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Merck
CN

B11400

Benzotriazole

99%, powder, ReagentPlus®

Synonym(s):

1,2,3-Benzotriazole, 1H-Benzotriazole

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About This Item

Empirical Formula (Hill Notation):
C6H5N3
CAS Number:
95-14-7
Molecular Weight:
119.12
NACRES:
NA.21
PubChem Substance ID:
57653915
UNSPSC Code:
12352100
EC Number:
202-394-1
MDL number:
MFCD00005699
Beilstein/REAXYS Number:
112133

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Product Name

Benzotriazole, ReagentPlus®, 99%

InChI key

QRUDEWIWKLJBPS-UHFFFAOYSA-N

InChI

1S/C6H5N3/c1-2-4-6-5(3-1)7-9-8-6/h1-4H,(H,7,8,9)

SMILES string

c1ccc2[nH]nnc2c1

vapor density

4.1 (vs air)

vapor pressure

0.04 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

powder

mp

97-99 °C (lit.)

Quality Level

200

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Application

Benzotriazole can be used as a reactant to synthesize:
  • β-Aminocarbonyl compounds via Mannich reaction of secondary amines and aldehydes in the presence of p-toluenesulfonic acid as a catalyst.
  • Acylbenzotriazoles via thionyl chloride catalyzed reaction with nitrobenzoic acids.
  • 1-(2-Pyridyl)benzotriazole by reacting with 2-bromopyridine in the presence of toluene as a solvent.

General description

Benzotriazole is used as a synthetic auxiliary for the preparation of organic derivatives and as a corrosion inhibitors for Cu and its alloys.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

338.0 °F - closed cup

flash_point_c

170 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ8616
MKCZ1367
MKCZ0357
MKCX3156
MKCX4120

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Martin Krug et al.
ChemMedChem, 6(1), 63-72 (2010-12-09)
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Derivatization of 1-phenyl substituted 4-amino-2-benzazepin-3-ones: evaluation of Pd-catalyzed coupling reactions
Ballet S, et al.
Tetrahedron, 63, 3718-3727 (2007)
Synthesis, Characterization and Energetic Properties of 1, 3, 4-Oxadiazoles
Wang Z, et al.
European Journal of Organic Chemistry, 2015, 5183-5188 (2015)
Inhibition of copper corrosion by 1, 2, 3-benzotriazole: a review
Matjavz F et al.
Corrosion Science, 52, 2737-2749 (2010)
Benzotriazole as a synthetic auxiliary: benzotriazolylalkylations and benzotriazole-mediated heteroalkylation
Alan K R et al.
Synthesis, 1994, 445-456 (1994)
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