Identification | More | [Name]
3-Chloroaniline | [CAS]
108-42-9 | [Synonyms]
1-AMINO-3-CHLOROBENZENE 3-CHLOROANILINE 3-CHLOROBENZENAMINE 3-CHLOROPHENYLAMINE AKOS BBS-00003568 CHLOROANILINE(M-) CI 37005 FAST ORANGE BASE GC FAST ORANGE GC BASE LABOTEST-BB LT00436952 m-Aminochlorobenzene M-CHLOROANILINE META-CHLOROANILINE ORANGE GC BASE 1,3-aminochlorobenzene 3-Chlooranilinen 3-chloro-benzenamin 3-Cloroaniline Aniline, 3-chloro- Aniline, m-chloro- | [EINECS(EC#)]
203-581-0 | [Molecular Formula]
C6H6ClN | [MDL Number]
MFCD00007765 | [Molecular Weight]
127.57 | [MOL File]
108-42-9.mol |
Chemical Properties | Back Directory | [Appearance]
clear pale yellow to brown liquid | [Melting point ]
−11-−9 °C(lit.)
| [Boiling point ]
95-96 °C11 mm Hg(lit.)
| [density ]
1.206 g/mL at 25 °C(lit.)
| [vapor pressure ]
1 mm Hg ( 63.5 °C)
| [refractive index ]
n20/D 1.594(lit.)
| [Fp ]
255 °F
| [storage temp. ]
Store below +30°C. | [solubility ]
6.2g/l | [form ]
Liquid | [pka]
3.46(at 25℃) | [color ]
Clear pale yellow to brown | [Odor]
Characteristic odour | [PH]
7.3 (H2O)(saturated aqueous solution) | [Water Solubility ]
6.8 g/L (20 ºC) | [Decomposition ]
190°C | [Merck ]
14,2118 | [BRN ]
605969 | [Dielectric constant]
13.4(19℃) | [Stability:]
Material darkens in storage with no loss in purity, Material Darkens In Storage | [LogP]
0.77-2.03 at 25-30℃ | [CAS DataBase Reference]
108-42-9(CAS DataBase Reference) | [NIST Chemistry Reference]
m-Chloroaniline(108-42-9) | [EPA Substance Registry System]
108-42-9(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
T,N | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . R33:Danger of cumulative effects. R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . S36/37:Wear suitable protective clothing and gloves . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S60:This material and/or its container must be disposed of as hazardous waste . S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2019 6.1/PG 2
| [WGK Germany ]
2
| [RTECS ]
BX0350000
| [F ]
8-10-23 | [Autoignition Temperature]
705 °C | [Hazard Note ]
Toxic | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29214210 | [Safety Profile]
Poison by ingestion,
skin contact, subcutaneous, and intravenous
routes. Mutation data reported. When
heated to decomposition it emits toxic
fumes of Cland NOx. See also ANILINE
DYES. | [Hazardous Substances Data]
108-42-9(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 256 mg/kg LD50 dermal Rat 250 mg/kg |
Hazard Information | Back Directory | [Description]
m-Chloroaniline
is used as an intermediate for pesticides, pharmaceuticals,
and dyes. It is produced by lowpressure
hydrogenation of 3-chloronitrobenzene
in the liquid phase with noble metal and/or noble
metal sulfide catalysts. The addition of metal oxides
to the reaction helps avoid dehalogenation.
The yield is approximately 98 %. | [Chemical Properties]
3-Chloroaniline is a clear pale yellow to brown liquid, which becomes darker during storage, insoluble in water, but soluble in ethanol, ether and acid solution. | [Application]
3-Chloroaniline is the intermediate of the herbicide chloraniline, and the intermediate of the pharmaceutical diuretic antihypertensive drug hydrochlorothiazide, and can be used to produce azo dyes. 3-Chloroaniline was the only aniline compound to increase plasmaALT/GPT activity at 48 h. It is employed in the bioaugmentation of activated sludge. | [Uses]
3-Chlorobenzenamine is used in the synthesis of pyrimidoazepine analogs as serotonin 5-HT2A and 5-HT2C receptor ligands for the treatment of obesity. Also used in the synthesis of novel COX-2 inhibito
rs. | [Preparation]
3-Chloroaniline is obtained by reducing 3-Nitrochlorobenzene with iron powder in the presence of ferrous sulfate. | [Synthesis Reference(s)]
Tetrahedron Letters, 36, p. 7313, 1995 DOI: 10.1016/0040-4039(95)01474-V | [General Description]
Colorless to light amber liquid with a sweet odor. | [Air & Water Reactions]
Sensitive to prolonged exposure to air and light and tends to darken during storage. Insoluble in water. | [Reactivity Profile]
3-Chloroaniline(108-42-9) is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents. | [Fire Hazard]
3-Chloroaniline is combustible. | [Flammability and Explosibility]
Nonflammable |
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