Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate

Basic Information

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CAS Number

10138-32-6

Molecular Formula

C10H14O2

Molecular Weight

166.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Boiling Point

216 ºC

Flash Point

75 ºC

SMILES

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CCOC(=O)C1CC2CC1C=C2

InChI

InChI=1S/C10H14O2/c1-2-12-10(11)9-6-7-3-4-8(9)5-7/h3-4,7-9H,2,5-6H2,1H3

InChIKey

FCCGTJAGEHZPBF-UHFFFAOYSA-N

LogP

1.7617

Topological Polar Surface Area

26.3 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

220

Synonyms & References

English

ETHYL 5-NORBORNENE-2-CARBOXYLATE (MIXTURE OF ENDO AND EXO)
5-Norbornene-2-carboxylic acid, ethyl ester
DiMethyl 5-norbornene-2,3-dicarboxylate
5-Norbornenecarboxylic acid ethyl ester
bicyclo[2.2.1]hept-5-ene-2-carboxylic acid,ethyl ester
bicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid ethyl ester
ethyl bicyclo[2.2.1]hept-5-ene-2-carboxlyate
ethyl bicyclo<2.2.1>hept-2-ene-5-carboxylate
ethyl endo-
ethyl exo-5-norbornene-2-carboxylate
Norborna-5-ene-2-carboxylic acid ethyl ester
Ethyl 5-norbornene-2-carboxylate
NSC 26489
NSC 62714
Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

MDL Number

MFCD00167594

Customs Code

2916209090

FAQ

What are the physical and chemical properties of Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS: 10138-32-6)?

Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS: 10138-32-6) is a colorless liquid with a molecular weight of approximately 162.23 g/mol. It has a pungent odor and a high vapor pressure. The compound is soluble in common organic solvents like ethanol and acetone but is less soluble in water. It is moderately reactive due to its alkene and ester functional groups, which can undergo addition and esterification reactions respectively.

How is Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS: 10138-32-6) typically synthesized?

Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS: 10138-32-6) can be synthesized via the Grignard reaction followed by esterification. Typically, bicyclo[2.2.1]hept-5-ene is treated with ethyl magnesium bromide to form the corresponding alkylated product, which is then reacted with acetic anhydride to form the ester. This method provides good selectivity and yield, with high purity products.

What industries use Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS: 10138-32-6)?

Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS: 10138-32-6) is primarily used in the pharmaceutical industry for intermediates in drug synthesis and as a flavor and fragrance component. It also finds applications in the polymer industry for copolymerization and in the sensor industry for gas detection due to its reactive functional groups.

What precautions should be taken when handling Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS: 10138-32-6)?

When handling Ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS: 10138-32-6), it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. This compound should be handled in a well-ventilated area or fume hood due to its volatile nature. Spills should be cleaned up using appropriate absorbent materials and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for detailed emergency procedures and safe handling guidelines.