Aniline
PubChem CID: 6115
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| Compound Synonyms | ANILINE, Benzenamine, Phenylamine, 62-53-3, Aminobenzene, Aminophen, Arylamine, Kyanol, Anilin, Cyanol, Benzeneamine, Krystallin, Benzidam, Anyvim, Anilina, Huile D'aniline, C.I. Oxidation Base 1, Rcra waste number U012, CI Oxidation Base 1, Caswell No. 051C, Anilinum, C.I. 76000, HSDB 43, ANILINE-N,N-D2, CCRIS 44, NCI-C03736, Aniline and homologues, Aniline reagent, UN 1547, CHEBI:17296, UNII-SIR7XX2F1K, SIR7XX2F1K, EINECS 200-539-3, MFCD00007629, EPA Pesticide Chemical Code 251400, Aniline-1-13C, CI 76000, DTXSID8020090, AI3-03053, DTXCID9090, EC 200-539-3, Benzene, amino, Anilin [Czech], ANILINE (IARC), ANILINE [IARC], ANILINE (MART.), ANILINE [MART.], ANILINE (USP-RS), ANILINE [USP-RS], Huile d'aniline [French], ANILINE (USP IMPURITY), ANILINE [USP IMPURITY], Phenyleneamine, D'aniline, RCRA waste no. U012, Anilina [Italian, Polish], FENTANYL IMPURITY F (EP IMPURITY), FENTANYL IMPURITY F [EP IMPURITY], Aniline and homologs, MESALAZINE IMPURITY K (EP IMPURITY), MESALAZINE IMPURITY K [EP IMPURITY], TRIMETHOPRIM IMPURITY K (EP IMPURITY), TRIMETHOPRIM IMPURITY K [EP IMPURITY], UN1547, benzenaminium, cyanole, BIDD:ER0581, phenyl amine, phenyl-amine, 8-aniline, Benzene, amino-, Fentanyl impurity F, Aniline, Aminobenzene, PhNH2, ANILINUM [HPUS], ANILINE [HSDB], ANILINE [MI], ANILINE [WHO-DD], CHEMBL538, Epitope ID:117704, Aniline, analytical standard, Aniline, AR, >=99%, Aniline, LR, >=99%, C6H5NH2, Discontinued, see H924510, Aniline, 99.5%, ACS grade, BDBM92572, Trimethoprim specified impurity K, Aniline, ReagentPlus(R), 99%, BENZENE,AMINO (ANILINE), DTXSID50207744, DTXSID70178043, Aniline [UN1547] [Poison], BAA12259, STR00216, Aniline, ACS reagent, >=99.5%, Tox21_200345, Aniline 10 microg/mL in Cyclohexane, STK301792, AKOS000268796, Aniline 100 microg/mL in Cyclohexane, DB06728, FA07686, NCI 176889, 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, Aniline, PESTANAL(R), analytical standard, DB-013441, A0463, NS00010656, EN300-33390, C00292, SBI-0653858.0001, A833829, AMINOBENZOIC ACID IMPURITY C [EP IMPURITY], 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, 136260-71-4, 200-539-3 |
|---|---|
| Topological Polar Surface Area | 26.0 |
| Hydrogen Bond Donor Count | 1.0 |
| Heavy Atom Count | 7.0 |
| Description | Aniline is a weak base. Aromatic amines such as aniline are, in general, much weaker bases than aliphatic amines. Aniline reacts with strong acids to form anilinium (or phenylammonium) ion (C6H5-NH3+). The sulfate forms beautiful white plates. Although aniline is weakly basic, it precipitates zinc, aluminium, and ferric salts, and, on warming, expels ammonia from its salts. The weak basicity is due to a negative inductive effect as the lone pair on the nitrogen is partially delocalised into the pi system of the benzene ring., Aniline is an organic chemical compound, specifically a primary aromatic amine. It consists of a benzene ring attached to an amino group. Aniline is oily and, although colorless, it can be slowly oxidized and resinified in air to form impurities which can give it a red-brown tint. Its boiling point is 184 degree centigrade and its melting point is -6 degree centegrade. It is a liquid at room temperature. Like most volatile amines, it possesses a somewhat unpleasant odour of rotten fish, and also has a burning aromatic taste, Aniline was first isolated from the destructive distillation of indigo in 1826 by