Chloroaniline

Title: Chloroaniline
Molecular Formula: C6H6ClN
Molecular Weight: 127.57
Percent Composition: C 56.49%, H 4.74%, Cl 27.79%, N 10.98%
Literature References: Prepn of m-, o- and p-isomers: Sidgwick, Rubie, J. Chem. Soc. 119, 1013 (1921). Manufacture of m- and p-isomers by catalytic hydrogenation of chloronitrobenzene: Pray, Trager, US 2791613 (1957 to Columbia-Southern Chem.); by reduction of chloronitrobenzene with NaHS: Latourette et al., US 2894035 (1959 to Food Machinery & Chem.). Properties of o-isomer: Dreisbach, Martin, Ind. Eng. Chem. 41, 2875 (1949). Toxicity data: H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 23, 95 (1962).
Derivative Type: m-Chloroaniline
CAS Registry Number: 108-42-9
Additional Names: 3-Chlorobenzenamine
Properties: Liquid, bp 230.5°. mp -10.4°. d422 1.2150. nD20 1.5931. Practically insol in water. Sol in most common organic solvents.
Melting point: mp -10.4°
Boiling point: bp 230.5°
Index of refraction: nD20 1.5931
Density: d422 1.2150
Derivative Type: o-Chloroaniline
CAS Registry Number: 95-51-2
Properties: Liquid. At 99.61 mol-% purity, bp 208.84°; mp -1.94°. d422 1.2114. nD20 1.5895. Practically insol in water. Sol in acid and in most organic solvents.
Melting point: mp -1.94°
Boiling point: bp 208.84°
Index of refraction: nD20 1.5895
Density: d422 1.2114
Derivative Type: p-Chloroaniline
CAS Registry Number: 106-47-8
Properties: Orthorhombic crystals from alcohol or petr ether, mp 72.5°. bp 232°. d477 1.169. Sol in hot water; freely sol in alcohol, ether, acetone, carbon disulfide. LD50 orally in rats: 0.31 g/kg (Smyth).
Melting point: mp 72.5°
Boiling point: bp 232°
Density: d477 1.169
Toxicity data: LD50 orally in rats: 0.31 g/kg (Smyth)
Chloroarsenol Chloroazodin Chlorobenzene Chlorobenzilate Chlorocresol

4-Chloroaniline
4-Chloranilin.svg
Identifiers
CAS number 106-47-8 YesY
PubChem 7812
ChemSpider 7524 YesY
KEGG C14450 YesY
ChEMBL CHEMBL15888 N
Jmol-3D images Image 1
Properties
Molecular formula C6H6ClN
Molar mass 127.57154 g/mol
Appearance pale yellow solid
Density 1.43 g·cm−3
Melting point 72.5 °C; 162.5 °F; 345.6 K
Boiling point 232 °C; 450 °F; 505 K
Solubility in water 2.6 g/litre at 20 °C (Scheunert, 1981)
Hazards
MSDS External MSDS
Main hazards Very toxic, possible carcinogen. Absorbed through skin.[1]
Flash point 113 °C; 235 °F; 386 K
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

4-Chloroaniline is an organochlorine compound with the formula ClC6H4NH2. This pale yellow solid is one of several known chloroanilines.