M29304

Sigma-Aldrich

N-Methylaniline

98%

Synonym(s):
Monomethylaniline
Linear Formula:
C6H5NHCH3
CAS Number:
Molecular Weight:
107.15
Beilstein/REAXYS Number:
741982
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

refractive index

n20/D 1.571 (lit.)

bp

196 °C (lit.)

mp

−57 °C (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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Application

N-Methylaniline is a general reagent used:
  • In the preparation of phosphoramidite ligands for the rhodium-catalyzed asymmetric hydroboration.
  • As a formylating reagent in the C3-selective formylation of indoles.
  • In the synthesis of a rhodol-based fluorescent probe, HKGreen-3, for sensing peroxynitrite.
  • As a key starting material in the synthesis of AKT (protein kinase B) inhibitor-IV.

Packaging

25, 500 g in glass bottle
1 kg in glass bottle

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2294 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Certificate of Analysis

Certificate of Origin

HKGreen-3: a rhodol-based fluorescent probe for peroxynitrite.
Peng T and Yang D
Organic Letters, 12(21), 4932-4935 (2010)
Efficient amide-directed catalytic asymmetric hydroboration.
Smith S M, et al.
Journal of the American Chemical Society, 130(12), 3734-3735 (2008)
Synthesis and biological evaluation of analogues of AKT (protein kinase B) inhibitor-IV.
Sun Q, et al.
Journal of Medicinal Chemistry, 54(5), 1126-1139 (2011)
Tahseen Razzaq et al.
ChemSusChem, 1(1-2), 123-132 (2008-07-09)
The energy consumed for four different organic transformations carried out under microwave and conventional heating under otherwise identical reaction conditions was measured with the aid of a Wattmeter. In the case of open-vessel reflux processing, microwave dielectric heating required significantly...
Mehmet Karabacak et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 72(5), 1076-1083 (2009-02-14)
In this work, the experimental and theoretical vibrational spectra of 2-chloro-4-methylaniline (2Cl4MA, C(7)H(8)NCl) were studied. FT-IR and FT-Raman spectra of 2Cl4MA in the liquid phase have been recorded in the region 4000-400cm(-1) and 3500-50cm(-1), respectively. The structural and spectroscopic data...

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