tert-butyl 3-isocyanopropanoate

• ChemBase ID: 156718
• Molecular Formular: C8H13NO2
• Molecular Mass: 155.19432
• Monoisotopic Mass: 155.09462866
• SMILES: CC(C)(C)OC(=O)CC[N+]#[C-]
• Canonical SMILES: O=C(OC(C)(C)C)CC[N+]#[C-]
• InChI: InChI=1S/C8H13NO2/c1-8(2,3)11-7(10)5-6-9-4/h5-6H2,1-3H3
• InChIKey: KGVVZBHXRXWANI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 3-isocyanopropanoate
• IUPAC Traditional name: tert-butyl 3-isocyanopropanoate
• Synonyms: β-Alanine tert-butyl ester isocyanide; tert-Butyl 3-isocyanopropionate; β-丙氨酸叔丁基异氰酸酯; 3-异氰基丙酸叔丁酯

Database IDs

• CAS Number: 364046-20-8
• MDL Number: MFCD03411282
• Beilstein Number: 8899652
• PubChem SID: 162250855; 24846206
• PubChem CID: 2769438

CALCULATED PROPERTIES

• Acid pKa: 16.21724
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -1.0435593
• LogD (pH = 7.4): -1.0435593
• Log P: -1.0435593
• Molar Refractivity: 50.8703 cm^3
• Polarizability: 16.564398 Å^3
• Polar Surface Area: 30.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-42
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H315-H317-H319-H332-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (GC)
• Linear Formula: CNCH2CH2COOC(CH3)3

DETAILS

Sigma Aldrich - 08608

Caution
discolors on storage to deep yellow or deep brownish-yellow
Other Notes
Building block for a three-component butenolide synthesis1