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

CCRIS 44

NCI-C03736

Aniline and homologues

Aniline reagent

UN 1547

CHEBI:17296

UNII-SIR7XX2F1K

SIR7XX2F1K

EINECS 200-539-3

ANILINE-N,N-D2

EPA Pesticide Chemical Code 251400

Aniline-1-13C

CI 76000

DTXSID8020090

AI3-03053

MFCD00007629

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

PhNH2

ANILINUM [HPUS]

ANILINE [HSDB]

ANILINE [INCI]

ANILINE [MI]

ANILINE [WHO-DD]

CHEMBL538

Epitope ID:117704

Aniline, analytical standard

Aniline, AR, >=99%

Aniline, LR, >=99%

C6H5NH2

Discontinued, see H924510

BDBM92572

Trimethoprim specified impurity K

Aniline, ReagentPlus(R), 99%

BENZENE,AMINO (ANILINE)

DTXSID50207744

DTXSID70178043

Aniline [UN1547] [Poison]

AMY11081

STR00216

Aniline, ACS reagent, >=99.5%

Tox21_200345

STK301792

AKOS000268796

DB06728

MCULE-9347486445

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

A833829

AMINOBENZOIC ACID IMPURITY C [EP IMPURITY]

Q186414

SR-01000944923

J-519591

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

The measured Henry's Law constant for aniline is 2.02X10-6 atm-cu m/mole(1). This Henry's Law constant indicates that aniline is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 12 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 131 days(SRC). Aniline's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). Aniline is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.67 mm Hg(3).
Literature: (1) Jayasinghe DS et al; Environ Sci Technol 26: 2275-81 (1992) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation Washington, DC: Taylor and Francis, (2002)

Primary anilines may bind to soils due to the ability of the aromatic amino group to form covalent bonds with humic and fulvic material in soils(1). The Koc of aniline in 5 European soils was reported in the range of 43.8-497.7(2). The Koc values in 2 silt loams were 130 and 410 with the higher value occurring in the more acidic soil(3). The Koc of aniline in colloidal organic carbon from groundwater (pH 6.5) was reported as 3,870(4). The adsorption constant for adsorption to H-montmorillonite (pH 8.35) and Na-montmorillonite (pH 6.8) is 1,300 and 130(5). The Koc of aniline in 3 silt-clay loams were 269 (pH 4.4), 48 (pH 6.5) and 16 (pH 7.2)(6). A mean Koc value of 55 was determined for aniline in 4 sewage sludges(7). The Koc in five second-generation reference EUROSOILS was 8, 32, 19, 27 and 137(8). According to a classification scheme(9), this Koc data suggests that aniline may have very high to medium mobility in soil. The pKa of aniline is 4.60(10, indicating that this compound will partially exist in the protonated (cation) form; however, in the pH range between pH5 and pH9, aniline will exist primarily in the non-protonated form; in the protonated form in the environment, cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(11). In a sorption study using pond sediment from Cherokee Park pond in Athens GA, the sorption kinetics of aniline were characterized by a rapid initial loss of aniline from the aqueous phase followed by a much slower rate of disappearance. The initial sorption was a reversible cation-exchange followed by a slower covalent-binding. It was shown that at pH values greater than the pKa, sorption kinetics were slower than at pH3.75 (rate constants of 4.53-7.95/hr above versus 13.3 below)(12).
Literature: (1) Adrian P et al; Chemosphere 18: 1599-1609 (1989) (2) Gawlik BM et al; Chemosphere 36: 2903-19 (1998) (3) Pillai P et al; Chemosphere 11: 299-317 (1982) (4) Means JC; Amer Chem Soc 186th Natl Mtg 23: 250-1 (1982) (5) Bailey GW et al; Soil Sci Soc Amer Proc 32: 222-34 (1968) (6) Lee LS et al; Environ Toxicol Chem 16: 1575-82 (1997) (7) Kordel W et al; Chemosphere 35: 107-19 (1997) (8) Gawlik BM et al; Chemosphere 41: 1337-47 (2000) (9) Swann RL et al; Res Rev 85: 17-28 (1983) (10) Perrin DD; Dissociation Constants of Organic Bases in Aqueous Solution. IUPAC Chem Data Series. Suppl. London Buttersworth (1972) (11) Doucette WJ; pp. 141-188 in Handbook of Property Estimation Methods for Chemicals. Boethling RS, Mackay D, eds. Boca Raton, FL: Lewis Publ (2000) (12) Weber EJ et al; Environ Sci Technol 35: 2470-75 (2001)
Literature: #Under short-term conditions (24-hr), the sorption of aniline in a silty clay soil was not solely dependent on cation exchange and that solubility was a consideration(1); passing rainwater through a soil column had no effect on the sorption to the silty clay soil(1). Using four Indiana soils and one Iowa soil, abiotic loss of aniline from the aqueous phase to the soil phase occurred with an initial rapid loss due to reversible mass transfer processes followed by a slow loss due to irreversible reactions(2).
Literature: (1) Donaldson FP, Nyman MC; Chemosphere 65: 854-62 (2006) (2) Fabrega-Duque JR et al; Environ Sci Technol 34: 1687-93 (2000)