3-PHENYLPROPIONITRILE
- CAS NO.:645-59-0
- Empirical Formula: C9H9N
- Molecular Weight: 131.17
- MDL number: MFCD00001961
- EINECS: 211-447-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:07:02
What is 3-PHENYLPROPIONITRILE?
Chemical properties
clear colorless to light yellow liquid
The Uses of 3-PHENYLPROPIONITRILE
3-Phenylpropionitrile was used to study the free enzyme activity of nitrilase AtNIT1.
The Uses of 3-PHENYLPROPIONITRILE
A glucosinolate enzymic hydrolosis product with potential antibacterial activities against plant pathogenic bacteria. 3-Phenylpropionitrile is occasionally used in perfume compositions, mainly as a minor ingredient in artificial flower absolutes, etc. The material can also be used in certain types of exotic or very heavy floral fragrance, e. g. Stephanotis, Pikake, Keora, Ginger Lily, Tiare, Coffee flower, etc. Its warm and piquant, vegetable pungency is utilized in flavor compositions for seasonings, etc. and in various spice blends. Normal use concentration is equivalent to about 1 to 3 ppm in the finished product.
Definition
ChEBI: A nitrile that is propionitrile in which one of the methyl hydrogens has been replaced by a phenyl group.
Preparation
To a stirred solution of 3-phenylpropanamide (50 mg, 0.34 mmol) in acetonitrile (0.8 mL) at room temperature were successively added formic acid (0.2 mL) and paraformaldehyde (50 mg, 1.67 mmol). The reaction mixture was then refluxed for 12 h, and the solution obtained was cooled to room temperature.
Work-up A: The crude mixture was concentrated under reduced pressure, and the residue was subjected to flash chromatography on silica gel (230–240 mesh) eluting with hexane/ethyl acetate (7:3) to yield 3-phenylpropanonitrile (37 mg, 85%).
Work-up B: The reaction mixture was diluted with ethyl acetate (10 mL) and washed successively with saturated sodium hydrogen carbonate solution (5 mL) and water (5 mL). The combined aqueous layers were extracted with ethyl acetate (2 × 10 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated. The crude 3-phenylpropanonitrile was purified as described above (Work-up A).
Synthesis Reference(s)
Journal of the American Chemical Society, 98, p. 4685, 1976 DOI: 10.1021/ja00431a078
Chemical and Pharmaceutical Bulletin, 10, p. 427, 1962 DOI: 10.1248/cpb.10.427
General Description
The effect of 3-Phenylpropionitrile on the growth and survival of woodlouse Porcellio scaber has been studied.
Properties of 3-PHENYLPROPIONITRILE
Melting point: | −2-−1 °C(lit.) |
Boiling point: | 113 °C9 mm Hg(lit.) |
Density | 1.001 g/mL at 25 °C(lit.) |
refractive index | n |
Flash point: | >230 °F |
storage temp. | Sealed in dry,Room Temperature |
solubility | 1.68g/l (calculated) |
form | Liquid |
Specific Gravity | 1 |
color | Clear colorless to light yellow |
Odor | powerful nasturtium |
BRN | 636348 |
Exposure limits | NIOSH: IDLH 25 mg/m3 |
CAS DataBase Reference | 645-59-0(CAS DataBase Reference) |
EPA Substance Registry System | Benzenepropanenitrile (645-59-0) |
Safety information for 3-PHENYLPROPIONITRILE
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H301:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P405:Store locked up. P501:Dispose of contents/container to..… |
Computed Descriptors for 3-PHENYLPROPIONITRILE
New Products
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