tert-Butyl carbazate

• Catalog No.: A12383
• CAS Number: 870-46-2
• M. F.: C5H12N2O2
• M. W.: 132.16098
• Purity: 98+%

SYNONYMS

• Title: 肼基甲酸叔丁酯
• IUPAC name: (tert-butoxy)carbohydrazide
• IUPAC Traditional name: tert-butoxycarbohydrazide
• Synonyms: Boc-hydrazine; tert-Butoxycarbonylhydrazine

DATABASE IDS

• Beilstein Number: 1756967
• CAS Number: 870-46-2
• MDL Number: MFCD00007593
• EC Number: 212-795-3

PROPERTIES

• Purity: 98+%
• Boiling Point: 63-65°C/0.1mm
• Flash Point: 91°C(195°F)
• Melting Point: 37-41°C
• GHS Hazard statements: H228
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P241-P280-P240-P370+P378A
• Risk Statements: 11
• Safety Statements: 33
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 4.1
• UN Number: UN1325
• Packing Group: III

REFERENCES

• Monoalkylhydrazines can be prepared via reduction of Boc-hydrazones with borane-THF, and cleavage with HCl: J. Org. Chem., 46, 5413 (1981).
• Protected hydrazine derivative, permitting selective reaction at one N atom, followed by mild acidic cleavage of the Boc group. For preparation of, e.g. N-aminosuccinimide, free from the cyclic hydrazide, see: J. Org. Chem., 37, 2040 (1972). Similarly, reaction with carbonyl or sulfonyl halides, followed by cleavage with HCl, provides a route to monoacyl hydrazides: Synthesis, 244 (1980). It is also commonly used in the synthesis of aza-amino acids; see, for example: Synthesis, 141 (1991) and references therein.
• Precursor of the somewhat unstable tert-butyl azidoformate, useful for introduction of the Boc protecting group, see: Org. Synth. Coll., 5, 157 (1973). Caution! Possible violent decomposition of this azide on heating.