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Merck
CN

D146005

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893446
EC Number:
201-758-7
Beilstein/REAXYS Number:
636332
MDL number:
MFCD00007747
Assay:
99%
Form:
liquid

Key Documents

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Product Name

2,6-Dimethylaniline, 99%

InChI key

UFFBMTHBGFGIHF-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1cccc(C)c1N

vapor pressure

<0.01 mmHg ( 20 °C)

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.)

Quality Level

200

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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

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5093
STBK9565
STBJ8115
STBJ3534
STBG8290

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Reactivity of Rhodium (II) Amido/Rhodium (I) Aminyl Complexes
Zhang N, et al.
Inorgorganica Chimica Acta, 39(13), 2921-2927 (2018)
Novel bismaleimide with naphthalene side group. 1. From 1-naphthaldehyde and 2, 6-dimethylaniline
Wang CS, et al.
Polymer, 39(13), 2921-2927 (1998)
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
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
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