Otto Unverdorben , who named it crystalline. In 1834, Friedrich Runge (Pogg. Ann., 1834, 31, p. 65, 32, p. 331) isolated from coal tar a substance that produced a beautiful blue colour on treatment with chloride of lime, which he named kyanol or cyanol. In 1841, C. J. Fritzsche showed that, by treating indigo with caustic potash, it yielded an oil, which he named aniline, from the specific name of one of the indigo-yielding plants, Indigofera anil, anil being derived from the Sanskrit n?la, dark-blue, and n?l?, the indigo plant. About the same time N. N. Zinin found that, on reducing nitrobenzene, a base was formed, which he named benzidam. August Wilhelm von Hofmann investigated these variously-prepared substances, and proved them to be identical (1855), and thenceforth they took their place as one body, under the name aniline or phenylamine., Aniline, phenylamine or aminobenzene is an organic compound with the formula C6H7N. It is the simplest and one of the most important aromatic amines, being used as a precursor to more complex chemicals. Its main application is in the manufacture of polyurethane. Like most volatile amines, it possesses the somewhat unpleasant odour of rotten fish and also has a burning aromatic taste, it is a highly-acrid poison. It ignites readily, burning with a smoky flame., Like phenols, aniline derivatives are highly susceptible to electrophilic substitution reactions. For example, reaction of aniline with sulfuric acid at 180 °C produces sulfanilic acid, NH2C6H4SO3H, which can be converted to sulfanilamide. Sulfanilamide is one of the sulfa drugs that were widely used as antibacterials in the early 20th century., The great commercial value of aniline was due to the readiness with which it yields, directly or indirectly, dyestuffs. The discovery of mauve in 1856 by William Henry Perkin was the first of a series of an enormous range of dyestuffs, such as fuchsine, safranine and induline. In addition to its use as a precursor to dyestuffs, it is a starting-product for the manufacture of many drugs, such as paracetamol (acetaminophen, Tylenol)., it is a highly acrid poison. It ignites readily, burning with a large smoky flame. Aniline reacts with strong acids to form salts containing the anilinium (or phenylammonium) ion (C6H5-NH3+), and reacts with acyl halides (such as acetyl chloride (ethanoyl chloride), CH3COCl) to form amides. The amides formed from aniline are sometimes called anilides, for example CH3-CO-NH-C6H5 is acetanilide, for which the modern name is N-phenyl ethanamide. Like phenols, aniline derivatives are highly reactive in electrophilic substitution reactions. For example, sulfonation of aniline produces sulfanilic acid, which can be converted to sulfanilamide. Sulfanilamide is one of the sulfa drugs which were widely used as antibacterial in the early 20th century. Aniline was first isolated from the destructive distillation of indigo in 1826 by Otto Unverdorben. In 1834, Friedrich Runge isolated from coal tar a substance which produced a beautiful blue color on treatment with chloride of lime, this he named kyanol or cyanol. In 1841, C. J. Fritzsche showed that by treating indigo with caustic potash it yielded an oil, which he named aniline, from the specific name of one of the indigo-yielding plants, Indigofera anil, anil being derived from the Sanskrit, dark-blue. Aniline is found in many foods, some of which are corn, tea, white cabbage, and cabbage. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 46.1 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Enzyme Uniprot Id | P18440, P11245, P22760 |
