tert-Butyl Cyanoacetate TCI C1441

Chemical Identity

Other names: Cyanoacetic Acid tert-Butyl Ester
CAS No.: 1116-98-9
PubChem: CID 70693·SID 87566442
Formula: C7H11NO2
Molecular weight: 141.17 g/mol
Purity: >97.0%(GC)
Storage: 0-10°C
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: tert-butyl 2-cyanoacetate
SMILES: CC(C)(C)OC(=O)CC#N
InChIKey: BFNYNEMRWHFIMR-UHFFFAOYSA-N
MDL: MDL00001938

Rp 3.551.100,00

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Volume 25mL 250mL

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TCI C1441 tert-Butyl Cyanoacetate (CAS 1116-98-9) is an active methylene reagent bearing both nitrile and tert-butyl ester groups on the same carbon. Its acidic alpha protons are easily deprotonated, making it a reliable carbon nucleophile for Knoevenagel condensations, alkylations, and Michael additions. The tert-butyl ester allows mild acid-mediated deprotection, which is valuable when base-sensitive functionality is present in the target molecule. AMI Scientific supplies this TCI reagent in 25 mL and 250 mL packages for organic synthesis research.

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Wang et al. (2015). A colorimetric probe based on diketopyrrolopyrrole and tert-butyl cyanoacetate for cyanide detection. New Journal of Chemistry doi:10.1039/c5nj01214g
Grigg et al. (2009). Iridium catalysed alkylation of tert-butyl cyanoacetate with alcohols under solvent free conditions. Tetrahedron doi:10.1016/j.tet.2008.11.040
Grigg et al. (2009). ChemInform Abstract: Iridium Catalyzed Alkylation of tert‐Butyl Cyanoacetate with Alcohols under Solvent Free Conditions.. ChemInform doi:10.1002/chin.200921053

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.