Benzeneacetonitrile CAS 140-29-4
Introduction：Basic information about Benzeneacetonitrile CAS 140-29-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Benzeneacetonitrile Basic information
| Product Name: | Benzeneacetonitrile |
| Synonyms: | LABOTEST-BB LT00891699;BENZYL CYANIDE;benzeneacetonitrile;A-TOLUNITRILE;ALPHA-CYANOTOLUENE;phenyl acetyl nitrile;PHENYLACETONITRILE;TOLUNITRILE |
| CAS: | 140-29-4 |
| MF: | C8H7N |
| MW: | 117.15 |
| EINECS: | 205-410-5 |
| Product Categories: | Agrochemical;Organics;Pharmaceutical Intermediates |
| Mol File: | 140-29-4.mol |
Benzeneacetonitrile Chemical Properties
| Melting point | −24 °C(lit.) |
| Boiling point | 233-234 °C(lit.) |
| density | 1.015 g/mL at 25 °C(lit.) |
| vapor pressure | 0.1 mm Hg ( 20 °C) |
| refractive index | n |
| Fp | 215 °F |
| storage temp. | Store below +30°C. |
| solubility | 0.1g/l |
| form | Liquid |
| color | Oily liquid |
| Odor | aromatic odor |
| Water Solubility | insoluble. <0.1 g/100 mL at 17 ºC |
| Merck | 14,1131 |
| BRN | 385941 |
| Exposure limits | NIOSH: IDLH 25 mg/m3 |
| Dielectric constant | 18.3（20℃） |
| Stability: | Stable. Incompatible with strong oxidizing agents. May produce hydrogen cyanide in a fire. |
| Major Application | cleaning products cosmetics environmental flavors and fragrances food and beverages personal care |
| Cosmetics Ingredients Functions | FRAGRANCE |
| InChI | 1S/C8H7N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6H2 |
| InChIKey | SUSQOBVLVYHIEX-UHFFFAOYSA-N |
| SMILES | N#CCc1ccccc1 |
| LogP | 1.56 |
| CAS DataBase Reference | 140-29-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzeneacetonitrile(140-29-4) |
| EPA Substance Registry System | Benzeneacetonitrile (140-29-4) |
Safety Information
| Hazard Codes | T+,T |
| Risk Statements | 22-24-26-23/24/25 |
| Safety Statements | 28-36/37-45-23 |
| RIDADR | UN 2470 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | AM1400000 |
| F | 8-9 |
| Autoignition Temperature | 590 °C |
| Hazard Note | Very Toxic |
| TSCA | TSCA listed |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| HS Code | 29269090 |
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
| Hazard Classifications | Acute Tox. 1 Inhalation Acute Tox. 3 Dermal Acute Tox. 3 Oral |
| Hazardous Substances Data | 140-29-4(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: 270 mg/kg LD50 dermal Rabbit 270 mg/kg |
| Description | Benzyl cyanide is a colorless, oily liquid withan aromatic odor. Molecular weight=117.2; Boilingpoint=233.5℃; Freezing/Melting point=2 24; Vaporpressure=low , 0.40 at 20℃; Flash point=113℃(oc), also cited as 101℃. Hazard Identification (basedon NFPA-704 M Rating System): Health 3, Flammability 1,Reactivity 0. Insoluble in water. |
| Chemical Properties | colourless liquid |
| Chemical Properties | Benzyl cyanide is a colorless, oily liquid withan aromatic odor. |
| Uses | Organic synthesis, especially penicillin precursors. |
| Uses | Phenylacetonitrile is used in organic synthesis for dyes, perfumes, pharmaceuticals, especially penicillin precursors. It is also used as a solvent. |
| Production Methods | Benzyl cyanide is synthesized by reaction of benzyl chloride with potassiumcyanide or sodium cyanide . The nitrile is a natural constituent ofplants and is a constituent of foods, particularly citrus fruits, papaya, cabbage,mushrooms, roasted onions, tomatoes, cocoa, tea, roasted peanuts and cauliflower.The benzyl cyanide, at least in part, is formed by breakdown ofbenzylglucosinolate in the plant material. Benzylnitrile also is found in tap water, river water, sewage and incigarette smoke ). |
| Definition | ChEBI: A nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a phenyl group. |
