Description

2-Chloro-p-Phenylenediamine (CAS No. 615-66-7) is a high-purity aromatic diamine compound with the molecular formula C₆H₇ClN₂. This fine chemical, also known by its IUPAC name 2-chlorobenzene-1,4-diamine, is a valuable intermediate in organic synthesis and specialty chemical manufacturing. The product is supplied as a crystalline solid with typical purity levels of ≥97%, making it suitable for research and industrial applications. Its unique structure, featuring both amine functional groups and a chloro substituent on the benzene ring, enables diverse reactivity in coupling and condensation reactions. Proper handling requires storage in a cool, dry environment protected from light and moisture to maintain stability. This compound is particularly useful in the synthesis of dyes, pigments, and pharmaceutical intermediates where its electron-donating and accepting properties can be exploited.

Properties

• CAS Number: 615-66-7
• Complexity: 97.1
• IUPAC Name: 2-chlorobenzene-1,4-diamine
• InChI: InChI=1S/C6H7ClN2/c7-5-3-4(8)1-2-6(5)9/h1-3H,8-9H2
• InChI Key: MGLZGLAFFOMWPB-UHFFFAOYSA-N
• Exact Mass: 142.0297759
• Molecular Formula: C6H7ClN2
• Molecular Weight: 142.58
• SMILES: C1=CC(=C(C=C1N)Cl)N
• Topological: 52
• Monoisotopic Mass: 142.0297759
• Physical Description: Solid;
• Synonyms: 615-66-7, 2-Chloro-1,4-diaminobenzene, 1,4-Benzenediamine, 2-chloro-, 2-Chloro-1,4-phenylenediamine, Ursol Brown O, 2-CHLORO-P-PHENYLENEDIAMINE, 3-Chloro-4-aminoaniline, 1,4-Diamino-2-chlorobenzene, 2-Chloro-1,4-benzenediamine, o-Chloro-p-phenylenediamine, 2-Chloro-4-phenylenediamine, p-Phenylenediamine, 2-chloro-, 2-Chlor-p-fenylendiamin, 3-Chlor-p-fenylendiamin, C.I. 76065, HSDB 4126, 2-Chlor-p-fenylendiamin [Czech], 3-Chlor-p-fenylendiamin [Czech], 3-Chloro-p-fenylendiamin, 2-Chloro-(1,4-phenylenediamine), 3-Chloro-p-fenylendiamin [Czech], EINECS 210-441-2, BRN 2802557, W949BCC82R, CI 76065, CHEBI:76598, 2,5-diaminochlorobenzene, 4-amino-2-chloroaniline, DTXSID3043944, 4-13-00-00221 (Beilstein Handbook Reference), 2-CHLORO-P-PHENYLENEDIAMINE [HSDB], 3-CHLORO-P-FENYLENDIAMIN (CZECH), 2Chlorpfenylendiamin, 3Chlorpfenylendiamin, 3Chloro4aminoaniline, 3Chloropfenylendiamin, oChloropphenylenediamine, 1,4Diamino2chlorobenzene, 2Chloro1,4benzenediamine, 2Chloro1,4diaminobenzene, pPhenylenediamine, 2chloro, 1,4Benzenediamine, 2chloro, 2Chloro(1,4phenylenediamine), DTXCID1023944, 2-CHLORO-P-PHENYLENEDIAMINE [INCI], 210-441-2, 2-chlorobenzene-1,4-diamine, MFCD00128931, UNII-W949BCC82R, salzsaurem p-Phenylendiamin, SCHEMBL33731, 2-Chloro-benzene-1,4-diamine, SCHEMBL2907466, SCHEMBL9793509, CHEMBL1619318, SCHEMBL28275957, BCP19761, 2-Chlorobenzene-1 pound not4-diamine, AKOS005259472, UPCMLD0ENAT5883800:001, NCGC00090823-02, AC-11816, DS-17937, SY116664, DB-072991, C3054, CS-0157060, NS00013454, EN300-33942, D71131, Q27146147, InChI=1/C6H7ClN2/c7-5-3-4(8)1-2-6(5)9/h1-3H,8-9H, 2-chloro-p-phenylenediamine;2-chloro-1,4-phenylenediamine;2-chloro-4-phenylenediamine

Application

2-Chloro-p-Phenylenediamine serves as a key intermediate in the synthesis of hair dyes and oxidation colorants, particularly in permanent hair coloring formulations. The compound finds application in the production of azo dyes and pigments for textiles and specialty coatings. In pharmaceutical research, it is utilized as a building block for heterocyclic compounds with potential biological activity. The material is also investigated for use in polymer chemistry as a monomer or curing agent for specialty resins.

Safety and Hazards

GHS Hazard Statements

• H302: Harmful if swallowed [Warning Acute toxicity, oral]
• H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

Precautionary Statements

• P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• Acute Tox. 4 (50%)

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