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Merck
CN

45979

o-Toluidine

analytical standard

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329757033
EC Number:
202-429-0
Beilstein/REAXYS Number:
741981
MDL number:
MFCD00007730

Key Documents

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Product Name

o-Toluidine, analytical standard

InChI key

RNVCVTLRINQCPJ-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1ccccc1N

grade

analytical standard

vapor density

3.7 (vs air)

vapor pressure

0.26 mmHg ( 25 °C)

autoignition temp.

899 °F

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

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.)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

Quality Level

100

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Application

o-Toluidine may be used as a reference standard for the determination of o-toluidine in water samples by gas chromatographic method following solid-phase extraction and derivatization with iodine.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

o-Toluidine is one of the metabolites of prilocaine and a causative agent of methaemoglobinemia, associated with exceeding doses of prilocaine.
This compound is listed in the SVHC (Substances of very high concern) candidate list of ECHA (European Chemicals Agency)

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

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCF3981
BCBS8696
BCBS8696V

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Simultaneous determination of lidocaine, prilocaine and the prilocaine metabolite o-toluidine in plasma by high-performance liquid chromatography.
Klein J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 655(1), 83-88 (1994)
Gas chromatographic determination of aromatic amines in water samples after solid-phase extraction and derivatization with iodine: I. Derivatization.
Schmidt TC, et al.
Journal of Chromatography A, 810(1-2), 161-172 (1998)
Hun-Je Jo et al.
Chemosphere, 70(6), 949-957 (2007-09-26)
In this study, major toxicants in pigment wastewaters (i.e. raw wastewater and effluent) were determined by toxicity identification evaluations (TIEs), and changes in their toxicities due to combined gamma-ray (gamma-ray) and ozone treatments were evaluated. From TIE results using Daphnia
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
Arnaldo D'Amico et al.
Lung cancer (Amsterdam, Netherlands), 68(2), 170-176 (2009-12-05)
The use of gas sensor arrays as medical diagnosis instruments has been proposed several years ago. Since then, the idea has been proven for a limited number of diseases. The case of lung cancer is particularly interesting because it is
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