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761591

Sigma-Aldrich

(4-(1,2,4,5-Tetrazin-3-yl)phenyl)methanamine hydrochloride

95%

Synonym(s):

Benzylamino tetrazine hydrochloride, H-Tz-Bz-NH3Cl hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H9N5 · xHCl
CAS Number:
Molecular Weight:
187.20 (free base basis)
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

reaction suitability

reaction type: click chemistry
reagent type: linker

mp

206-225 °C (decomposition)

functional group

amine

storage temp.

−20°C

SMILES string

NCC1=CC=C(C2=NN=CN=N2)C=C1.[H]Cl

InChI

1S/C9H9N5.ClH/c10-5-7-1-3-8(4-2-7)9-13-11-6-12-14-9;/h1-4,6H,5,10H2;1H

InChI key

FAAUXGMWUKVOPI-UHFFFAOYSA-N

General description

4-(1,2,4,5-Tetrazin-3-yl)phenyl)methanamine is a 1,2,4,5-tetrazine derivative capable of undergoing [4+2] Diels-Alder cycloaddition reactions with strained alkenes, which makes it highly useful in bioorthogonal labeling and cell detection applications.

Application

Amine functionalized tetrazine for inverse electron demand Diels-Alder cycloaddition reactions. The tetrazine will react with strained alkenes such as transcyclooctene, norbornene and cyclopropene to yield a stable covalent linkage. Tetrazines have proven useful in bioorthogonal reactions for many biological imaging and bioconjugation applications.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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