| Identification | More | [Name]
Benzoylacetonitrile | [CAS]
614-16-4 | [Synonyms]
2-CYANOACETOPHENONE
3-OXO-3-PHENYLPROPANENITRILE
3-OXO-3-PHENYL-PROPIONITRILE
AKOS 92208
AKOS B029579
AKOS BB-9543
ALPHA-CYANOACETOPHENONE
BENZOYLACETONITRILE
BETA-OXOHYDROCINNAMONITRILE
OMEGA-CYANOACETOPHENONE
PHENACYL CYANIDE
TIMTEC-BB SBB004121
2-Cyanoacetyl phenone
3-Phenyl-3-ketopropionitrile
Acetonitrile, benzoyl-
Acetophenone, 2-cyano-
Benzenepropanenitrile, beta-oxo-
beta-oxo-benzenepropanenitril
Cyanoacetophenone
Cyanomethyl phenyl ketone | [EINECS(EC#)]
210-369-1 | [Molecular Formula]
C9H7NO | [MDL Number]
MFCD00001942 | [Molecular Weight]
145.16 | [MOL File]
614-16-4.mol |
| Chemical Properties | Back Directory | [Appearance]
LIGHT YELLOW TO YELLOW-BROWN CRYSTALLINE POWDER | [Melting point ]
82-83 °C (lit.) | [Boiling point ]
160 °C/10 mmHg (lit.) | [density ]
1.1555 (rough estimate) | [refractive index ]
1.4500 (estimate) | [Fp ]
159-160°C/10mm | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
7.78±0.10(Predicted) | [color ]
Yellow to Dark Beige | [Water Solubility ]
slightly soluble | [Usage]
Used as a building block for the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics | [BRN ]
386745 | [Exposure limits]
NIOSH: IDLH 25 mg/m3 | [InChI]
1S/C9H7NO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5H,6H2 | [InChIKey]
ZJRCIQAMTAINCB-UHFFFAOYSA-N | [SMILES]
O=C(CC#N)c1ccccc1 | [CAS DataBase Reference]
614-16-4(CAS DataBase Reference) | [NIST Chemistry Reference]
«alpha»-Cyanoacetophenone(614-16-4) | [EPA Substance Registry System]
614-16-4(EPA Substance) |
| Questions And Answer | Back Directory | [Synthesis]
At room temperature, a solution of KOt pentanol (1.33 mL, 2.61 mmol, 3.00 equivalence, 1.7 mol, toluene, Fluka) was added dropwise to a stirred solution of acetonitrile (0.87 mmol, 1.00 equivalence) in THF (3.0 mL), followed by the addition of the ester (3.48 mmol, 4.00 equivalence). After 20 minutes at room temperature, the reaction mixture was diluted with HCl (0.25 mL, 100 mL) and EtOAc (100 mL). The layers were separated and the organic layer was washed sequentially. Finally, the mixture was dried over Na2SO4 with H2O (2 x 50 mL) and brine (2 x 50 mL), filtered, concentrated, and chromatographically analyzed (silica gel, EtOAc/Hex) to provide the corresponding benzoylacetonitrile.
 Figure: Structural formula of benzoylacetonitrile |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302+H312+H332-H315-H319-H335 | [Precautionary statements ]
P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 . | [RIDADR ]
3276 | [WGK Germany ]
3
| [Hazard Note ]
Harmful/Irritant | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29269090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
LIGHT YELLOW TO YELLOW-BROWN CRYSTALLINE POWDER | [Uses]
Benzoylacetonitrile can be used as a building block for the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics
| [Definition]
ChEBI: Benzoylacetonitrile is a beta-ketonitrile and an aromatic ketone. It is functionally related to a benzoic acid. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 54, p. 4229, 1989 DOI: 10.1021/jo00278a047
Synthesis, p. 308, 1983
Tetrahedron, 49, p. 5091, 1993 DOI: 10.1016/S0040-4020(01)81874-3 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|