4,4'-Diaminodiphenylmethane

  • 4,4'-Methylenebisbenzeneamine
  • Methylenebis(aniline)
  • 4,4'-Methylenedianiline
Formula C13H14N2
Structure
Description A tan flake or lump solid with a faint fishlike odor.
Uses Determination of tungsten & sulfates, as corrosion inhibitor, prepn of azo dyes.

Registry Numbers and Inventories.
CAS 101-77-9
EC (EINECS/ELINCS) 202-974-4
EC Index Number 612-051-00-1
EC Class Carcinogenic Category 2; Mutagenic Category 3; Toxic; Harmful; Sensitising; Dangerous for the Environment
EC Risk Phrase R 45 39/23/24/25 43 48/20/21 51/53 68
EC Safety Phrase S 53 45 61
RTECS BY5425000
RTECS class Tumorigen; Mutagen; Human Data; Primary Irritant
UN (DOT) 2651
Merck 13,3000
Beilstein/Gmelin 474706
Beilstein Reference 4-13-00-00390
Swiss Giftliste 1 G-4894
Canada DSL/NDSL DSL
US TSCA Listed
Austrailia AICS Listed
New Zealand Listed
Japan ENCS (MITI) Listed
Korea ECL Listed

Properties.
Formula C13H14N2
Formula mass 198.27
Melting point, °C 91 - 92
Boiling point, °C 398
Vapor pressure, mmHg 1.5E-6 (25 C)
Vapor density (air=1) 6.8
Density 1.15 g/cm3 (20 C)
Solubility in water Insoluble
pKa/pKb 8.68 kJ/mol
Partition coefficient, pKow 1.59
Heat of fusion 23.0 kJ/mol
Heat of vaporization 64.9 kJ/mol

Hazards and Protection.
Storage Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
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 A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant a respirator's use.
Small spills/leaks Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, using the appropriate protective equipment. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.
Stability Stable under normal temperatures and pressures.
Incompatibilities Oxidizing agents.
Decomposition Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.

Fire.
Flash Point,°C 221
Fire fighting Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. May polymerize explosively when involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Combustible material; may burn but does not ignite readily. Extinguishing media: Do NOT get water inside containers. For small fires, use dry chemical, carbon dioxide, or water spray. For large fires, use dry chemical, carbon dioxide, alcohol-resistant foam, or water spray. Cool containers with flooding quantities of water until well after fire is out.
Fire potential May burn but does not ignite readily.
Hazards When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. May polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Combustion products Fire may produce irritating, corrosive and/or toxic gases.
NFPA Health 2
  Flammability 1  
  Reactivity 0  

Health.
Exposure limit(s) TLV: 0.1 ppm; 0.81 mg/m3 (A2) (skin) (ACGIH 1990-1991). OSHA PEL: 1910.1050 TWA 0.010 ppm ST 0.100 ppm NIOSH REL: Ca See Appendix A NIOSH IDLH: Potential occupational carcinogen
Carcinogin O, G-A3, I-2B, N-2, CP65
Poison_Class 1*
Exposure effects Prolonged exposure may cause anemia and methemoglobinemia, characterized by dizziness, drowsiness, headache, breath shortness, cyanosis, rapid heart rate and chocolate-brown colored blood. Repeated exposure may cause sensitization dermatitis. Effects may be delayed. Potential cancer hazard.
   Ingestion May cause irritation of the digestive tract. May cause methemoglobinemia, cyanosis, convulsions, and death. Methemoglobinemia is characterized by dizziness, drowsiness, headache, breath shortness, cyanosis with bluish skin, rapid heart rate and chocolate-brown colored blood. May be harmful if swallowed.
   Inhalation May cause respiratory tract irritation. Methemoglobinemia is characterized by dizziness, drowsiness, headache, breath shortness, cyanosis with bluish skin, rapid heart rate and chocolate-brown blood. Inhalation of aniline causes anoxia due to the formation of methemoglobinemia.
   Skin May cause skin irritation. May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
   Eyes May cause eye irritation.

First aid
 
   Ingestion Never give anything by mouth to an unconscious person. Get medical aid. 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. DO NOT use mouth-to-mouth respiration.
   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.
   Eyes Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.

Transport.
UN number 2651
Response guide 153
Hazard class 6.1
Packing Group III  
USCG Compatatibility Group 9. Aromatic amines
Std. Transport # 4925126