tert-butyl 2-isocyanopropanoate

• ChemBase ID: 152318
• Molecular Formular: C8H13NO2
• Molecular Mass: 155.19432
• Monoisotopic Mass: 155.09462866
• SMILES: CC(C(=O)OC(C)(C)C)[N+]#[C-]
• Canonical SMILES: CC(C(=O)OC(C)(C)C)[N+]#[C-]
• InChI: InChI=1S/C8H13NO2/c1-6(9-5)7(10)11-8(2,3)4/h6H,1-4H3
• InChIKey: LAXANRIIICOVJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-isocyanopropanoate
• IUPAC Traditional name: tert-butyl 2-isocyanopropanoate
• Synonyms: DL-Alanine tert-butyl ester isocyanide; tert-Butyl 2-isocyanopropionate; DL-丙氨酸叔丁酯异腈; 2-异氰基丙酸叔丁酯

Database IDs

• CAS Number: 34074-64-1
• MDL Number: MFCD03411278
• Beilstein Number: 4133014
• PubChem SID: 24865347; 162246463
• PubChem CID: 2769437

CALCULATED PROPERTIES

• Acid pKa: 16.081644
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.7118077
• LogD (pH = 7.4): -0.7118077
• Log P: -0.7118077
• Molar Refractivity: 50.6648 cm^3
• Polarizability: 16.564398 Å^3
• Polar Surface Area: 30.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Refractive Index: n20/D 1.413

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
• 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: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (GC)
• Linear Formula: CH3CH(NC)COOC(CH3)3

DETAILS

Sigma Aldrich - 40803

Caution
discolors on storage to deep yellow or deep brownish-yellow
Other Notes
Component employed in the Ugi 4-component reaction and related reaction, e.g. to butenolides 1
Packaging
250 mg in glass bottle