3-Bromo-4'-cyanobenzophenone

Base Information

• Chemical Name: 3-Bromo-4'-cyanobenzophenone
• CAS No.: 243137-97-5
• Molecular Formula: C₁₄H₈BrNO
• Molecular Weight: 286.128
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70440858
• Wikidata: Q82257303
• Mol file: 243137-97-5.mol

Synonyms:3-BROMO-4'-CYANOBENZOPHENONE;243137-97-5;4-(3-bromobenzoyl)benzonitrile;MFCD00672020;DTXSID70440858;AKOS016017772

Chemical Property of 3-Bromo-4'-cyanobenzophenone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 434.41°C at 760 mmHg
• Flash Point: 216.524°C
• PSA: 40.86000
• Density: 1.533g/cm³
• LogP: 3.55178
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 284.97893
• Heavy Atom Count: 17
• Complexity: 324

Purity/Quality:

95% ^*data from raw suppliers

3-bromo-4'-cyanobenzophenone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)C(=O)C2=CC=C(C=C2)C#N

Technology Process of 3-Bromo-4'-cyanobenzophenone

There total 4 articles about 3-Bromo-4'-cyanobenzophenone 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:

3-bromobenzoyl chloride (1711-09-7) → 4-(3-bromobenzoyl)benzonitrile (243137-97-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 5.75 g / AlCl₃ / toluene / 3 h / 20 °C

2: 83 percent / NBS; AIBN / acetonitrile / 5 h / Heating

3: 81 percent / NaOAc / dimethylformamide / 8 h / Heating

4: 85 percent / sodium formate; NH₂OH*HCl / formic acid / 3 h / Heating

With N-Bromosuccinimide; aluminium trichloride; 2,2'-azobis(isobutyronitrile); hydroxylamine hydrochloride; sodium formate; sodium acetate; In formic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Acylation / 2: Bromination / 3: Hydrolysis / 4: Substitution;

DOI:10.1021/jo9904516

Reference yield:

m-bromobenzoic acid (585-76-2) → 4-(3-bromobenzoyl)benzonitrile (243137-97-5)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / 1 h / Heating

2: 5.75 g / AlCl₃ / toluene / 3 h / 20 °C

3: 83 percent / NBS; AIBN / acetonitrile / 5 h / Heating

4: 81 percent / NaOAc / dimethylformamide / 8 h / Heating

5: 85 percent / sodium formate; NH₂OH*HCl / formic acid / 3 h / Heating

With N-Bromosuccinimide; aluminium trichloride; thionyl chloride; 2,2'-azobis(isobutyronitrile); hydroxylamine hydrochloride; sodium formate; sodium acetate; In formic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Chlorination / 2: Acylation / 3: Bromination / 4: Hydrolysis / 5: Substitution;

DOI:10.1021/jo9904516

Reference yield:

3-bromo-4′-methylbenzophenone (102092-51-3) → 4-(3-bromobenzoyl)benzonitrile (243137-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / NBS; AIBN / acetonitrile / 5 h / Heating

2: 81 percent / NaOAc / dimethylformamide / 8 h / Heating

3: 85 percent / sodium formate; NH₂OH*HCl / formic acid / 3 h / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydroxylamine hydrochloride; sodium formate; sodium acetate; In formic acid; N,N-dimethyl-formamide; acetonitrile; 1: Bromination / 2: Hydrolysis / 3: Substitution;

DOI:10.1021/jo9904516

upstream raw materials:

3-bromobenzoyl chloride

m-bromobenzoic acid

3-bromo-4′-methylbenzophenone

3'-bromo-4-(dibromomethyl)benzophenone

Downstream raw materials:

5-{3-(4-cyanobenzoyl)phenylethynyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl) uridine

4-(3-ethynylbenzoyl)benzonitrile

4-(3-trimethylsilylethynylbenzoyl)benzonitrile

Refernces