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524212

Sigma-Aldrich

N-Methyldiphenylamine

96%

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About This Item

Linear Formula:
(C6H5)2NCH3
CAS Number:
552-82-9
Molecular Weight:
183.25
EC Number:
209-023-2
MDL number:
MFCD00041900
UNSPSC Code:
12352100
PubChem Substance ID:
24874397
NACRES:
NA.22

Quality Level

100

assay

96%

refractive index

n20/D 1.623 (lit.)

bp

293 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

SMILES string

CN(c1ccccc1)c2ccccc2

InChI

1S/C13H13N/c1-14(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11H,1H3

InChI key

DYFFAVRFJWYYQO-UHFFFAOYSA-N

Related Categories

General description

N-Methyldiphenylamine is an aromatic tertiary amine. It undergoes transformation to N-methylcarbazole (C) via a photochemical reaction.

Application

N-Methyldiphenylamine may be used for the synthesis of phosphonium ion salts. It may also be used as a starting reagent for the preparation of bis(4-carboxyphenyl)-N-methylamine (H2CPMA).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reaction patterns and kinetics of the photoconversion of N-methyldiphenylamine to N-methylcarbazole.
Forster EW, et al.
Journal of the American Chemical Society, 95(10), 3108-3115 (1973)
Tae Kyung Kim et al.
Inorganic chemistry, 52(2), 589-595 (2012-12-29)
A luminescent lithium metal-organic framework (MOF) is constructed from the solvothermal reaction of Li(+) and a well-designed organic ligand, bis(4-carboxyphenyl)-N-methylamine (H(2)CPMA). A Li-based MOF can detect an explosive aromatic compound containing nitro groups as an explosophore, by showing a dramatic
Frustrated Lewis pair-mediated C?O or C?H bond activation of ethers.
Holthausen MH, et al.
Chemical Communications (Cambridge, England), 50(70), 10038-10040 (2014)
Natália M Monezi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 173, 462-467 (2016-10-08)
The distinct thermochromism observed in solutions containing N,N-dimethylaniline (DMA) and N,N-diethylaniline (DEA) and SO2 was investigated by resonance Raman spectroscopy in a wide range of temperatures. The results indicate in addition to the charge transfer (CT) complexes DMA-SO2 and DEA-SO2
Minoru Yamaji et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 14(9), 1673-1684 (2015-07-07)
Photochemical processes of 4-tert-butyl-4'-methoxydibenzoylmethane (Avobenzone, AB), 4-phenylbenzoylbenzoyl-, 4-phenylbenzoyl-2'-furanyl- and 4-phenylbenzoyl-2'-thenoylmethanes (PB@Ph, PB@F and PB@T, respectively) substituted with Br and Cl at the C2 position were studied by stationary and laser flash photolyses in solution. The absorption spectral features showed that

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