| Uniprot Id | P18440, P11245, P22760, A4Z6T7, A4Z6T8, A4Z6T9, A4Z6U4, A4Z6U6, A4Z6U7, A4Z6U9, A4Z6V9, A4Z6Y1, A4Z6Y3, A4Z6Y5, A4Z737, A4Z787, A4Z7F6, A4Z7H3, A4Z7J7, A4Z7K4, A4Z7P9, A4Z7V0, A4Z867, Q400I7, Q400J6, Q6U7I7, Q9HAQ5, n.a., P16473, P22310, P00720, P04798, Q16678 |
| Iupac Name | aniline |
| Prediction Hob | 1.0 |
| Class | Benzene and substituted derivatives |
| Target Id | NPT210 |
| Xlogp | 0.9 |
| Superclass | Benzenoids |
| Subclass | Anilines |
| Molecular Formula | C6H7N |
| Prediction Swissadme | 0.0 |
| Inchi Key | PAYRUJLWNCNPSJ-UHFFFAOYSA-N |
| Fcsp3 | 0.0 |
| Logs | -0.149 |
| Rotatable Bond Count | 0.0 |
| State | Liquid |
| Logd | 0.912 |
| Synonyms | 2424-53-5 (monosulfate), 542-11-0 (hydrobromide), Aminobenzene, Aminophen, Anilin, Anilina, Aniline (and salts), ANILINE (SEE ALSO ANILINE HYDROCHOLORIDE 142-04-1), Aniline [UN1547] [Poison], Aniline and homologs, Aniline and homologues, Aniline hydrobromide, Aniline oil, Aniline oil, phenylamine, Aniline reagent, ANILINE- 2,3,4,5,6-D5, Aniline, acs, Aniline(S#299)-Liq, Anilinum, Anyvim, Aromatic amine, Arylamine, Benzamine, Benzenamine, Benzene, amino, Benzene, amino-, Benzene,amino (aniline), Benzeneamine, Benzidam, Blue oil, C.I. Oxidation base 1, CI Oxidation Base 1, Cyanol, D'Aniline, HSDB 43, Krystallin, Kyanol, Phenylamine, Phenyleneamine, Aniline aluminium salt, Aniline dihydrofluoride, Aniline diphosphate (1:1), Aniline diphosphate (3:1), Aniline diphosphate (4:1), Aniline hydrochloride, Aniline hydrochloride-(14)C-labeled CPD, Aniline hydrochloride-(15)N-labeled CPD, Aniline hydrofluoride, Aniline hydrogen iodide, Aniline monosulfate, Aniline nitrate, Aniline perchlorate, Aniline phosphate (1:1), Aniline phosphate (1:2), Aniline phosphate (2:1), Aniline phosphonate (1:1), Aniline sulfate, Aniline sulfate (2:1), Aniline sulfate (2:1), (14)C-labeled CPD, Aniline, (13)C-labeled CPD, Aniline, (14)C-labeled CPD, Aniline, 15N-labeled CPD, Aniline, 2-(13)C-labeled CPD, Aniline, 3-(13)C-labeled CPD, Aniline, 3H-labeled CPD, Aniline, 4-(13)C-labeled CPD, Aniline, conjugate acid, Aniline, ion(1+), Aniline, magnesium (1:1) salt, Aniline, monolithium salt, Aniline, sodium salt |
| Substituent Name | Aniline, Primary aromatic amine, Hydrocarbon derivative, Primary amine, Organonitrogen compound, Amine, Aromatic homomonocyclic compound |
| Compound Name | Aniline |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 93.0578 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 93.0578 |
| Hydrogen Bond Acceptor Count | 1.0 |
| Molecular Weight | 93.13 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Esol | -1.6186855142857142 |
| Inchi | InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2 |
| Smiles | C1=CC=C(C=C1)N |
| Nring | 1.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | Aniline and substituted anilines |
- 1. Outgoing r'ship
FOUND_INto/from Allium Sativum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Apium Graveolens (Plant) Rel Props:Source_db:fooddb_chem_all - 3. Outgoing r'ship
FOUND_INto/from Brassica Oleracea (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Camellia Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all - 5. Outgoing r'ship
FOUND_INto/from Daucus Carota (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all - 7. Outgoing r'ship
FOUND_INto/from Malus Pumila (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all