4-(6-Methyl-1,2,4,5-tetrazin-3-yl)phenol

Name: 4-(6-Methyl-1,2,4,5-tetrazin-3-yl)phenol
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 58884-35-8
Cat. No. CS-0116118
Purity≥95%
MDL No.MFCD24716961

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-(6-Methyl-1,2,4,5-tetrazin-3-yl)phenol|CS-0116118

Structure of 58884-35-8

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General Information

CAS No. 58884-35-8
Cat. No. CS-0116118
Purity ≥95%
MDL No. MFCD24716961
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₄O
Molecular Weight 188.19
Synonym(s) None
SMILES OC1=CC=C(C2=NN=C(C)N=N2)C=C1

Description

4-(6-Methyl-1,2,4,5-tetrazin-3-yl)phenol features a tetrazine core functionalized with a methyl group and a phenolic hydroxyl, enabling efficient bioorthogonal conjugation. The electron-deficient tetrazine engages in rapid inverse electron-demand Diels-Alder reactions with strained dienophiles. This bench-stable compound integrates seamlessly into probe design for live-cell labeling and protein modification workflows.

Application

4-(6-Methyl-1,2,4,5-tetrazin-3-yl)phenol serves as a versatile building block for the synthesis of bioactive heterocycles, leveraging the high reactivity of the tetrazine ring in inverse electron-demand Diels-Alder reactions. Its phenolic functionality enables straightforward derivatization and facilitates purification via crystallization or chromatography. The molecule exhibits excellent bench stability and functional group tolerance, making it well-suited for iterative synthetic campaigns in medicinal chemistry and materials science applications.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

TPSA 71.79
LogP 0.94762
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Life Science Click Chemistry Reagents Tetrazine

Life Science Linker Tetrazine-PEG

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Copper-free Click Reaction Reagents

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Tetrazines

Chemical Biology Conjugation Chemistry/Click Chemistry Copper-free Click Reaction Reagents

Chemical Biology Conjugation Chemistry/Click Chemistry Tetrazines

Chemical Biology PEGylation PEG Oligomers

Biochemistry Biochemicals and Reagents Bioconjugation PEGylation Reagents and PEG Spacers

Biochemistry Biochemicals and Reagents Bioconjugation Copper-free Click Reaction Reagents

Key Words

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4-(6-Methyl-1,2,4,5-tetrazin-3-yl)phenol

CAS No. 58884-35-8

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