1.0 2010-04-08 22:10:11 UTC 2020-09-17 15:34:49 UTC FDB012457 Benzeneacetonitrile Benzyl nitrile or Benzeneacetonitrile, also known as benzyl cyanide or alpha-cyanotoluene, belongs to the class of organic compounds known as benzyl cyanides. These are organic compounds containing an acetonitrile with one hydrogen replaced by a phenyl group. Benzeneacetonitrile is found, on average, in the highest concentration within kohlrabis and peppermints. Benzeneacetonitrile has also been detected, but not quantified, in several different foods, such as cabbages, cauliflowers, garden and cherry tomato. Benzeneacetonitrile has also been detected in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499). Benzeneacetonitrile is a potentially toxic compound. Benzyl nitrile is a colorless oily aromatic liquid and an important precursor to numerous compounds in organic chemistry. Benzyl nitrile is a useful precursor to numerous drugs with recreational use potential. Benzyl nitrile can be produced via Kolbe nitrile synthesis between benzyl chloride and sodium cyanide and by oxidative decarboxylation of phenylalanine. .omega.-cyanotoluene (Cyanomethyl)benzene &alpha;-cyano- &alpha;-cyanotoluene &alpha;-tolunitrile &laquo;omega&raquo;-cyanotoluene 2-Phenylacetonitrile a-Cyanotoluene a-Tolunitrile Acetic acid, phenyl-nitrile Acetonitrile, phenyl- alpha -Cyanotoluene alpha -Tolunitrile alpha-Cyano-toluene Alpha-cyanotoluene Alpha-tolunitrile Benzeneacetonitrile, 9CI Benzyl cyanide Benzyl nitrile Benzylkyanid Benzylnitrile Cyanophenylmethane Enzylcyanide Laquo omegaraquo -cyanotoluene Omega-cyanotoluene Phenacetonitrile Phenyl acetyl nitrile Phenyl-acetonitrile Phenylacetonitrile Phenylacetonitrile, liquid Phenylacetonitrile, liquid [UN2470] [Poison] Toluene, &alpha;-cyano- Toluene, alpha-cyano- α-cyanotoluene α-tolunitrile C8H7N 117.1479 117.057849229 2-phenylacetonitrile phenylacetonitrile 140-29-4 N#CCC1=CC=CC=C1 InChI=1S/C8H7N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6H2 SUSQOBVLVYHIEX-UHFFFAOYSA-N belongs to the class of organic compounds known as benzyl cyanides. These are organic compounds containing an acetonitrile with one hydrogen replaced by a phenyl group. Benzyl cyanides Organic compounds Benzenoids Benzene and substituted derivatives Benzyl cyanides Aromatic homomonocyclic compounds Hydrocarbon derivatives Nitriles Organopnictogen compounds Aromatic homomonocyclic compound Benzyl-cyanide Carbonitrile Hydrocarbon derivative Nitrile Organic nitrogen compound Organonitrogen compound Organopnictogen compound a small molecule benzenes nitrile Liquid logp 1.42 ALOGPS logs -1.23 ALOGPS solubility 6.85e+00 g/l ALOGPS melting_point -23.8 oC logp 1.67 ChemAxon pka_strongest_acidic 14.33 ChemAxon iupac 2-phenylacetonitrile ChemAxon average_mass 117.1479 ChemAxon mono_mass 117.057849229 ChemAxon smiles N#CCC1=CC=CC=C1 ChemAxon formula C8H7N ChemAxon inchi InChI=1S/C8H7N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6H2 ChemAxon inchikey SUSQOBVLVYHIEX-UHFFFAOYSA-N ChemAxon polar_surface_area 23.79 ChemAxon refractivity 36.34 ChemAxon polarizability 12.75 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 851 Specdb::MsIr 6455 Specdb::MsIr 6456 Specdb::CMs 14487 Specdb::CMs 27041 Specdb::CMs 28198 Specdb::CMs 28993 Specdb::CMs 29015 Specdb::CMs 101550 Specdb::CMs 101551 Specdb::CMs 101552 Specdb::CMs 101553 Specdb::CMs 131665 Specdb::CMs 139399 Specdb::MsMs 47145 Specdb::MsMs 47146 Specdb::MsMs 47147 Specdb::MsMs 152205 Specdb::MsMs 152206 Specdb::MsMs 152207 Specdb::MsMs 3060013 Specdb::MsMs 3060014 Specdb::MsMs 3060015 Specdb::MsMs 3109764 Specdb::MsMs 3109765 Specdb::MsMs 3109766 Specdb::NmrOneD 124678 Specdb::NmrOneD 124679 Specdb::NmrOneD 124680 Specdb::NmrOneD 124681 Specdb::NmrOneD 124682 Specdb::NmrOneD 124683 Specdb::NmrOneD 124684 Specdb::NmrOneD 124685 Specdb::NmrOneD 124686 Specdb::NmrOneD 124687 Specdb::NmrOneD 124688 Specdb::NmrOneD 124689 Specdb::NmrOneD 124690 Specdb::NmrOneD 124691 Specdb::NmrOneD 124692 Specdb::NmrOneD 124693 Specdb::NmrOneD 124694 Specdb::NmrOneD 124695 Specdb::NmrOneD 124696 Specdb::NmrOneD 124697 HMDB34171 25979 #<Reference:0x000055ce30d184c8> #<Reference:0x000055ce30d18248> #<Reference:0x000055ce30d0ff30> #<Reference:0x000055ce30d0fd50> #<Reference:0x000055ce30d0fb98> #<Reference:0x000055ce30d0f9e0> #<Reference:0x000055ce30d0f800> #<Reference:0x000055ce30d0f580> #<Reference:0x000055ce30d0f350> #<Reference:0x000055ce30d0f0a8> Blackberry Type 1 specific Rubus Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Cauliflower Type 1 specific Brassica oleracea var. botrytis 3715 Cherry tomato Type 1 specific Solanum lycopersicum var. cerasiforme 195583 Evergreen blackberry Type 1 specific Rubus laciniatus Garden cress Type 1 specific Lepidium sativum 33125 Garden tomato Type 1 specific Solanum lycopersicum 4081 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Green vegetables Unknown generic Kohlrabi Type 1 specific Brassica oleracea var. gongylodes 109379 0.019 0.019 0.019 mg/100 g Papaya Type 1 specific Carica papaya 3649 Peppermint Type 1 specific Mentha X piperita 34256 0.0011 0.0011 0.0011 mg/100 g