Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate

Basic Information

View in Editor

CAS Number

163520-33-0

Molecular Formula

C18H17NO3

Molecular Weight

295.34 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 Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

85.0 to 89.0 deg-C

Boiling Point

407.7°C at 760 mmHg

SMILES

View in Editor

CCOC(=O)C1=NOC(C1)(C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChI=1S/C18H17NO3/c1-2-21-17(20)16-13-18(22-19-16,14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-12H,2,13H2,1H3

InChIKey

MWKVXOJATACCCH-UHFFFAOYSA-N

LogP

3.2696000000000023

Topological Polar Surface Area

47.89 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

402

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H317 May cause an allergic skin reaction
Sensitization, Skin

H410 Very toxic to aquatic life with long lasting effects
Hazardous to the aquatic environment, long-term hazard

Hazard Class

Class 9 Class 9

Synonyms & References

English

163520-33-0
ISOXADIFEN-ETHYL [MI]
Isoxadifen-ethyl 10 microg/mL in Acetonitrile
AE F122006
SCHEMBL124147
5,5-diphenylisoxazoline carboxylate ethyl ester
A851276
Isoxadifen-ethyl [ISO:BSI]
ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate
Ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate
DTXCID5020360
4,5-Dihydro-5,5-diphenylisoxazole-3-carboxylic Acid Ethyl Ester
Isoxadifen-ethyl
UNII-71LF32W32E
ISOXADIFEN-ETHYL [ISO]
NS00000556
ethyl 4,5-dihydro-5,5-diphenyl-1,2-oxazole-3-carboxylate
Ethyl 4,5-Dihydro-5,5-diphenylisoxazole-3-carboxylate
isoxadifen ethyl
J-010051
ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate
D78058
CS-0107496
AKOS016845814
Q27225597
Isoxadifen-ethyl, PESTANAL(R), analytical standard
CAS-163520-33-0
Isoxadifen-ethyl 10 microg/mL in Cyclohexane
Tox21_301253
SY249749
Ethyl 5,5-diphenyl-4,5-dihydroisoxazole-3-carboxylate

MDL Number

MFCD03792846

Customs Code

2934999050

FAQ

What are the physical and chemical properties of Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate (CAS: 163520-33-0)?

Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate is a crystalline compound with a molecular weight of approximately 410.4 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and acetone. Chemically, it is relatively stable but can react with strong bases to form salts. It shows weak acidity and can participate in nucleophilic substitution reactions.

How is Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate (CAS: 163520-33-0) typically synthesized?

Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate is typically synthesized from ethyl 3-carbamoylbenzoate and phenylhydrazine. The reaction involves the condensation of the carboxylic acid derivative with the amine to form the oxazole ring. Commonly, this is achieved in the presence of a base like triethylamine, with an overall yield of around 75-80%. The reaction is carried out under mild conditions and can be optimized for better selectivity and yield.

What industries use Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate (CAS: 163520-33-0)?

Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate is used in various industries. It is a key intermediate in the synthesis of pharmaceuticals, particularly in the development of antiviral and anti-inflammatory drugs. Additionally, it serves as a building block in the production of polymers with specific thermal and mechanical properties. It is also utilized in the preparation of sensors and in the semiconductor industry for its unique electronic properties.

What precautions should be taken when handling Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate (CAS: 163520-33-0)?

When handling Ethyl 5,5-diphenyl-4,5-dihydro-1,2-oxazole-3-carboxylate, it is essential to use appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. The compound should be stored in a tightly sealed container in a cool, dry place away from direct sunlight. In case of a spill, it should be handled in a well-ventilated area using appropriate containment. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.