Мы используем файлы cookie.
Продолжая использовать сайт, вы даете свое согласие на работу с этими файлами.
List of IARC Group 2B Agents - Possibly carcinogenic to humans
4,4'-Methylenedianiline
Другие языки:

4,4'-Methylenedianiline

Подписчиков: 0, рейтинг: 0
4,4′-Methylenedianiline
4-4'-methylenedianiline.svg
Names
Preferred IUPAC name
4,4′-Methylenedianiline
Other names
4,4′-Diaminodiphenylmethane; 4,4′-Methylenebisbenzenamine; MDA; para,para′-Diaminodiphenylmethane; Dianilinomethane; 4,4′-Diphenylmethanediamine; Bis(4-aminophenyl)methane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.705
EC Number
  • 202-974-4
KEGG
PubChem CID
RTECS number
  • BY5425000
UNII
UN number 2651
  • InChI=1S/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2 ☒N
    Key: YBRVSVVVWCFQMG-UHFFFAOYSA-N ☒N
  • InChI=1/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2
    Key: YBRVSVVVWCFQMG-UHFFFAOYAE
  • c1cc(N)ccc1Cc2ccc(N)cc2
Properties
C13H14N2
Molar mass 198.269 g·mol−1
Appearance Colorless solid
Odor faint, amine-like
Density 1.05 g/cm3 (100°C)
Melting point 89 °C (192 °F; 362 K)
Boiling point 398 to 399 °C (748 to 750 °F; 671 to 672 K)
0.125 g/100 ml (20 °C)
Vapor pressure 0.0000002 mmHg (20°C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 potential carcinogen
GHS labelling:
GHS08: Health hazard GHS07: Exclamation mark GHS09: Environmental hazard
Danger
H317, H341, H350, H370, H373, H411
P201, P260, P273, P280, P308+P313
Flash point 190 °C; 374 °F; 463 K
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 0.010 ppm ST 0.100 ppm
REL (Recommended)
 Ca
IDLH (Immediate danger)
 Ca [N.D.]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

4,4′-Methylenedianiline (MDA) is an organic compound with the formula CH2(C6H4NH2)2. It is a colorless solid, although commercial samples can appear yellow or brown. It is produced on an industrial scale, mainly as a precursor to polyurethanes.

Synthesis and applications

In the industrial production, MDA is produced by reaction of formaldehyde and aniline in the presence of hydrochloric acid.

MDA is consumed mainly as a precursor to Methylene diphenyl diisocyanate (MDI). MDA is treated with phosgene to produce MDI. MDI is a precursor to many polyurethane foams. Lower quantities are used as hardeners in epoxy resins and adhesives, as well as in the production of high-performance polymers. Additionally, hydrogenation of MDA can be performed to produce 4,4,diaminodicyclohexylmethane, which is also used in polymer chemistry.

Safety

MDA is considered a potential occupational carcinogen by the US National Institute for Occupational Safety and Health. The Occupational Safety and Health Administration has set a permissible exposure limit at 0.01 ppm over an eight-hour time-weighted average, and a short-term exposure limit at 0.1 ppm.

It is suspected carcinogen. It is included in the "substances of very high concern" list of the European Chemicals Agency (ECHA). The compound was blamed in a mass poisoning in the vicinity of Epping, Essex, United Kingdom during 1965 during which 84 individuals were poisoned through accidental contamination of flour used to make bread.

Related compounds

External links


Новое сообщение