| Synthesis Reference(s) | Canadian Journal of Chemistry, 39, p. 1340, 1961 DOI: 10.1139/v61-169 Chemistry Letters, 13, p. 1511, 1984 Organic Syntheses, Coll. Vol. 1, p. 107, 1941 |
| General Description | A colorless oily liquid with an aromatic odor. Insoluble in water and slightly denser than water. Contact may irritate skin, eyes, and mucous membranes. May be toxic by ingestion. Used to make other chemicals. |
| Air & Water Reactions | Benzeneacetonitrile is moisture sensitive. Insoluble in water. |
| Reactivity Profile | PHENYLACETONITRILE can react with strong acids, strong bases, strong oxidizing agents and strong reducing agents. Benzeneacetonitrile may react vigorously with sodium hypochlorite. . |
| Hazard | Highly toxic, absorbed by skin. |
| Health Hazard | Benzyl cyanide is a highly toxic irritant that may be fatal if inhaled, swallowed orabsorbed through the skin. The chemical causes eye, mucousmembrane and skin irritation. Benzyl cyanide was applied as a 2% concentrationin petroleum to the skin of 27 human volunteers and found to be nonsensitizing. |
| Health Hazard | Poisonous. May be fatal if inhaled, swallowed, or absorbed through skin. Contact may cause burns to skin and eyes. |
| Fire Hazard | When heated to decomposition, Benzeneacetonitrile emits very toxic fumes of cyanide and nitrogen oxides. Container may explode in heat of fire. Runoff from fire control water may give off poisonous gases. Avoid sodium hypochlorite. |
| Industrial uses | Benzyl cyanide is employed as a chemical intermediate for the synthesis ofamphetamine, phenobarbital and methyl phenidylacetate. It is also used forperfumes and flavors and is, therefore, added to soaps, detergents, creams andlotions. |
| Safety Profile | Poison by ingestion, inhalation, skin contact, subcutaneous, and intraperitoneal routes. A skin irritant. Explosive reaction with sodium hypochlorite. Used in production of drugs of abuse. When heated to decomposition it emits very toxic fumes of CNand NOx. See also NITRILES |
| Potential Exposure | (as CN): Benzyl cyanide is used inorganic synthesis, especially of penicillin precursors. It isused as a chemical intermediate for amphetamines, phenobarbital;the stimulant, methyl phenidylacetate; esters asperfumes and flavors. |
| First aid | If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Speed in removing material from skinis of extreme importance. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions,including resuscitation mask) if breathing has stopped andCPR if heart action has stopped. Transfer promptly to amedical facility. When this chemical has been swallowed,get medical attention. Give large quantities of water andinduce vomiting. Do not make an unconscious personvomit. For cyanide poisoning, use amyl nitrate capsules ifsymptoms develop. All area employees should be trainedregularly in emergency measures for cyanide poisoning andin CPR. A cyanide antidote kit should be kept in the immediate work area and must be rapidly available. Kit ingredients should be replaced every 1 2 years to ensurefreshness. Persons trained in the use of this kit, oxygen use,and CPR must be quickly available. |
| Metabolism | Giacosa isolated phenylaceturic acid from the urine of a dog dosed withbenzyl cyanide, while Adeline et al showed that in the dog, benzyl cyanideformed both benzoic acid and a small amount of ethereal sulfate. In rabbits, a largeproportion of the cyano group could be accounted for as thiocyanate ion in theurine. There was a sex difference in the conversion withfemale rabbits excreting 70% of the dose as thiocyanate and males only 50%.However, cyanide was liberated slowly from i.p. or orally administered benzylcyanide in rats and excreted in the urine as cyanide and thiocyanate, the proportionof the former increasing with the dose .Benzyl cyanide is oxidized by mouse liver microsomes to benzaldehyde andcyanide ion presumably via the intermediate mandelonitrile.The microsomal metabolism of benzyl cyanide and other nitriles was significantlyincreased when mice were pre treated with ethanol ,suggesting that the ethanol-inducible cytochrome P-450 mayplay an important role in the metabolism of such compounds. |
