1. Basic Product Profile

• Full IUPAC Name: methyl azidoacetate
• Aliases: Methyl azidoacetate, Azidoacetic acid methyl ester
• CAS Number: 1816-92-8
• EINECS: N/A
• Molecular Formula: C3H5N3O2
• Molecular Weight: 115.09
• Chemical Classification: Azido-functionalized ester synthetic intermediate, click chemistry raw material, pharmaceutical building block
• Core Advantages
  Small molecule aliphatic azido ester containing azido group (-N3) and methyl ester group. Azide undergoes CuAAC click reaction with alkynes to form triazole rings; ester can be hydrolyzed to carboxylic acid, reduced to amino alcohol. Widely used in peptide modification, heterocyclic drug intermediate synthesis, biolabeling probes and organic click chemistry research. High reactivity under mild conditions, compatible with multi-step synthetic routes.

2. Physical & Chemical Properties

2.1 Physical Index

1. Appearance: Colorless transparent liquid
2. Odor: Faint ester odor
3. Solubility: Slightly soluble in water; miscible with DCM, THF, ethanol, acetone, toluene, ethyl acetate
4. Boiling Point: 64–66 °C (25 mmHg)
5. Density (20℃): 1.172 g/cm3
6. Refractive Index nD20: 1.433–1.435
7. Hygroscopy: Non-hygroscopic, low room-temperature volatility
8. Safety note: Azide compound, avoid strong impact, high temperature and heavy metal catalysts

2.2 Chemical Properties

1. Dual functional groups: Azido (-N3) + methyl carboxylate (-COOCH3)
2. Click reaction characteristic: Copper-catalyzed cycloaddition with terminal alkynes generates 1,2,3-triazole derivatives, core reaction for bioconjugation and drug skeleton construction
3. Ester reactivity: Acid/alkali hydrolysis yields azidoacetic acid; reduction of ester carbonyl produces azidoethanol
4. Azide reduction: Catalytic hydrogenation or triphenylphosphine reduction converts -N3 to primary amino group (-NH2)
5. Acid & Alkali Stability: Stable under anhydrous neutral conditions; rapid ester saponification in aqueous alkali
6. Thermal Stability: Risk of thermal decomposition above 120 °C; avoid distillation at normal pressure
7. Photostability: Stable under normal light; long-term intense UV may cause minor azide decomposition
8. Compatibility: Compatible with anhydrous aprotic solvents; incompatible with strong reducing agents, heavy metal salts, concentrated alkali, high temperature

3. Main Application Fields

3.1 Pharmaceutical Intermediate (Core Usage)

1. Click chemistry precursor for triazole-containing anticancer, antibacterial, antiviral drug skeletons;
2. Peptide and protein modification reagent for biopharmaceutical labeled molecules;
3. Synthetic building block for amino acid derivatives after azide reduction.

3.2 Biochemical & Laboratory Research

3.3 Fine Chemical Click Materials

3.4 Organic Synthetic Reagent

4. Quality Specification Table