Diphenylamine

  • N-phenylbenzeneamine
  • Anilinobenzene
  • N,N-Diphenylamine
Formula
(C6H5)2NH
Structure
Description
Very pale tan-amber to brown crystalline solid, discolors in light, pleasant floral odor.
Uses
Manufacture of dyes, stabilizing nitrocellulose explosives & celluloid, in analytical chemistry for detection of nitrates, chlorates and other oxidizing substances with which, in presence of sulfuric acid, it gives a deep-blue color, fungicide.

Registry Numbers and Inventories.
CAS
122-39-4
EC (EINECS/ELINCS)
204-539-4
EC Index Number
612-026-00-5
EC Class
Toxic; Danger of cumulative effects; Dangerous for the Environment
R 23/24/25 33 50/53
S 28 36/37 45 60 61
RTECS
JJ7800000
RTECS class
Agricultural Chemical and Pesticide; Mutagen; Reproductive Effector
UN (DOT)
2811
Merck
13,3349
Beilstein/Gmelin
508755
Beilstein Reference
4-12-00-00271
RCRA
K083; K104
EPA OPP
38501
Swiss Giftliste 1
G-51496
Canada DSL/NDSL
DSL
US TSCA
Listed
Austrailia AICS
Listed
New Zealand
Listed
Japan ENCS (MITI)
Listed
Korea ECL
Listed

Properties.
Formula
C12H11N
Formula mass
169.23
Melting point, °C
53 - 54
Boiling point, °C
302
Vapor pressure, mmHg
0.00021 (20 C)
Vapor density (air=1)
5.82
Critical temperature
658
Critical pressure
80.3
Density
1.165 g/cm3 (20 C)
Solubility in water
Insoluble
Viscosity
6.1 cp (50 C)
Surface tension
39.2 g/s2 (60 C)
Refractive index
1.6189 (64 C)
pKa/pKb
12.22 (pKb)
Partition coefficient, pKow
3.17
Heat of fusion
17.8 kJ/mol
Heat of vaporization
69.9 kJ/mol
Heat of combustion
-6436 kJ/mol

Hazards and Protection.
Storage
Keep away from sources of ignition. Do not store in direct sunlight. Store in a tightly closed container. Keep from contact with oxidizing materials. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from light.
D1B
Handling
Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Do not ingest or inhale. Store protected from light.
Protection
Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
Respirators
Follow the OSHA respirator regulations found in 29CFR 1910.134 or European Standard EN 149. Always use a NIOSH or European Standard EN 149 approved respirator when necessary.
Small spills/leaks
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, using the appropriate protective equipment. Avoid generating dusty conditions. Provide ventilation.
Disposal code
9
Stability
Stable under normal shipping and handling conditions.
Incompatibilities
Oxidizing agents, strong acids, isocyanates, hexachloromelamine, organic anhydrides, aldehydes, trichloromelamine.
Decomposition
Nitrogen oxides, carbon monoxide, carbon dioxide.

Fire.
Flash Point,°C
153
Autoignition, °C
630
Upper exp. limit, %
5.4
Lower exp. limit, %
0.7
Fire fighting
Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. This material in sufficient quantity and reduced particle size is capable of creating a dust explosion. Extinguishing media: Water or foam may cause frothing. In case of fire, use carbon dioxide, dry chemical powder or appropriate foam.
Fire potential
Nonflammable.
Hazards
Contact with metals may evolve flammable hydrogen gas.
Combustion products
Toxic oxides of nitrogen may form in fire.
Health
2
 
Flammability
1
 
 
Reactivity
0
 

Health.
Exposure limit(s)
TLV (as TWA): ppm; 10 mg/m3 (ACGIH 1995-1996). NIOSH REL: TWA 10 mg/m3
Poison_Class
3
Exposure effects
Prolonged or repeated skin contact may cause dermatitis. May cause reproductive and fetal effects. There is a danger of cumulative effects.
   Ingestion
May cause irritation of the digestive tract. May cause effects similar to those of acute inhalation.
   Inhalation
Inhalation of vapor may cause respiratory tract irritation. May cause methemoglobinemia, cyanosis, convulsions, tachycardia, dyspnea, and death. May cause adverse central nervous system effects including headache, convulsions, and possible death. May cause bladder injury and hypertension.
   Skin
Causes skin irritation. May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
   Eyes
Causes eye irritation.

First aid
 
   Ingestion
Never give anything by mouth to an unconscious person. Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
   Inhalation
Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
   Skin
Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
   Eyes
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.

Transport.
UN number
2811
Response guide
Hazard class
6.1
Packing Group
I; II; III
 
USCG CHRIS Code
DAM
 
9 Aromatic amines
HS Code
2921 44 00
 
IMO Pollution Category
B
IMO Hazard code
P