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466190

Sigma-Aldrich

o-Toluidine

98%

Synonym(s):

2-Aminotoluene, 2-Methylaniline

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About This Item

Linear Formula:
CH3C6H4NH2
CAS Number:
95-53-4
Molecular Weight:
107.15
Beilstein/REAXYS Number:
741981
EC Number:
202-429-0
MDL number:
MFCD00007730
UNSPSC Code:
12352100
PubChem Substance ID:
24870332
NACRES:
NA.22

vapor density

3.7 (vs air)

Quality Level

200

vapor pressure

0.26 mmHg ( 25 °C)

assay

98%

form

liquid

autoignition temp.

899 °F

refractive index

n20/D 1.572 (lit.)

bp

199-200 °C (lit.)
89-90 °C/11 mmHg (lit.)

mp

−28 °C (lit.)

solubility

H2O: slightly soluble

density

1.008 g/mL at 25 °C (lit.)

SMILES string

Cc1ccccc1N

InChI

1S/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H3

InChI key

RNVCVTLRINQCPJ-UHFFFAOYSA-N

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General description

o-Toluidine undergoes chemically oxidative polymerization with aniline in the presence of ammonium persulfate as an oxidant in HCl medium.[1]

Application

o-Toluidine was used as a precursor in the synthesis of poly(o-toluidine) and copper nanoparticle composite material.[2]

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Carc. 1B - Eye Irrit. 2

Storage Class

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

wgk_germany

WGK 3

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM7331
MKCM7332
MKCL6013
MKCK5607
SHBJ0789

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Oxidative copolymers of aniline with o-toluidine: Their structure and thermal properties.
Huang M-R, et al.
Journal of Applied Polymer Science, 81(8), 1838-1847 (2001)
In situ synthesis of copper nanoparticles and poly (< i> o</i>-toluidine): A metal-polymer composite material.
Mallick K, et al.
Eur. Polymer J., 42(3), 670-675 (2006)
Ivo Kalkman et al.
Physical chemistry chemical physics : PCCP, 11(21), 4311-4318 (2009-05-22)
The rotationally resolved spectrum of the o-toluidine S(1)<-- S(0) origin was measured using laser induced fluorescence spectroscopy. From the resulting spectrum torsional barriers to internal rotation of the methyl group were derived, which resulted in S(0) state values of V(3)
Emna Hmani et al.
Journal of hazardous materials, 170(2-3), 928-933 (2009-06-23)
Electrochemical oxidation of O-toluidine (OT) was studied by galvanostatic electrolysis using lead dioxide (PbO2) and boron-doped diamond (BDD) as anodes. The influence of operating parameters, such as current density, initial concentration of OT and temperature was investigated. Measurements of chemical
Tania Carreón et al.
Occupational and environmental medicine, 67(5), 348-350 (2009-11-04)
In 1991, the US National Institute for Occupational Safety and Health (NIOSH) reported an increased bladder cancer risk in a cohort of 1749 workers potentially exposed to o-toluidine and aniline at a chemical manufacturing plant. As additional information showed that
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