Compound: 4,4'-Methylenedianiline
SMILES: Nc1ccc(Cc2ccc(N)cc2)cc1
InChIKey: YBRVSVVVWCFQMG-UHFFFAOYSA-N
Synonyms: 4,4'-Methylenedianiline, 101-77-9, 4,4'-DIAMINODIPHENYLMETHANE, Dadpm, Methylenedianiline, 4-[(4-aminophenyl)methyl]aniline, Bis(4-aminophenyl)methane, Dianilinemethane, Dianilinomethane, p,p'-Methylenedianiline, Epicure DDM, Epikure DDM, Curithane, 4-(4-Aminobenzyl)aniline, Benzenamine, 4,4'-methylenebis-, Jeffamine AP-20, p,p'-Diaminodiphenylmethane, Sumicure M, 4,4'-Diphenylmethanediamine, Ancamine TL, Bis(p-aminophenyl)methane, Di(4-aminophenyl)methane, Methylenebis(aniline), Bis-p-aminofenylmethan, 4,4'-Methylene dianiline, Di-(4-aminophenyl)methane, Araldite hardener 972, 4,4'-Methylenebis(benzeneamine), p,p'-Diaminodifenylmethan, 4,4'-Methylenebisaniline, 4,4'-Diaminodiphenylmethan, Avaldite HT 972, NCI-C54604, 4,4'-Methylenebis(aniline), HT 972, Bis(aminophenyl)methane, GG5LL7OBZC, 4,4'-Methylenedibenzenamine, Methylenebis[aniline], CHEBI:32506, alpha-(p-aminophenyl)-p-toluidine, NSC-4709, 4,4'-Methylenebis[aniline], 4,4-DIAMINODIPHENYLMETHANE, 4-((4-aminophenyl)methyl)aniline, 4,4'-MDA, RefChem:506839, para, para'-diaminodiphenyl-methane, 202-974-4, Tonox, 4,4-Methylenedianiline, Diaminodiphenylmethane, 4,4'-Methylenebisbenzenamine, Aniline, 4,4'-methylenedi-, 4,4'-Dimethylenediamine, Methylenedianiline (VAN), DTXSID6022422, NSC 4709, 4,4'-Diaminobiphenyl methane, 4,4'-Methylenedianiline--d8, 4,4'-Diaminodiphenylmethane (MDA), 4,4'-methanediyldianiline, 4,4'-methylene-dianiline, 4,4?-Diaminodiphenylmethane, 4,4'-Methylene(bisaniline), 4,4'-Diaminodiphenyl methane, 1219795-26-2, BIS-(4-AMINOPHENYL)METHANE, MFCD00007914, p-Toluidine, .alpha.-(p-aminophenyl)-, DTXCID402422, 4-[(4-aminophenyl)methyl]phenylamine, CAS-101-77-9, Bis-p-aminofenylmethan [Czech], CCRIS 1010, HSDB 2541, p,p'-Diaminodifenylmethan [Czech], UNII-GG5LL7OBZC, 4,4-Methylene-13c-dianiline,99 atom % 13c, EINECS 202-974-4, p-Toluidine, alpha-(p-aminophenyl)-, UN2651, 4,4'-Diaminodiphenylmethan [German], BRN 0474706, AI3-02615, bis-p-aminophenylmethane, A1IHK, Aniline,4'-methylenedi-, p, p'-Methylenedianiline, di-(p-aminophenyl)methane, METHYLENEDIANILINE-, Epitope ID:116050, 4,4'-Methylenedi-Aniline, Di(para-aminophenyl)methane, EC 202-974-4, WLN: ZR D1R DZ, 4,4'-diaminobiphenylmethane, methylenebis(4-aminobenzene), Oprea1_406523, SCHEMBL28001, Benzenamine,4'-methylenebis-, MLS002303003, 4, 4'-Diphenylmethanediamine, 4-(4-Aminobenzyl)phenylamine, BIDD:ER0255, CHEMBL85728, Dianiline, 4,4'-methylene-, 4, 4'-Methylenebis(aniline), 4,4'-Methylenebis-Benzenamine, Bis-p-aminofenylmethan(CZECH), SCHEMBL2196895, SCHEMBL5253436, SCHEMBL6424853, 4,4 -METHYLENEDIANILINE, Benzenamine,4-4'-methylenebis-, 4-(4-Aminobenzyl)phenylamine #, MSK1209, NSC4709, HMS3091M08, 4,4-DIPHENYLMETHANE DIAMINE, AAA10177, p, p'-Diaminodifenylmethan(CZECH), Tox21_201723, Tox21_300141, BBL022928, EBC-44125, SBB058722, STK988515, 4,4'-DIPHENYLMETHANE DIAMINE, 4, 4'-Diaminodiphenylmethan(GERMAN), AKOS000118778, Aniline, 4,4'-methylenedi- (8CI), MSK1209-1000M, CCG-103567, SDCCGMLS-0066191.P001, UN 2651, 4,4'-METHYLENEDIANILINE [HSDB], 4,4'-METHYLENEDIANILINE [IARC], NCGC00091159-01, NCGC00091159-02, NCGC00091159-03, NCGC00091159-04, NCGC00254163-01, NCGC00259272-01, P,P'-DIAMINODIPHENYLMETHANE [MI], AC-10921, MSK1209-1000, PD074403, SMR000019102, VS-07280, DB-058699, M0220, NS00003356, ST50406593, EN300-19463, 4,4'-Diaminodiphenylmethane, >=97.0% (GC), 4,4'-Diaminodiphenylmethane, analytical standard, 4-(4-Aminobenzyl)phenylamine (ACD/Name 4.0), Q229848, SR-01000394053, 4,4'-Diaminodiphenyl methane [UN2651]  [Poison], SR-01000394053-1, 4,4 inverted exclamation mark -Diaminodiphenylmethane, F0921-0063, Z104473930, Bis-(4-aminophenyl)methane 100 microg/mL in Acetonitrile, 4,4?-Diaminodiphenylmethane Solution in Methanol, 1000?g/mL, 4,4_-Diaminodiphenylmethane Solution in Methanol, 1000ug/mL, 4,4'-Diaminodiphenylmethane, certified reference material, TraceCERT(R), InChI=1/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H
Theoretical properties:
molecular_formula: C13H14N2
molecular_weight: 198.26 g/mol
exact_mass: 198.115698455 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 15
topological_polar_surface_area: 52 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from water or benzene
color: Crystals from water or benzene
odor: Faint, amine-like odor
boiling_point: 748 to 750 °F at 768 mmHg (NTP, 1992)
melting_point: 197 to 198 °F (NTP, 1992)
density: 1.15 at 77 °F (NTP, 1992) - Denser than water; will sink
solubility: less than 1 mg/mL at 66 °F (NTP, 1992)
flash_point: 430 °F (NTP, 1992)
vapor_pressure: 1e-07 mmHg at 77 °F (calculated) (NTP, 1992)
Descriptions:
pubchem: 4,4'-Methylenedianiline can cause cancer according to an independent committee of scientific and health experts.
chebi: An aromatic amine that is diphenylmethane substituted at the 4-position of each benzene ring by an amino group.
chembl: 4,4'-METHYLENEDIANILINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.