ChemicalBook > Product Catalog > Organic Chemistry > Amides > Naphthenic amines derivatives > 2-Chloroaniline
2-Chloroaniline
- Product Name:2-Chloroaniline
- CAS:95-51-2
- MF:C6H6ClN
- MW:127.57
- EINECS:202-426-4
- Mol File:95-51-2.mol
-
2-Chloroaniline Chemical Properties
- Melting point:0-3 °C
- Boiling point:208-210 °C(lit.)
- Density 1.213 g/mL at 25 °C(lit.)
- vapor density 4.41 (vs air)
- vapor pressure 0.5 hPa (20 °C)
- refractive index n
20/D 1.589
- Flash point:98 °C
- storage temp. 2-8°C
- solubility water: soluble5.13g/L at 20°C
- form Liquid
- pka2.65(at 25℃)
- color Clear pale yellow to brown
- OdorCharacteristic odour
- explosive limit2.4-14.2%(V)
- Water Solubility 5.13 g/L (20 ºC)
- Merck 14,2118
- BRN 606077
- CAS DataBase Reference95-51-2(CAS DataBase Reference)
- NIST Chemistry Referenceo-Chloroaniline(95-51-2)
- EPA Substance Registry Systemo-Chloroaniline (95-51-2)
- Hazard Codes T,N,F
- Risk Statements 23/24/25-33-50/53-39/23/24/25-11-52/53
- Safety Statements 28-36/37-45-60-61-28A-16
- RIDADR UN 2019 6.1/PG 2
- WGK Germany 2
- RTECS BX0525000
- F 8-10-23
- Autoignition Temperature>500 °C
- TSCA Yes
- HazardClass 6.1
- PackingGroup II
- HS Code 29214210
- Hazardous Substances Data95-51-2(Hazardous Substances Data)
- Language:EnglishProvider:Fast yellow GC base
- Language:EnglishProvider:SigmaAldrich
- Language:EnglishProvider:ACROS
- Language:EnglishProvider:ALFA
2-Chloroaniline Usage And Synthesis
- Chemical Propertiesclear pale yellow to brown liquid
- UsesDye intermediate, standards for colorimetric apparatus, manufacture of petroleum solvents and fungicides.
- Synthesis Reference(s)The Journal of Organic Chemistry, 39, p. 2718, 1974 DOI: 10.1021/jo00932a011
Tetrahedron Letters, 26, p. 3277, 1985 DOI: 10.1016/S0040-4039(00)98171-1 - General DescriptionClear amber liquid with an amine odor. Occurs in both alpha and beta forms.
- Air & Water ReactionsSensitive to prolonged exposure to air and darkens on exposure to light. Insoluble in water.
- Reactivity Profile2-Chloroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents.
- HazardToxic by ingestion.
- Fire Hazard2-Chloroaniline is combustible.
- Safety ProfilePoison by skin contact, ingestion, and subcutaneous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl and NOx. See also ANILINE DYES.
- Purification MethodsFree it from small amounts of the p-isomer by dissolving in one equivalent of H2SO4 and steam distilling. The p-isomer remains behind as the sulfate. [Sidgwick & Rubie J Chem Soc 1013 1921.] An alternative method is to dissolve it in warm 10% HCl (11mL/g of amine) and on cooling, o-chloroaniline hydrochloride separates out. The latter can be recrystallised until the acetyl derivative has a constant melting point (m 90o). (In this way, yields are better than via the recrystallisation of the picrate from EtOH or of the acetyl derivative from pet ether.) [King & Orton J Chem Soc 1377 1911]. [Beilstein 12 III 1281, 12 IV 1115.]
2-Chloroaniline Preparation Products And Raw materials
- Raw materialsIron2-Nitrochlorobenzene
- Preparation Products1,2-Dichlorobenzene1,3-DichlorobenzeneChlorsulfuron4-(2-KETO-1-BENZIMIDAZOLINYL)PIPERIDINE2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenylo-Chlorobenzenesulfonamideo-Phenetidine8-Chloroquinoline8-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE-4-CARBONITRILEBenazolin2-Bromochlorobenzene4-BROMO-2-CHLOROACETANILIDE2'-Chloroacetoacetanilidefluorescent whitening agent JD-3N-(2,5-Dimethoxyphenyl)-2-hydroxydibenzofuran-3-carboxamide1-(2-Chlorophenyl)-2-thiourea2-Chlorophenyl isocyanateANILAZINE2-CHLOROANILINE HYDROCHLORIDE2-Chlorobenzenesulfonyl chloride4,4'-Methylene bis(2-chloroaniline)Reactive Red 242'-Chloroacetanilide
- 2-Chlorophenethylamine 2-Chlorobenzoic acid 2-Chlorotoluene 2-Chlorobenzaldehyde 2-Chlorobenzoyl chloride Quintozine 2,3-Dichloronitrobenzene 2,5-DICHLOROPHENYL ISOCYANATE 2-CHLOROPHENYL ISOTHIOCYANATE 2-Nitrochlorobenzene 2,3-Dichlorophenyl isocyanate 2,6-Dichlorophenyl isocyanate TECNAZENE 2-Chlorophenyl isocyanate 2,3,4-TRICHLORONITROBENZENE 1-(2-Chlorophenyl)-2-thiourea 2,3,4,5-Tetrachloronitrobenzene ACID YELLOW 34 (C.I. 18890)
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