2-azido-2-methylpropanoic acid

• ChemBase ID: 156411
• Molecular Formular: C4H7N3O2
• Molecular Mass: 129.11728
• Monoisotopic Mass: 129.05382648
• SMILES: CC(C)(C(=O)O)N=[N+]=[N-]
• Canonical SMILES: OC(=O)C(N=[N+]=[N-])(C)C
• InChI: InChI=1S/C4H7N3O2/c1-4(2,3(8)9)6-7-5/h1-2H3,(H,8,9)
• InChIKey: XETFKLCZGCAEGX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-azido-2-methylpropanoic acid
• IUPAC Traditional name: 2-azido-2-methylpropanoic acid
• Synonyms: 2-Azido-2-methylpropionic acid; α-Azidoisobutyric acid solution; 2-叠氮-2-甲基丙酸; α-叠氮异丁酸 溶液

Database IDs

• CAS Number: 2654-97-9
• MDL Number: MFCD06201008
• PubChem SID: 162250549; 24881764; 24877654
• PubChem CID: 12863985

CALCULATED PROPERTIES

• Acid pKa: 3.589862
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.2379007
• LogD (pH = 7.4): -2.6793153
• Log P: 0.7812808
• Molar Refractivity: 29.8456 cm^3
• Polarizability: 11.043812 Å^3
• Polar Surface Area: 66.73 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 24.8 °F; -4 °C
• Refractive Index: n20/D 1.393

Safety Information

• European Hazard Symbols: Flammable (F); Nature polluting (N); Harmful (Xn)
• UN Number: 1206
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-38-50/53-65-67
• Safety Statements: 16-61-62
• GHS Pictograms: GHS02; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H315-H319-H336-H410
• GHS Precautionary statements: P210-P261-P273-P301 + P310-P305 + P351 + P338-P331
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1206 3/PG 2

Product Information

• Concentration: ~15% in heptane (T)
• Empirical Formula (Hill Notation): C4H7N3O2

DETAILS

Sigma Aldrich - 52916

Other Notes
Precursor to the instable acid chloride, employed for introducing the sterically hindered AIB in solid phase synthesis1