p-Phenylenediamine
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p-Phenylenediamine (PPD) is an organic compound with the formula C6H4(NH2)2. This derivative of aniline is a white solid, but samples can darken due to air oxidation.[1] It is mainly used as a component of engineering polymers and composites like kevlar. It is also an ingredient in hair dyes and is occasionally used as a substitute for henna.
Quick Facts Names, Identifiers ...
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Names | |||
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Preferred IUPAC name
Benzene-1,4-diamine | |||
Other names
Paraphenylenediamine 1,4-Diaminobenzene 1,4-Phenylenediamine | |||
Identifiers | |||
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3D model (JSmol) |
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749029 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider |
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DrugBank | |||
ECHA InfoCard | 100.003.096 | ||
EC Number |
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KEGG |
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PubChem CID |
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RTECS number |
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UNII | |||
UN number | 1673 | ||
CompTox Dashboard (EPA) |
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Properties | |||
C6H8N2 | |||
Molar mass | 108.144 g·mol−1 | ||
Appearance | White crystalline solid, darkens upon exposure to air[1] | ||
Melting point | 145 to 147 °C (293 to 297 °F; 418 to 420 K)[1] | ||
Boiling point | 267 °C (513 °F; 540 K)[1] | ||
10% at 40°C, 87% at 107 C, 100% at 140 C [2] | |||
Vapor pressure | <1 mmHg (20°C)[3] | ||
Acidity (pKa) |
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-70.28·10−6 cm3/mol | |||
Hazards | |||
GHS labelling: | |||
Danger | |||
H301, H311, H317, H319, H331, H410 | |||
P261, P264, P270, P271, P272, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P333+P313, P337+P313, P361, P363, P391, P403+P233, P405, P501 | |||
NFPA 704 (fire diamond) | |||
Flash point | 156 °C; 312 °F; 429 K[3] | ||
400 °C (752 °F; 673 K) | |||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose) |
80 mg/kg (rat, oral) 98 mg/kg (rat, oral) 145 mg/kg (guinea pig, oral)[6] | ||
LDLo (lowest published) |
250 mg/kg (rabbit, oral) 100 mg/kg (cat, oral)[6] | ||
NIOSH (US health exposure limits): | |||
PEL (Permissible) |
TWA 0.1 mg/m3 [skin][3] | ||
REL (Recommended) |
TWA 0.1 mg/m3 [skin][3] | ||
IDLH (Immediate danger) |
25 mg/m3[3] | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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