Compound: ANILINE
SMILES: Nc1ccccc1
InChIKey: PAYRUJLWNCNPSJ-UHFFFAOYSA-N
Synonyms: ANILINE, Benzenamine, 62-53-3, Phenylamine, Aminobenzene, Aminophen, Arylamine, Kyanol, Cyanol, Anilin, Krystallin, Benzidam, Anyvim, Benzeneamine, Anilina, Benzene, amino, Huile D'aniline, C.I. Oxidation Base 1, Rcra waste number U012, CI Oxidation Base 1, Anilinum, C.I. 76000, HSDB 43, NCI-C03736, SIR7XX2F1K, EPA Pesticide Chemical Code 251400, CI 76000, DTXSID8020090, CHEBI:17296, DTXCID9090, RefChem:6616, 200-539-3, MFCD00007629, Aniline reagent, UN 1547, Aniline-1-13C, Anilin [Czech], Caswell No. 051C, 62-53-3(methanol), Huile d'aniline [French], Phenyleneamine, D'aniline, RCRA waste no. U012, Anilina [Italian, Polish], Aniline-1-13c,99 atom % 13c, CCRIS 44, 136260-71-4, Aniline and homologs, Aniline and homologues, EINECS 200-539-3, UNII-SIR7XX2F1K, UN1547, cyanole, BIDD:ER0581, phenyl amine, phenyl-amine, AI3-03053, Aniline solution, 8-aniline, Benzene, amino-, Aniline in methanol, Fentanyl impurity F, PhNH2, Aniline, ACS  Grade, ANILINUM [HPUS], ANILINE [HSDB], ANILINE [IARC], ANILINE [MI], ANILINE [MART.], Mesalazine EP Impurity K, ANILINE [USP-RS], ANILINE [WHO-DD], CHEMBL538, Epitope ID:117704, EC 200-539-3, SCHEMBL5207, Aniline, analytical standard, Aniline, AR, >=99%, Aniline, LR, >=99%, SCHEMBL11803, SCHEMBL20581, SCHEMBL22106, SCHEMBL41824, C6H5NH2, SCHEMBL128217, SCHEMBL464981, Discontinued, see H924510, ANILINE [USP IMPURITY], SCHEMBL1227384, SCHEMBL1681945, SCHEMBL2922010, SCHEMBL3050204, SCHEMBL4537658, SCHEMBL4622218, SCHEMBL7573764, SCHEMBL9231132, SCHEMBL9771553, Aniline, 99.5%, ACS grade, BDBM92572, Trimethoprim specified impurity K, Aniline, ReagentPlus(R), 99%, BENZENE,AMINO  (ANILINE), MSK1225, Aniline [UN1547]  [Poison], BAA12259, STR00216, Aniline (Mesalazine EP Impurity K), Aniline, ACS reagent, >=99.5%, Tox21_200345, Aniline 10 microg/mL in Cyclohexane, EBC-47536, STK301792, AKOS000268796, Aniline 100 microg/mL in Cyclohexane, DB06728, FA07686, Aniline, ASTM, ACS reagent, 99.5%, Aniline, SAJ first grade, >=99.0%, CAS-62-53-3, Aniline, JIS special grade, >=99.0%, Aniline, p.a., ACS reagent, 99.0%, NCGC00091297-01, NCGC00091297-02, NCGC00091297-03, NCGC00257899-01, BP-12047, FENTANYL IMPURITY F [EP IMPURITY], Aniline, PESTANAL(R), analytical standard, DB-013441, MESALAZINE IMPURITY K [EP IMPURITY], A0463, NS00010656, TRIMETHOPRIM IMPURITY K [EP IMPURITY], EN300-33390, C00292, SBI-0653858.0001, AMINOBENZOIC ACID IMPURITY C [EP IMPURITY], F044723, F989025, Q186414, SR-01000944923, SR-01000944923-1, Q27121173, F2190-0417, InChI=1/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H, Aniline, United States Pharmacopeia (USP) Reference Standard, Aniline; Mesalazine EP Impurity K; Sodium Cyclamate EP Impurity B; Trimethoprim EP Impurity K
Theoretical properties:
molecular_formula: C6H7N
molecular_weight: 93.13 g/mol
exact_mass: 93.057849228 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 7
topological_polar_surface_area: 26 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Oily liquid; colorless when freshly distilled, darkens on exposure to air and light
color: Oily liquid; colorless when freshly distilled, darkens on exposure to air and light
odor: Hedonic tone; pungent
boiling_point: 363 to 367 °F at 760 mmHg (EPA, 1998)
melting_point: 21 °F (EPA, 1998)
density: 1.022 at 68 °F (EPA, 1998) - Denser than water; will sink
solubility: 10 to 50 mg/mL at 73 °F (NTP, 1992)
flash_point: 158 °F (EPA, 1998)
vapor_pressure: 0.67 mmHg at 77 °F (EPA, 1998)
Descriptions:
pubchem: Aniline can cause cancer according to The Environmental Protection Agency (EPA).
chebi: A primary arylamine in which an amino functional group is substituted for one of the benzene hydrogens.
chembl: ANILINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Aniline (From Portuguese: anil, meaning 'indigo shrub', and -ine indicating a derived substance) is an organic compound with the formula C6H5NH2. Consisting of a phenyl group (−C6H5) attached to an amino group (−NH2), aniline is the simplest aromatic amine. It is an industrially significant commodity chemical, as well as a versatile starting material for fine chemical synthesis. Its main use is in the manufacture of precursors to polyurethane, dyes, and other industrial chemicals. Like most volatile amines, it has the odor of rotten fish. It ignites readily, burning with a smoky flame characteristic of aromatic compounds. It is toxic to humans.
Relative to benzene, aniline is "electron-rich". It thus participates more rapidly in electrophilic aromatic substitution reactions. Likewise, it is also prone to oxidation: while freshly purified aniline is an almost colorless oil, exposure to air results in gradual darkening to yellow or red, due to the formation of strongly colored, oxidized impurities. Aniline can be diazotized to give a diazonium salt, which can then undergo various nucleophilic substitution reactions.
Like other amines, aniline is both a base (pKaH = 4.6) and a nucleophile, although less so than structurally similar aliphatic amines.
Because an early source of the benzene from which they are derived was coal tar, aniline dyes are also called coal tar dyes.