methyl (2S)-2-isocyanato-3-methylbutanoate

• ChemBase ID: 139974
• Molecular Formular: C7H11NO3
• Molecular Mass: 157.16714
• Monoisotopic Mass: 157.07389322
• SMILES: CC(C)[C@@H](C(=O)OC)N=C=O
• Canonical SMILES: COC(=O)[C@H](C(C)C)N=C=O
• InChI: InChI=1S/C7H11NO3/c1-5(2)6(8-4-9)7(10)11-3/h5-6H,1-3H3/t6-/m0/s1
• InChIKey: JCVZXXSBCISMLJ-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-isocyanato-3-methylbutanoate
• IUPAC Traditional name: methyl (2S)-2-isocyanato-3-methylbutanoate
• Synonyms: Methyl (S)-(-)-2-isocyanato-3-methylbutyrate; 甲基(S)-(-)-2-异氰基-3-甲基丁酯

Database IDs

• CAS Number: 30293-86-8
• MDL Number: MFCD00191531
• PubChem SID: 162234220; 24866891
• PubChem CID: 10397066

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.0375173
• LogD (pH = 7.4): 1.0375173
• Log P: 1.0375173
• Molar Refractivity: 37.6814 cm^3
• Polarizability: 14.967497 Å^3
• Polar Surface Area: 55.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 75 °C/0.04 mmHg(lit.)
• Flash Point: 172.4 °F; 78 °C
• Density: 1.053 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.428(lit.)
• Optical Rotation: [α]20/D -22°, neat

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2206
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2206 6.1/PG 3

Product Information

• Purity: 99%
• Linear Formula: (CH3)2CHCH(NCO)CO2CH3

DETAILS

Sigma Aldrich - 429805

Application
Precursor for the synthesis of molecular scaffolds1 and bridged azapeptide mimetics.2
Packaging
1, 5 g in glass bottle