tert-butyl 2-isocyano-3-methylbutanoate

• ChemBase ID: 152279
• Molecular Formular: C10H17NO2
• Molecular Mass: 183.24748
• Monoisotopic Mass: 183.12592879
• SMILES: CC(C)C(C(=O)OC(C)(C)C)[N+]#[C-]
• Canonical SMILES: [C-]#[N+]C(C(=O)OC(C)(C)C)C(C)C
• InChI: InChI=1S/C10H17NO2/c1-7(2)8(11-6)9(12)13-10(3,4)5/h7-8H,1-5H3
• InChIKey: WEQOFVFTJQSFPM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-isocyano-3-methylbutanoate
• IUPAC Traditional name: tert-butyl 2-isocyano-3-methylbutanoate
• Synonyms: DL-Valine tert-butyl ester isocyanide; tert-Butyl 2-isocyano-3-methylbutyrate; DL-缬氨酸叔丁酯异腈; 2-异氰基-3-甲基丁酸叔丁酯

Database IDs

• CAS Number: 32755-42-3
• MDL Number: MFCD03411322
• Beilstein Number: 3947599
• PubChem SID: 24851405; 162246424
• PubChem CID: 2759457

CALCULATED PROPERTIES

• Acid pKa: 16.055378
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.17568748
• LogD (pH = 7.4): 0.17568748
• Log P: 0.17568748
• Molar Refractivity: 59.6604 cm^3
• Polarizability: 20.24064 Å^3
• Polar Surface Area: 30.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Refractive Index: n20/D 1.424

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 10-20/21/22
• Safety Statements: 16-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• 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: (CH3)2CHCH(NC)COOC(CH3)3

DETAILS

Sigma Aldrich - 18992

Caution
discolors on storage to deep yellow or deep brownish-yellow
Other Notes
Used in 4-component reaction, Ugi reaction
Packaging
250 mg in glass bottle