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p-Tolunitrile

p-Tolunitrile Basic information
Product Name:p-Tolunitrile
Synonyms:Nitril kyseliny p-toluylove;nitrilkyselinyp-toluylove;p-Tolunitril;p-Tolunitrile, 98% 100GR;p-Tolunitrile, 98% 5GR;P-TOLUNITRILE FOR SYNTHESIS 250 ML;P-TOLUNITRILE FOR SYNTHESIS 50 ML;p-Tolunitrile
CAS:104-85-8
MF:C8H7N
MW:117.15
EINECS:203-244-8
Product Categories:Pyridines ,Halogenated Heterocycles;Aromatic Nitriles;Benzene derivatives;Benzonitriles (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;Nitrile;Nitriles
Mol File:104-85-8.mol
p-Tolunitrile Structure
p-Tolunitrile Chemical Properties
Melting point 26-28 °C(lit.)
Boiling point 103-106 °C20 mm Hg(lit.)
density 0.981 g/mL at 25 °C(lit.)
refractive index 1.5285-1.5305
Fp 185 °F
storage temp. Store below +30°C.
solubility alcohol: very soluble
form Viscous Liquid
color Clear
Specific Gravity0.981
Water Solubility <0.1 g/100 mL at 17 ºC
Merck 14,9538
BRN 507386
Exposure limitsNIOSH: IDLH 25 mg/m3
Stability:Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKeyVCZNNAKNUVJVGX-UHFFFAOYSA-N
CAS DataBase Reference104-85-8(CAS DataBase Reference)
NIST Chemistry ReferenceBenzonitrile, 4-methyl-(104-85-8)
EPA Substance Registry Systemp-Tolunitrile (104-85-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-43-36/38
Safety Statements 26-36/37-37-36
WGK Germany 2
RTECS XV0700000
Hazard Note Irritant
TSCA Yes
HS Code 29269095
MSDS Information
ProviderLanguage
p-Methylbenzonitrile English
SigmaAldrich English
ACROS English
ALFA English
p-Tolunitrile Usage And Synthesis
Chemical PropertiesThis substance is a clear colorless liquid or beige solid that exhibits toxicity and flammability. It should avoid contact with the skin.
Usesp-Tolunitrile is a reagent used in the preparation of 1H-Indazoles from imidates and nitrosobenzenes.
Synthesis Reference(s)Synthetic Communications, 15, p. 1299, 1985 DOI: 10.1080/00397918508077278
Tetrahedron Letters, 27, p. 1925, 1986 DOI: 10.1016/S0040-4039(00)84413-5
General DescriptionBeige solid at 62.6° F.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileNitriles, such as p-Tolunitrile, may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.
Fire Hazardp-Tolunitrile is combustible.
Purification MethodsMelt the nitrile, dry it with MgSO4, fractionally crystallise it from its melt, then fractionally distil it under reduced pressure in a 6-in spinning band column. [Brown J Am Chem Soc 81 3232 1959.] It can also be crystallised from *benzene/pet ether (b 40-60o). [Beilstein 9 H 489, 9 I 194, 9 II 330, 9 III 2348, 9 IV 1738.]
6-AMINO-O-TOLUNITRILE Phenyl benzonitrile 2-isopropylamino-4-methylbenzonitrile NITRILEGLOVES 4-[Bis(2-chloroethyl)amino]-o-tolunitrile 2-CHLORO-6-TOLUNITRILE,6-CHLORO-O-TOLUNITRILE Alpha Bromo-4-Tolunitrile 6-NITRO-O-TOLUNITRILE PENTAMETHYLBENZONITRILE Trifluoro-p-tolunitrile (+)-α-[(S)-sec-Butylthio]-o-tolunitrile α-[(p-Methoxyphenyl)imino]-p-tolunitrile acrylonitrile-butadiene rubber 4,4'-BIPHENYLDICARBONITRILE 4-NITRO-O-TOLUNITRILE [R,(-)]-α-sec-Butoxy-p-tolunitrile 2,4-DIMETHYLBENZONITRILE (4-CYANOBENZYL)TRIPHENYLPHOSPHONIUM CHLORIDE
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