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B11400

Sigma-Aldrich

Benzotriazole

ReagentPlus®, 99%

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
Beilstein:
112133
EC Number:
202-394-1
MDL number:
MFCD00005699
UNSPSC Code:
12352100
PubChem Substance ID:
57653915
NACRES:
NA.21
Pricing and availability is not currently available.

vapor density

4.1 (vs air)

Quality Level

200

vapor pressure

0.04 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

99%

form

powder

mp

97-99 °C (lit.)

SMILES string

c1ccc2[nH]nnc2c1

InChI

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

InChI key

QRUDEWIWKLJBPS-UHFFFAOYSA-N

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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.[1][2]

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[3].
  • Acylbenzotriazoles via thionyl chloride catalyzed reaction with nitrobenzoic acids[4].
  • 1-(2-Pyridyl)benzotriazole by reacting with 2-bromopyridine in the presence of toluene as a solvent[5].

Legal Information

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

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H319,H411

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

338.0 °F - closed cup

Flash Point(C)

170 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2590V
MKCR6950
MKCR1969
MKCR1771
MKCR4758

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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)
Martin Krug et al.
ChemMedChem, 6(1), 63-72 (2010-12-09)
Within the last decade, interest in the development of new anticancer drugs increased mainly from emerging resistance against established drugs, which were found to be limited by the multidrug resistance (MDR) phenomenon. Several anticancer targets have been investigated for the
Synthesis, Characterization and Energetic Properties of 1, 3, 4-Oxadiazoles
Wang Z, et al.
European Journal of Organic Chemistry, 2015, 5183-5188 (2015)
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)
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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