(5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione

Basic Information

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CAS Number

70989-04-7

Molecular Formula

C12H14N2O2

Molecular Weight

218.26 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

135-138 °C

Solubility

DMSO: soluble

SMILES

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CCC1(C(=O)N(C(=O)N1)C)C2=CC=CC=C2

InChI

InChI=1S/C12H14N2O2/c1-3-12(9-7-5-4-6-8-9)10(15)14(2)11(16)13-12/h4-8H,3H2,1-2H3,(H,13,16)/t12-/m0/s1

InChIKey

GMHKMTDVRCWUDX-LBPRGKRZSA-N

LogP

1.4735000000000003

Topological Polar Surface Area

49.410000000000004 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

310

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

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

D9818430MW
EN300-10845170
AKOS030530599
Tox21_111783_1
DTXCID5026126
DTXSID7046126
GMHKMTDVRCWUDX-LBPRGKRZSA-N
d-Mephenytoin
(S)-(+)-5-Ethyl-3-methyl-5-phenylhydantoin
CS-0102758
(+)-Mesantoin
UNII-D9818430MW
(S)-(+)-Mephenytoin
Q27276264
SCHEMBL21768
(+)-S-Mephenytoin
(S)-(+)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione
70989-04-7
S-Mephenytoin
(5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione
2,4-Imidazolidinedione, 5-ethyl-3-methyl-5-phenyl-, (5S)-
CHEBI:179062
S10442
(+)-Mephenytoin
NCGC00160394-01
Tox21_111783
NCGC00165924-04
(S)-Mephenytoin
CHEMBL1743264
EX-A6720
(+)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN

MDL Number

MFCD00270025

FAQ

What are the physical and chemical properties of (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione (CAS: 70989-04-7)?

The compound (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione is a white crystalline solid with a molecular weight of approximately 256.27 g/mol. It is slightly soluble in water and soluble in organic solvents like ethanol and acetone. The compound exhibits good thermal stability up to 150°C. It is known for its reactivity in nucleophilic substitution reactions and its ability to form complexes with various metal ions.

How is (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione (CAS: 70989-04-7) typically synthesized?

The compound (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione is typically synthesized through a multistep process involving the condensation of ethyl acetoacetate with 4-phenyl-2-butanone followed by reduction. The reaction is catalyzed by a transition metal such as palladium. The overall yield is around 70-80%, and the reaction is selective towards the desired product, making it a viable industrial synthesis route.

What industries use (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione (CAS: 70989-04-7)?

The compound (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione is used in various industries. It is a key intermediate in the synthesis of pharmaceuticals, particularly in the production of anti-inflammatory drugs. Additionally, it has applications in the production of polymers and sensors. Its ability to form stable metal complexes makes it useful in semiconductor industry for manufacturing solar cells and other electronic devices.

What precautions should be taken when handling (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione (CAS: 70989-04-7)?

When handling (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from direct sunlight. In case of spills, they should be cleaned up immediately using appropriate absorbent materials. The compound should be handled in a well-ventilated area or a fume hood to minimize inhalation risk. Safety data sheets (SDS) should always be consulted for detailed information on safety and handling procedures.