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MilliporeSigma

946028

Methacrylamide tert-butyl carbazate

Synonym(s):

1,1-Dimethylethyl 2-(2-methyl-1-oxo-2-propen-1-yl)hydrazinecarboxylate (ACI), Hydrazinecarboxylic acid, 2-(2-methyl-1-oxo-2-propenyl)-, 1,1-dimethylethyl ester (9CI)

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InChI

1S/C9H16N2O3/c1-6(2)7(12)10-11-8(13)14-9(3,4)5/h1H2,2-5H3,(H,10,12)(H,11,13)

SMILES string

O=C(N(C(C)(C)C)NC(C(C)=C)=O)O

assay

≥95%

form

solid

mol wt

200.24

storage temp.

2-8°C

Quality Level

General description

Methacrylamide tert-butyl carbazate is a versatile monomer that combines a methacrylamide unit with a tert-butyl carbazate group. The methacrylamide part allows easy polymerization, while the carbazate group offers reactive sites for further chemical modifications or linking to biomolecules. The bulky tert-butyl group helps protect the structure and improves stability during handling. This combination makes it useful for creating advanced polymers, crosslinking agents, and materials for biomedical applications. Our Methacrylamide tert-butyl carbazate comes with of Purity: ≥ 95% and with a stable formulation for research applications in synthetic chemistry and materials science for the development of polymers and other functional materials. The product is soluble in Chloroform and CH2Cl2.

Application

Methacrylamide tert-butyl carbazate is designed for various applications in research, particularly in the fields of organic synthesis and medicinal chemistry. One of the notable applications of this compound is in palladium-catalyzed cross-coupling reactions. Additionally, solid-phase peptide synthesis is another critical area where this compound is utilized. It facilitates the assembly of peptides. [1][2] Methacrylamide derivatives (including tert-butyl substituted methacrylamides) are used to synthesize temperature- and pH-responsive polyampholytes for drug delivery and tissue engineering scaffolds.[3]

Features and Benefits

  • Higher guaranteed purity reduces purification steps and improves reaction efficiency
  • Built-in vinyl C=C allows direct copolymerization for faster network formation
  • tert-Butyl Carbazate (Boc-protected hydrazide) provides stability and allows selective, mild deprotection, streamlining synthesis.

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