-BROMOBENZONITRILE;93273-63-3;4-Acetyl-2-bromo-benzonitrile;Benzonitrile, 4-acetyl-2-bromo-;SCHEMBL842203;DTXSID70537752;RDSQFNDEGYBDJD-UHFFFAOYSA-N;MFCD11558928;A856379

Chemical Property of 4-Acetyl-2-bromobenzonitrile

Chemical Property:

• Melting Point: 129-130 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 358.2±37.0 °C(Predicted)
• PSA: 40.86000
• Density: 1.56±0.1 g/cm3(Predicted)
• LogP: 2.52338
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

4-Acetyl-2-bromobenzonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Acetyl-2-bromobenzonitrile

There total 4 articles about 4-Acetyl-2-bromobenzonitrile 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: 57.0%

1-(4-amino-3-bromophenyl)-ethanone (56759-32-1) + copper(I) cyanide (544-92-3) + potassium cyanide (151-50-8) → 4-acetyl-2-bromobenzonitrile (93273-63-3)

Guidance literature:

1-(4-amino-3-bromophenyl)-ethanone; With sulfuric acid; In acetic acid; at 0 ℃; for 0.166667h;

With sodium nitrite; In water; acetic acid; for 0.5h;

copper(I) cyanide; potassium cyanide; In water; acetic acid; at 0 - 20 ℃; for 2.5h;

Reference yield: 17.0%

1-(4-amino-3-bromophenyl)-ethanone (56759-32-1) + copper(l) cyanide → 4-acetyl-2-bromobenzonitrile (93273-63-3)

Guidance literature:

1-(4-amino-3-bromophenyl)-ethanone; With sulfuric acid; acetic acid; for 0.166667h; Cooling with ice;

With sodium nitrite; In water; for 0.5h;

copper(l) cyanide; With potassium cyanide; In water; at 20 ℃; for 2h;

Reference yield:

1-(4-amino-3-bromophenyl)-ethanone (56759-32-1) + copper(I) cyanide (544-92-3) → 1-(3-bromo-4-chlorophenyl)ethan-1-one (54826-14-1) + 4-acetyl-2-bromobenzonitrile (93273-63-3)

Guidance literature:

With hydrogenchloride; sodium nitrite; Yield given. Multistep reaction. Yields of byproduct given; 1.) H₂O, 5 deg C; 2.) 40-50 deg C, 0.5 h;

DOI:10.1248/cpb.32.3047

upstream raw materials:

1-(4-amino-3-bromophenyl)-ethanone

copper(I) cyanide

potassium cyanide

4-acetamido-3-bromoacetophenone

Downstream raw materials:

[4-(1-amino-ethyl)-2-bromo-phenyl]-morpholin-4-yl-methanone

1-[3-bromo-4-(morpholine-4-carbonyl)-phenyl]-ethanone

N-{1-[3-bromo-4-(morpholine-4-carbonyl)-phenyl]-ethyl}-N'-(4-carbamimidoyl-phenyl)-malonamide trifluoroacetate

4-carboxy-3-(2-methylphenoxy)phenylacetic acid

Refernces

• 1、 -. "MALONAMIDE DERIVATIVES WITH ANTITHROMBOTIC ACTIVITY". Page/Page column 70. . Retrieved 2009/03/07.