Methyl 5-nitro-2-furoate

• Catalog No.: A15226
• CAS Number: 1874-23-3
• M. F.: C6H5NO5
• M. W.: 171.1076
• Purity: 97%

SYNONYMS

• Title: 5-甲基-2-糠酸甲酯
• IUPAC name: methyl 5-nitrofuran-2-carboxylate
• IUPAC Traditional name: methyl 5-nitrofuran-2-carboxylate
• Synonyms: Methyl 5-nitrofuran-2-carboxylate; 5-Nitrofuran-2-carboxylic acid methyl ester

DATABASE IDS

• EC Number: 000-000-0
• Beilstein Number: 165132
• MDL Number: MFCD00051956
• CAS Number: 1874-23-3

PROPERTIES

• Purity: 97%
• Melting Point: 78-82°C
• GHS Hazard statements: H341
• GHS Precautionary statements: P281-P201-P202-P308+P313-P405-P501A
• Risk Statements: 68
• RTECS: LV2013000
• Safety Statements: 36/37
• TSCA Listed: 否

REFERENCES

• For a review of vicarious nucleophilic substitution in heterocyclic compounds, see: Synthesis, 103 (1991).
• The nitro-group is susceptible to nucleophilic displacement (compare 1,4-Dinitrobenzene, A10293): J. Heterocycl. Chem., 18, 1241 (1981). This has been used as the basis of a synthesis of diaryl ethers involving Diels-Alder addition and decarboxylative aromatization of the adduct: J. Chem. Soc., Perkin 1, 1231 (1990):
  
• Undergoes vicarious nucleophilic substitution of hydrogen at the 3-position. For example with chloromethyl phenyl sulfone and base, 2-nitro-3-(phenylsulfonylmethyl)furan is formed in 75% yield: Tetrahedron, 51, 8339 (1995). For analogous example and reaction scheme, see 2-Nitrothiophene, A17464.