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89610

Sigma-Aldrich

o-Toluidine

purum p.a., ≥99.5% (GC)

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Synonym(s):
2-Aminotoluene, 2-Methylaniline
Linear Formula:
CH3C6H4NH2
CAS Number:
95-53-4
Molecular Weight:
107.15
Beilstein:
741981
EC Number:
202-429-0
MDL number:
MFCD00007730
UNSPSC Code:
12352100
PubChem Substance ID:
329769755
NACRES:
NA.22

vapor density

3.7 (vs air)

Quality Level

100

vapor pressure

0.26 mmHg ( 25 °C)

grade

purum p.a.

Assay

≥99.5% (GC)

form

liquid

autoignition temp.

899 °F

impurities

≤0.1% water
≤0.5% m- and p-toluidine (GC)

ign. residue

≤0.01% (as SO4)

refractive index

n20/D 1.572 (lit.)
n20/D 1.572

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.)

cation traces

Ca: ≤5 mg/kg
Cd: ≤1 mg/kg
Co: ≤1 mg/kg
Cr: ≤1 mg/kg
Cu: ≤1 mg/kg
Fe: ≤1 mg/kg
K: ≤20 mg/kg
Mg: ≤1 mg/kg
Mn: ≤1 mg/kg
Na: ≤20 mg/kg
Ni: ≤1 mg/kg
Pb: ≤1 mg/kg
Zn: ≤1 mg/kg

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 belongs to the class of monocyclic aromatic amines, which are of research and industrial importance. It can be used as a derivatization agent for the resolution of analytes by the formation of chromophores, which can be visualized by UV radiation or fluorescence.

Application

o-Toluidine may be used as a TLC Visualization (Staining) Reagent for the detection of reducing sugars in protein hydrolysates by using high-performance thin-layer chromatography (HPTLC) coupled with UV diffuse reflectance scanning densitometry.

Caution

may discolor on storage

Signal Word

Danger

Hazard Classifications

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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An o-toluidine method for detection of carbohydrates in protein hydrolysates
Morcol T and Velander WH
Analytical Biochemistry, 195(1), 153-159 (1991)
Determination of aromatic amines in textile after bromination, by gas chromatography coupled with electron capture detection
Dados AE, et al.
Chromatographia, 59(5-6), 335-341 (2004)
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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