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54802

1-Hydroxybenzotriazole hydrate

≥97.0% dry basis (T), for peptide synthesis

Synonym(s):

HOBt Hydrate

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About This Item

Empirical Formula (Hill Notation):
C6H5N3O · xH2O
CAS Number:
Molecular Weight:
135.12 (anhydrous basis)
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22
EC Number:
219-989-7
Beilstein/REAXYS Number:
4515
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Product Name

1-Hydroxybenzotriazole hydrate, ≥97.0% dry basis (T)

Quality Segment

assay

≥97.0% dry basis (T)

form

solid

composition

water, ~12%

reaction suitability

reaction type: Addition Reactions

mp

155-158 °C (lit.)

solubility

DMF: 0.1 g/mL, clear

application(s)

peptide synthesis

SMILES string

[H]O[H].On1nnc2ccccc12

InChI

1S/C6H5N3O.H2O/c10-9-6-4-2-1-3-5(6)7-8-9;/h1-4,10H;1H2

InChI key

PJUPKRYGDFTMTM-UHFFFAOYSA-N

General description

1-Hydroxybenzotriazole is a coupling reagent used to synthesize amides by the condensation reaction between the activated ester/acid and the amino group of protected amino acids. It is also used as a racemization suppressor during peptide synthesis.

Application

1-Hydroxybenzotriazole hydrate can be used as a condensation reagent to prepare:
  • Poly-γ-glutamic acid methyl ester from a dimer of γ-glutamic acid.
  • Oxadiazoles via cyclo condensation of amidoximes with trifluoroacetic anhydride or benzoic acid derivatives.

Other Notes

Widely used additive to decrease racemization in the carbodiimide peptide coupling; Racemization-free condensation of peptide fragments

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This Item
711489157260
description

≥97.0% dry basis (T)

description

wetted with not less than 20 wt. % water, 97% dry basis

description

wetted with not less than 14 wt. % water, 98% dry basis

form

solid

form

powder

form

solid

assay

≥97.0% dry basis (T)

assay

97% dry basis

assay

98% dry basis

mp

155-158 °C (lit.)

mp

155-158 °C (lit.)

mp

155-158 °C (lit.)

solubility

DMF: 0.1 g/mL, clear

solubility

DMF: 0.1 g/mL, clear

solubility

-

Quality Level

200

Quality Level

200

Quality Level

200

application(s)

peptide synthesis

application(s)

-

application(s)

peptide synthesis


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Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Codes

Hazard Classifications

Aquatic Chronic 3 - Desen. Expl. 2 - Eye Irrit. 2

Storage Class

4.1A - Other explosive hazardous materials

WGK

WGK 1

Flash Point (°F)

314.6 °F

Flash Point (°C)

157 °C



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Questions

1–2 of 2 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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