Name | benzoylacetonitrile |
Synonyms | AKOS 92208 AKOS BB-9543 AKOS B029579 benzoylacetonitrile BENZOYLACETONITRILE ALPHA-CYANOACETOPHENONE BETA-OXOHYDROCINNAMONITRILE 3-OXO-3-PHENYL-PROPIONITRILE 3-OXO-3-PHENYLPROPANENITRILE 3-oxo-3-phenylpropanenitrile |
CAS | 614-16-4 |
EINECS | 210-369-1 |
InChI | InChI=1/C9H7NO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5H,6H2 |
InChIKey | ZJRCIQAMTAINCB-UHFFFAOYSA-N |
Molecular Formula | C9H7NO |
Molar Mass | 145.16 |
Density | 1.1555 (rough estimate) |
Melting Point | 82-83 °C (lit.) |
Boling Point | 160 °C/10 mmHg (lit.) |
Flash Point | 159-160°C/10mm |
Water Solubility | slightly soluble |
Solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
Vapor Presure | 0.00105mmHg at 25°C |
Appearance | Bright yellow powder |
Color | Yellow to Dark Beige |
Exposure Limit | NIOSH: IDLH 25 mg/m3 |
BRN | 386745 |
pKa | 7.78±0.10(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.4500 (estimate) |
MDL | MFCD00001942 |
Physical and Chemical Properties | The melting point of benzoylacetonitrile is 82-83°C(lit.), the boiling point is 160°C/10mmHg(lit.), the density was 1.1555(rough prism), the refractive index was 1.4500 (PRISM), the flash point was 159-160°C/10mm, and the acidity coefficient (pKa) was 7.78±0.10(Predicted). Benzoylacetonitrile is soluble in ethyl acetate and methylene chloride, insoluble in water and methanol. |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S22 - Do not breathe dust. |
UN IDs | 3276 |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 29269090 |
Hazard Note | Harmful/Irritant |
Hazard Class | IRRITANT |
Packing Group | III |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | benzoylacetonitrile is used in the synthesis of medicines, dyes, etc., and can also be used as a pox removal agent. |
synthesis method | at room temperature to acetonitrile (0.87 mmol, 1.00 eq.) in THF(3.0 ml) A solution of KOt amyl alcohol (1.33 ML, 2.61 mmol, 3.00 EQ, 1.7 Mol, toluene, Fluka) was added dropwise to The stirred solution, followed by the addition of the ester (3.48 mmol, 4.00 eq.). After 20 min at room temperature, the reaction mixture was diluted with HCl(0.25m,100ml) and EtOAc(100ml). The layers were separated and the organic layer was washed sequentially. Final with H2O(2 x 50 mL) and brine (2 x 50 mL), dried over Na2SO4, filtered, concentrated, and chromatographed (silica gel, EtOAc/Hex) to provide the corresponding benzoylacetonitrile. Structural formula of benzoylacetonitrile |