| storage | Color Code—Blue: Health Hazard: Store in asecure poison location. Store in tightly closed containers ina cool, well-ventilated area away from oxidizers and otherincompatible materials listed above. Sources of ignition,such as smoking and open flames, are prohibited where thischemical is used, handled, or stored in a manner that couldcreate a potential fire or explosion hazard. |
| Shipping | UN2470 Phenylacetonitrile, Hazard Class: 6.1;Labels: 6.1—Poisonous materials. |
| Purification Methods | Any benzyl isocyanide impurity can be removed by shaking vigorously with an equal volume of 50% H2SO4 at 60o, washing with saturated aqueous NaHCO3, then half-saturated NaCl solution, drying and fractionally distilling under reduced pressure. Distillation from CaH2 causes some decomposition of this compound: it is better to use P2O5. Other purification procedures include passage through a column of highly activated alumina, and distillation from Raney nickel. Precautions should be taken because of possible formation of free TOXIC cyanide, use an efficient fume cupboard.[Beilstein 9 IV 1663.] |
| Incompatibilities | Violent reaction with strong oxidizers;sodium hypochlorite, lithium aluminum hydride. Nitrilesmay polymerize in the presence of metals and some metalcompounds. They are incompatible with acids; mixingnitriles with strong oxidizing acids can lead to extremelyviolent reactions. Nitriles are generally incompatible withother oxidizing agents such as peroxides and epoxides.The combination of bases and nitriles can produce hydrogencyanide. Nitriles are hydrolyzed in both aqueous acidand base to give carboxylic acids (or salts of carboxylicacids). These reactions generate heat. Peroxides convertnitriles to amides. Nitriles can react vigorously withreducing agents. Acetonitrile and propionitrile are solublein water, but nitriles higher than propionitrile have lowaqueous solubility. They are also insoluble in aqueousacids. |
Benzeneacetonitrile Preparation Products And Raw materials
| Raw materials | Sodium cyanide-->Benzyl chloride-->Dimethylamine |
| Preparation Products | 6-CHLORO-2-(CHLOROMETHYL)-3-OXIDO-4-PHENYL-QUINAZOLINE-->Diethyl 2-ethyl-2-phenylmalonate-->3-PHENYLUMBELLIFERONE-->Demoxepam-->2-(4-NITROPHENYL)BUTYRIC ACID-->2-(4-difluoromethoxy)phenyl-3-methyl butyric acid-->2-Methylbenzyl cyanide-->Methyl 3-amino-4-phenylthiophene-2-carboxylate-->3-Methyl-2-(3,4-dimethoxyphenyl)butyronitrile-->NORMEPERIDINE-->2-(2-AMINO-4-BIPHENYL)PROPIONITRILE-->Tropic acid-->TRIPHENYLPHOSPHINE DIBROMIDE-->2-AMINOPHENYLACETIC ACID-->4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylic acid-->4-Bromo-2,2-diphenylbutyric acid-->CYCLOHEXYLPHENYLACETONITRILE-->ALPHA,ALPHA-DIPHENYL-GAMMA-BUTYROLACTONE-->Verapamil-->A-(HYDROXYMETHYL)BENZENACETIC ACID METHYL ESTER-->(1-phenylcyclopropyl)methanamine-->SODIUM A-CYANOPHENYL ALDOXIME-->5-CHLORO-3-PHENYLANTHRANIL-->α-(p-Aminophenyl)butyric acid-->p-Nitrophenylacetonitrile-->2 -phenyl-Hexanenitrile-->2-(4-(ACETYLAMINO)PHENYL)PROPIONITRILE-->2-(4-ACETAMINO-3-CHLOROPHENYL)PROPIONITRILE-->2,3-DIPHENYLPROPIONIC ACID-->2-(4-(ACETYLAMINO)-3-NITROPHENYL)PROPIONITRILE-->DISOPYRAMIDE-->2-(4-aminophenyl)propiononitrile-->2-(4-Nitrophenyl)propiononitrile-->2-PHENYLPROPIONIC ACID-->ALCLOFENAC-->Alprazolam-->Bromobenzyl cyanide-->Butibufen-->2-Phenylacetoacetonitrile-->3-Nitro-4-acetylaminobenzeneacetonitrile |
