3,4-Difluorobenzoylacetonitrile

Base Information

• Chemical Name: 3,4-Difluorobenzoylacetonitrile
• CAS No.: 71682-97-8
• Molecular Formula: C9H5 F2 N O
• Molecular Weight: 181.142
• Hs Code.: 2926909090
• European Community (EC) Number: 800-900-0
• DSSTox Substance ID: DTXSID70374240
• Wikidata: Q82162756
• Mol file: 71682-97-8.mol

Synonyms:3,4-Difluorobenzoylacetonitrile;71682-97-8;3-(3,4-difluorophenyl)-3-oxopropanenitrile;3-Oxo-3-(3,4-difluorophenyl)propanenitrile;SCHEMBL11345564;DTXSID70374240;DMUDJKIYVPYJNF-UHFFFAOYSA-N;AM1161;MFCD02260781;AKOS000167691;DS-8061;A9377;CS-0028795;FT-0604196;Benzenepropanenitrile, 3,4-difluoro-beta-oxo-;EN300-53798;A1-00630

Chemical Property of 3,4-Difluorobenzoylacetonitrile

Chemical Property:

• Vapor Pressure: 0.0003mmHg at 25°C
• Boiling Point: 321.3oC at 760 mmHg
• Flash Point: 148.1oC
• PSA: 40.86000
• Density: 1.3g/cm3
• LogP: 2.06118
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 181.03392011
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

97% ^*data from raw suppliers

3,4-Difluorobenzoylacetonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)CC#N)F)F
• Uses: 3,4-Difluorobenzoylacetonitrile is a reactant in the preparation of benzoxazoyl amino cyanopyrimidines as negative allosteric mGlu5 modulators for potential therapy of anxiety and addiction.

Technology Process of 3,4-Difluorobenzoylacetonitrile

There total 6 articles about 3,4-Difluorobenzoylacetonitrile 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: 97.0%

3,4-difluorobenzoyl chloride (76903-88-3) + acetonitrile (75-05-8,26809-02-9) → 3-(3,4-difluorophenyl)-3-oxopropanenitrile (71682-97-8)

Guidance literature:

acetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

3,4-difluorobenzoyl chloride; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/acs.jmedchem.7b00941

Reference yield: 50.0%

ethyl 3,4-difluorobenzoate (144267-96-9) + acetonitrile (75-05-8,26809-02-9) → 3-(3,4-difluorophenyl)-3-oxopropanenitrile (71682-97-8)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

ethyl 3,4-difluorobenzoate; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1039/c9cc07204g

Reference yield:

3,4-difluorophenacyl bromide (40706-98-7) → 3-(3,4-difluorophenyl)-3-oxopropanenitrile (71682-97-8)

Guidance literature:

In tetrachloromethane; ethanol; water;

upstream raw materials:

3',4'-difluoroacetophenone

sodium cyanide

ortho-difluorobenzene

3,4-difluorophenacyl bromide

Downstream raw materials:

2-amino-4-(3,4-difluorophenyl)thiazole-5-carbonitrile