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D146005

Sigma-Aldrich

2,6-Dimethylaniline

99%

Synonym(s):

2,6-Xylidine, 2-Amino-1,3-dimethylbenzene, 2-Amino-m-xylene

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About This Item

Linear Formula:
(CH3)2C6H3NH2
CAS Number:
87-62-7
Molecular Weight:
121.18
Beilstein:
636332
EC Number:
201-758-7
MDL number:
MFCD00007747
UNSPSC Code:
12352100
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

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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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
Paul L Skipper et al.
Chemical research in toxicology, 19(8), 1086-1090 (2006-08-22)
Aromatic amines such as 2-naphthylamine and 4-aminobiphenyl are established human bladder carcinogens. Experimental evidence for carcinogenicity of monocylic aromatic amines is limited mostly to other organs, but a recent epidemiologic study of bladder cancer found that 2,6-dimethyl- (2,6-DMA), 3,5-dimethyl- (3,5-DMA)
Ana P Ferreira Gregorio et al.
Mycological research, 110(Pt 2), 161-168 (2006-02-21)
During the interaction of two tropical agaric fungi, Marasmius pallescens and Marasmiellus troyanus, on agar media, initial deadlock between the two mycelia was ultimately followed by take-over by M. troyanus. When shaken liquid cultures of these two fungi were mixed
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