4,4'-Methylenedianiline

4,4′-Methylenedianiline
Names
	Preferred IUPAC name 4,4′-Methylenedianiline
	Other names MDA ; dadpm ; 4,4′-Diaminodiphenylmethane ; 4,4′-Methylenebisbenzenamine ; para,para′-Diaminodiphenylmethane ; Dianilinomethane ; 4,4′-Diphenylmethanediamine ; Bis(4-aminophenyl)methane
Identifiers
CAS Number	101-77-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:32506 ;
ChEMBL	ChEMBL85728 ;
ChemSpider	7296 ;
ECHA InfoCard	100.002.705
EC Number	202-974-4;
KEGG	C14288 ;
PubChem CID	7577;
RTECS number	BY5425000;
UNII	GG5LL7OBZC ;
UN number	2651
CompTox Dashboard (EPA)	DTXSID6022422 ;
	InChI 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 Key: YBRVSVVVWCFQMG-UHFFFAOYSA-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;
	SMILES c1cc(N)ccc1Cc2ccc(N)cc2;
Properties
Chemical formula	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)
Solubility in water	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:
Pictograms
Signal word	Danger
Hazard statements	H317, H341, H350, H370, H373, H411
Precautionary statements	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). verify (what is ?) Infobox references

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.

Names

Preferred IUPAC name 4,4′-Methylenedianiline
Other names MDA dadpm 4,4′-Diaminodiphenylmethane 4,4′-Methylenebisbenzenamine para,para′-Diaminodiphenylmethane Dianilinomethane 4,4′-Diphenylmethanediamine Bis(4-aminophenyl)methane
Identifiers
CAS Number	101-77-9^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:32506^N
ChEMBL	ChEMBL85728^N
ChemSpider	7296^N
ECHA InfoCard	100.002.705
EC Number	202-974-4
KEGG	C14288^N
PubChem CID	7577
RTECS number	BY5425000
UNII	GG5LL7OBZC^Y
UN number	2651
CompTox Dashboard (EPA)	DTXSID6022422
InChI 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
SMILES c1cc(N)ccc1Cc2ccc(N)cc2
Properties
Chemical formula	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)
Solubility in water	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:
Pictograms
Signal word	Danger
Hazard statements	H317, H341, H350, H370, H373, H411
Precautionary statements	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 ^YN ?) Infobox references