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D146005

Sigma-Aldrich

2,6-Dimethylaniline

99%

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Synonym(s):
2,6-Xylidine, 2-Amino-1,3-dimethylbenzene, 2-Amino-m-xylene
Linear Formula:
(CH3)2C6H3NH2
CAS Number:
87-62-7
Molecular Weight:
121.18
Beilstein:
636332
EC Number:
201-758-7
MDL number:
MFCD00007747
PubChem Substance ID:
24893446
NACRES:
NA.22

vapor pressure

<0.01 mmHg ( 20 °C)

Quality Level

200

Assay

99%

form

liquid

refractive index

n20/D 1.560 (lit.)

bp

214 °C/739 mmHg (lit.)

mp

10-12 °C (lit.)

density

0.984 g/mL at 25 °C (lit.)

SMILES string

Cc1cccc(C)c1N

InChI

1S/C8H11N/c1-6-4-3-5-7(2)8(6)9/h3-5H,9H2,1-2H3

InChI key

UFFBMTHBGFGIHF-UHFFFAOYSA-N

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Application

2,6-Dimethylaniline can react with:
  • 1-Naphthaldehyde to form an intermediate, bis(4-amino-3,5-dimethylphenyl)naphthylmethane (BADN) to further form bis(4-maleimido-3,5-dimethylphenyl)naphthylmethane (BMDN) by reacting with maleic anhydride, acetic anhydride and sodium acetate.
  • n-Butyllithium to form lithium 2,6-dimethylanilide, which can be utilized to form various RhII anilide complexes.

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

195.8 °F - closed cup

Flash Point(C)

91 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Novel bismaleimide with naphthalene side group. 1. From 1-naphthaldehyde and 2, 6-dimethylaniline
Wang CS, et al.
Polymer, 39(13), 2921-2927 (1998)
Reactivity of Rhodium (II) Amido/Rhodium (I) Aminyl Complexes
Zhang N, et al.
Inorgorganica Chimica Acta, 39(13), 2921-2927 (2018)
Kai Cheng et al.
Royal Society open science, 6(6), 190196-190196 (2019-07-18)
A novel aromatic diamine containing pyridyl side group, 4-pyridine-4,4-bis(3,5-dimethyl-5-aminophenyl)methane (PyDPM), was successfully synthesized via electrophilic substitution reaction. The polyimides (PIs) containing pyridine were obtained via the microwave-assisted one-step polycondensation of the PyDPM with pyromellitic dianhydride (PMDA), 3,3',4,4'-biphenyltetracarboxylic dianhydride (BPDA), 3,3',4,4'-diphenylether
Ming-Wei Chao et al.
Toxicological sciences : an official journal of the Society of Toxicology, 130(1), 48-59 (2012-07-27)
Several alkylanilines with structures more complex than toluidines have been associated epidemiologically with human cancer. Their mechanism of action remains largely undetermined, and there is no reported evidence that it replicates that of multicyclic aromatic amines even though the principal
Nalinrut Masomboon et al.
Journal of hazardous materials, 192(1), 347-353 (2011-06-08)
The kinetics of 2,6-dimethylaniline degradation by Fenton process, electro-Fenton process and photoelectro-Fenton process was investigated. This study attempted to eliminate the potential interferences from intermediates by making a kinetics comparison of Fenton, electro-Fenton and photoelectro-Fenton methods through use initial rate
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