Benzenamine, 4,4'-methylenebis-

Formula: C₁₃H₁₄N₂
Molecular weight: 198.2637
IUPAC Standard 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
IUPAC Standard InChIKey: YBRVSVVVWCFQMG-UHFFFAOYSA-N
CAS Registry Number: 101-77-9
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript.
Other names: Aniline, 4,4'-methylenedi-; p,p'-Diaminodiphenylmethane; p,p'-Methylenedianiline; Bis(p-aminophenyl)methane; Bis(4-aminophenyl)methane; Diaminodiphenylmethane; Dianilinemethane; Epicure DDM; Epikure DDM; HT 972; Jeffamine AP-20; Methylenebis[aniline]; Methylenedianiline; Tonox; 4,4'-Diaminodiphenylmethane; 4,4'-Diphenylmethanediamine; 4,4'-Methylenebis[aniline]; 4,4'-Methylenedianiline; p-Toluidine, α-(p-aminophenyl)-; p,p'-Diaminodifenylmethan; Bis-p-aminofenylmethan; Di(4-aminophenyl)methane; DADPM; DDM; MDA; NCI-C54604; 4-(4-Aminobenzyl)aniline; 4,4'-Diaminodiphenylmethan; Ancamine TL; Araldite hardener 972; Curithane; 4,4'-Methylenebis(benzeneamine); 4,4-Methylenedianiline; Sumicure M; UN 2651; Bis(aminophenyl)methane; 4,4'-Methylenedibenzenamine; Dianiline, 4,4'-methylene-; NSC 4709
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
Data at other public NIST sites:
- Gas Phase Kinetics Database
Options:
- Switch to calorie-based units

Data at NIST subscription sites:

NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Gas phase ion energetics data

Go To: Top, References, Notes

Data compiled by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV)	Method	Reference
7.20	PI	Pykhtina, Cherednichenko, et al., 1974
7.75 ± 0.05	EI	Pignataro, Mancini, et al., 1972

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
C₇H₈N⁺	10.6 ± 0.1	?	EI	Innorta, Torroni, et al., 1973
C₁₃H₁₂N⁺	10.7 ± 0.1	NH₂	EI	Innorta, Torroni, et al., 1973

References

Go To: Top, Gas phase ion energetics data, Notes

Pykhtina, Cherednichenko, et al., 1974
Pykhtina, E.V.; Cherednichenko, L.V.; Kardash, I.E.; Evlasheva, T.I.; Sorokin, V.V.; Potapov, V.K.; Pravednikov, A.N., Ionization potentials of amines and energies of charge transfer bands in the absorption spectra of complexes of 7,7,8,8-tetracyanoquinodimethan, High Energy Chem., 1974, 8, 257, In original 307. [all data]

Pignataro, Mancini, et al., 1972
Pignataro, S.; Mancini, V.; Innorta, G.; Distefano, G., Ionization energies and ring orbital interaction in diarylmethanes and diaryleth, Z. Naturforsch., 1972, 27, 534. [all data]

Innorta, Torroni, et al., 1973
Innorta, G.; Torroni, S.; Pignataro, S.; Mancini, V., The activation energy as guiding factor in the fragmentation of substituted diphenylmethanes, Org. Mass Spectrom., 1973, 7, 1399. [all data]

Notes

Go To: Top, Gas phase ion energetics data, References

Symbols used in this document:

AE Appearance energy
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
Customer support for NIST Standard Reference Data products.