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Sigma-Aldrich

N-Methylaniline

≥99%

Synonym(s):

Monomethylaniline

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About This Item

Linear Formula:
C6H5NHCH3
CAS Number:
100-61-8
Molecular Weight:
107.15
Beilstein:
741982
EC Number:
202-870-9
MDL number:
MFCD00008283
UNSPSC Code:
12352100
PubChem Substance ID:
24854143
NACRES:
NA.22

Assay

≥99%

form

liquid

refractive index

n20/D 1.571 (lit.)

bp

196 °C (lit.)

mp

−57 °C (lit.)

solubility

water: slightly soluble 30 g/L
alcohol: soluble(lit.)
diethyl ether: soluble(lit.)

density

0.989 g/mL at 25 °C (lit.)

SMILES string

CNc1ccccc1

InChI

1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3

InChI key

AFBPFSWMIHJQDM-UHFFFAOYSA-N

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General description

Chemical oxidation of N-methylaniline with dichromate (oxidant) has been studied by Raman spectroscopy.

Application

N-Methylaniline (NMA) was used in the preparation of self-assembled poly(N-methylaniline)-lignosulfonate (PNMA-LS) composite spheres with reactive silver-ion adsorbability. NMA was also used in electrodeposition of poly(N-methylaniline) (PNMA) coatings on a steel disc electrode using potentiodynamic, potentiostatic and galvanostatic techniques.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - STOT RE 2 Oral

Target Organs

Liver,spleen,Bone marrow

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Electropolymerization of poly (N-methylaniline) on mild steel: Synthesis, characterization and corrosion protection.
Yag?an A, et al.
Journal of Electroanalytical Chemistry, 578(2), 231-238 (2005)
Qiu-Feng Lü et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(33), 10935-10944 (2013-07-03)
Self-assembled poly(N-methylaniline)-lignosulfonate (PNMA-LS) composite spheres with reactive silver-ion adsorbability were prepared from N-methylaniline by using lignosulfonate (LS) as a dispersant. The results show that the PNMA-LS composite consisted of spheres with good size distribution and an average diameter of 1.03-1.27
Israel González et al.
Organic letters, 11(8), 1677-1680 (2009-04-10)
N-Methylanilines are readily synthesized in high yields through the copper(II)-promoted coupling of anilines and methylboronic acid. This method represents a new approach for the selective monomethylation of anilines, and it is the first reported example of a Chan-Lam coupling involving
S Ramalingam et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 76(1), 84-92 (2010-03-26)
The FTIR and FTRaman spectra of 2-bromo-4-methyl aniline (2-B-4-MA) molecule have been recorded using Brucker IFS 66V spectrometer in the range of 4000-100 cm(-1). The molecular geometry and vibrational frequencies in the ground state are calculated using the Hartree-Fock (HF)
V Kameshwara Rao et al.
Bioorganic & medicinal chemistry letters, 21(12), 3511-3514 (2011-05-27)
An efficient and economical method was developed for the synthesis of 3-substituted indoles by one-pot three-component coupling reaction of a substituted or unsubstituted benzaldehyde, N-methylaniline, and indole or N-methylindole using Yb(OTf)(3)-SiO(2) as a catalyst. All the synthesized compounds were evaluated
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