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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/REAXYS Number:
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.

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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

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

wgk_germany

WGK 3

flash_point_f

195.8 °F - closed cup

flash_point_c

91 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
STBK9565
STBJ8115
STBJ3534
STBG8290
STBH6422

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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)
N W Puente et al.
Journal of analytical toxicology, 25(8), 711-715 (2002-01-05)
2,6-Dimethylaniline (2,6-xylidine; 2,6-DMA) is a nasal carcinogen in rats. Humans may be exposed to this compound via several routes: 2,6-DMA is found in cigarette smoke; it is a pharmacologically inactive metabolite of some drugs (e.g., the local anesthetic lidocaine) and
Eva Tydén et al.
Toxicological sciences : an official journal of the Society of Toxicology, 81(2), 263-272 (2004-07-16)
Whole-body low-temperature radioluminography of (3)H-2,6-xylidine in rats indicates that the nonmetabolized substance, which is a volatile and fat-soluble compound, is distributed throughout the body and accumulates in adipose tissues, e.g., in the abdominal and subcutaneous regions. Whole-body autoradiography with freeze-dried
Nalinrut Masomboon et al.
Environmental science & technology, 43(22), 8629-8634 (2009-12-24)
2,6-Dimethylaniline degradation by Fenton process has been studied in depth for the purpose of learning more about the reactions involved in the oxidation of 2,6-dimethylaniline under various reaction conditions. The effect of reaction conditions including the initial pH value, and
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