7-(1,1-Dimethylethyl) 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate | CAS No. 181873-33-6

7-(1,1-Dimethylethyl) 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate

Basic Information

CAS Number

181873-33-6

Molecular Formula

C13H16BrNO4

Molecular Weight

330.17 g/mol

AD

Basic Physical Properties

COC(=O)C1=C(Br)C2N(C1C=C2)C(=O)OC(C)(C)C

InChI

InChI=1S/C13H16BrNO4/c1-13(2,3)19-12(17)15-7-5-6-8(15)10(14)9(7)11(16)18-4/h5-8H,1-4H3

InChIKey

IYDVHSSMGFFQGK-UHFFFAOYSA-N

LogP

2.3661000000000003

Topological Polar Surface Area

55.84 Ų

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

489

Synonyms & References

English

  • 7-tert-butyl 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate
  • 7-(tert-Butyl) 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate
  • IYDVHSSMGFFQGK-UHFFFAOYSA-N
  • 3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid 7-tert-butyl ester 2-methyl ester
  • 2-Bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-3,7-dicarboxylic acid 3-methyl 7-tert-butyl ester

MDL Number

MFCD31579962

FAQ

What are the physical and chemical properties of 7-(1,1-Dimethylethyl) 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate (CAS: 181873-33-6)?

This compound is a crystalline solid with a molecular weight of approximately 409.18 g/mol. It has poor solubility in water but is soluble in organic solvents such as dichloromethane and acetonitrile. It is moderately reactive, particularly towards nucleophiles and can undergo bromination and azide reactions. It is not flammable but may react with strong reducing agents.

How is 7-(1,1-Dimethylethyl) 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate (CAS: 181873-33-6) typically synthesized?

This compound is typically synthesized via a multi-step process involving bromination and azidation reactions. Commonly, the azide is introduced using sodium azide in basic conditions. The bromination step usually employs NBS (N-bromosuccinimide) as the brominating agent. Other reagents and conditions can be used depending on the desired selectivity and yield.

What industries use 7-(1,1-Dimethylethyl) 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate (CAS: 181873-33-6)?

This compound is mainly used in pharmaceutical research for the synthesis of intermediates and drugs. It may also find applications in polymer chemistry for developing novel materials, and in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling 7-(1,1-Dimethylethyl) 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate (CAS: 181873-33-6)?

Proper personal protective equipment (PPE), such as gloves and safety goggles, should be worn when handling this compound. It should be stored in a dry, well-ventilated area and away from strong acids and bases. Spills should be properly cleaned up, and the safety data sheet (SDS) should be consulted for specific disposal instructions. Always ensure a fume hood is used during synthetic operations to minimize inhalation risk.

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