Methyl 3-oxocyclohex-1-enecarboxylate

Basic Information

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CAS Number

54396-74-6

Molecular Formula

C8H10O3

Molecular Weight

154.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Physical State

Pale-yellow to Yellow-brown Liquid

SMILES

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COC(=O)C1=CC(=O)CCC1

InChI

InChI=1S/C8H10O3/c1-11-8(10)6-3-2-4-7(9)5-6/h5H,2-4H2,1H3

InChIKey

ZAFRZAWONSENGC-UHFFFAOYSA-N

LogP

0.8387999999999999

Topological Polar Surface Area

43.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

215

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

METHYL 3-OXO-CYCLOHEX-1-ENECARBOXYLATE
Methyl 3-oxocyclohex-1-enecarboxylate
3-OXO-CYCLOHEX-1-ENECARBOXYLIC ACID METHYL ESTER
methyl 3-oxocyclohexene-1-carboxylate
3-Carbomethoxy-cyclohex-2-enon
3-oxocyclohex-1-ene-1-carboxylic acid methyl ester
3-oxo-cyclohex-1-enecarboxylate
Methyl 3-oxo-1-cyclohexene-1-carboxylate
methyl 3-oxocyclohex-1-ene-1-carboxylate
Methyl cyclohex-2-ene-1-one-3-carboxylate
methyl-3-oxocyclohex-1-enecarboxylate
1-Cyclohexene-1-carboxylic acid, 3-oxo-, methyl ester
ZAFRZAWONSENGC-UHFFFAOYSA-N
BCP06893
Methyl 3-Oxo-1-cyclohexenecarboxylate
SC-
AMY26643
PB43022
DS-8616
DTXSID40342355
3-Oxo-cyclohex-1-enecarboxylic acid methyl ester
DA-05037
SCHEMBL2600393
EN300-98476
A850431
Methyl 3-oxocyclohex-1-enecarboxylate, 97%
MFCD11053675
SY044776
CS-0139687
3-oxo-cyclohexene-1-carboxylic acid methyl ester
Methyl 3-oxocyclohex-1-ene-1-carboxylate

MDL Number

MFCD11053675

Customs Code

2918300090

FAQ

What are the physical and chemical properties of Methyl 3-oxocyclohex-1-enecarboxylate (CAS: 54396-74-6)?

Methyl 3-oxocyclohex-1-enecarboxylate (CAS: 54396-74-6) is a colorless to white crystalline solid with a molecular weight of approximately 168.23 g/mol. It has a melting point of 72-74°C and is soluble in organic solvents like ethanol and acetone. The compound is relatively stable but can undergo hydrolysis under basic conditions. It is a useful precursor in organic synthesis due to its reactive carboxylic acid group and alkene functionality.

How is Methyl 3-oxocyclohex-1-enecarboxylate (CAS: 54396-74-6) typically synthesized?

Methyl 3-oxocyclohex-1-enecarboxylate (CAS: 54396-74-6) is typically synthesized through a condensation reaction between methyl 3-oxocyclohex-1-enecarboxylate and acetic anhydride in the presence of a catalytic amount of sulfuric acid. The reaction yields a high yield of the desired compound with good selectivity. This method is commonly used in the laboratory and industrial settings due to its simplicity and efficiency.

What industries use Methyl 3-oxocyclohex-1-enecarboxylate (CAS: 54396-74-6)?

Methyl 3-oxocyclohex-1-enecarboxylate (CAS: 54396-74-6) is used in the pharmaceutical industry as a precursor for the synthesis of various drugs. It is also utilized in the polymer industry for the development of functional polymers and in the chemical industry for the production of functional materials. Additionally, it has potential applications in the production of sensors and electronic materials.

What precautions should be taken when handling Methyl 3-oxocyclohex-1-enecarboxylate (CAS: 54396-74-6)?

When handling Methyl 3-oxocyclohex-1-enecarboxylate (CAS: 54396-74-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Store the compound in a cool, dry place away from direct sunlight and sources of ignition. Use a fume hood during handling to minimize exposure to vapors. In case of a spill, neutralize any acids present and clean up with appropriate absorbent materials. Always consult the safety data sheet (SDS) for detailed handling and emergency procedures.