3-Bromobenzoylacetonitrile

Base Information

• Chemical Name: 3-Bromobenzoylacetonitrile
• CAS No.: 70591-86-5
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• Hs Code.: 2926909090
• European Community (EC) Number: 675-415-9
• DSSTox Substance ID: DTXSID60373580
• Nikkaji Number: J3.117.212H
• Wikidata: Q82161784
• ChEMBL ID: CHEMBL5021965
• Mol file: 70591-86-5.mol

Synonyms:3-Bromobenzoylacetonitrile;70591-86-5;3-(3-bromophenyl)-3-oxopropanenitrile;MFCD02260778;2-(3-BROMOBENZOYL)ACETONITRILE;SCHEMBL1786567;CHEMBL5021965;2-(3-bromobenzoyl)-acetonitrile;DTXSID60373580;CL8855;STK662213;3-oxo-3-(3-bromophenyl)propionitrile;AKOS000181729;2-(3-bromophenyl)-2-oxoethyl cyanide;AM83141;AC-20653;SY020617;A9305;CS-0094689;FT-0604207;EN300-41330;11Z-0859;J-510593;Z317042126

Chemical Property of 3-Bromobenzoylacetonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 93-95°C
• Refractive Index: 1.574
• Boiling Point: 364.826 °C at 760 mmHg
• PKA: 7.15±0.10(Predicted)
• Flash Point: 174.441 °C
• PSA: 40.86000
• Density: 1.524g/cm³
• LogP: 2.54548
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromobenzoylacetonitrile 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromobenzoylacetonitrile

There total 15 articles about 3-Bromobenzoylacetonitrile 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: 93.0%

methyl 3-bromobenzoate (618-89-3) + acetonitrile (75-05-8,26809-02-9) → 3-(3-bromophenyl)-3-oxo-propanenitrile (70591-86-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 75 ℃; for 4h;

Reference yield: 75.0%

3-cyanobromobenzene (6952-59-6) + acetonitrile (75-05-8,26809-02-9) → 3-(3-bromophenyl)-3-oxo-propanenitrile (70591-86-5)

Guidance literature:

3-cyanobromobenzene; acetonitrile; With sodium hydride; tert-butyl alcohol; In tetrahydrofuran; at 40 ℃; for 8h;

With hydrogenchloride; In chloroform; at 20 ℃; for 4h;

DOI:10.1248/cpb.50.1050

Reference yield: 72.0%

3-(3-bromo-phenyl)-3-chloro-acrylonitrile (948883-31-6) → 3-(3-bromophenyl)-3-oxo-propanenitrile (70591-86-5)

Guidance literature:

With sodium hydroxide; In water; dimethyl sulfoxide; at 25 ℃;

DOI:10.1080/00397911.2021.1910846

upstream raw materials:

3-cyanobromobenzene

acetonitrile

3-bromobenzoyl chloride

potassium cyanide

Downstream raw materials:

3-(3-bromobenzoyl)-6-methyl-2-pyridone

3-(3-bromophenyl)-1H-pyrazol-5-amine

3-(3-bromophenyl)-2-methyl-3-oxopropanenitrile

methyl 2-(2-(3-bromophenyl)-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate

Refernces

• 1、 Sharma, Pawan K.,Kumar, Rajiv,Ram, Sita,Chandak, Navneet. "Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions". supporting information. p. 1847 - 1856. Retrieved 2021/04/26.
• 2、 -. "3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF". Paragraph 00323; 00326; 00327. . Retrieved 2017/09/27.