4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde

Basic Information

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CAS Number

60444-78-2

Molecular Formula

C12H9NO5

Molecular Weight

247.21 g/mol

Basic Physical Properties

Physical State

No data available

Melting Point

168.0 to 175.0 deg-C

Boiling Point

163℃

Density

1.44±0.1 g/cm3 (20 ºC 760 Torr),

Flash Point

211.1±29.3 °C

Vapor Pressure

0.0±1.0 mmHg at 25°C

SMILES

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O=C(ON1C(CCC1=O)=O)C2=CC=C(C=O)C=C2

InChI

InChI=1S/C12H9NO5/c14-7-8-1-3-9(4-2-8)12(17)18-13-10(15)5-6-11(13)16/h1-4,7H,5-6H2

InChIKey

VHYRHFNOWKMCHQ-UHFFFAOYSA-N

LogP

0.7199

Topological Polar Surface Area

80.75 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

368

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

Benzoic acid,4-formyl-, 2,5-dioxo-1-pyrrolidinyl ester
N-Succinimidyl p-Formylbenzoate
N-Succinimidyl 4-Formylbenzoate
2,5-Dioxopyrrolidin-1-yl 4-formylbenzoate
N-Succinimidyl p-For
N-SUCCINIMIDYL-P-FORMYLBENZOATE
SUCCINIMIDYL 4-FORMYLBENZOATE
(2,5-dioxopyrrolidin-1-yl) 4-formylbenzoate
(SFB)
Succinimidyl-p-formyl-benzoate
4-Formylbenzoic Acid N-Succinimidyl Ester
4-Carboxybenzaldehyde N-hydroxysuccinimide ester
SFB
SFB (crosslinking agent)
Succinimidyl p-formylbenzoate
Succinimidyl-pformyl-benzoate
p-Formylbenzoic acid N-hydroxysuccinimide ester
(SFB);Succinimidyl-p-formyl-benzoate
Benzaldehyde, 4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-
VHYRHFNOWKMCHQ-UHFFFAOYSA-N
Ald-Ph-NHS ester

MDL Number

MFCD00133733

Customs Code

2925190090

FAQ

What are the physical and chemical properties of 4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde (CAS: 60444-78-2)?

4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde is a white crystalline solid with a molecular weight of approximately 318.27 g/mol. It has a solubility of 0.01 g/L in water and is more soluble in organic solvents like ethanol and acetone. The compound is moderately reactive, showing low volatility and stability under normal conditions. It is typically used in organic synthesis and as a precursor for various derivatives.

How is 4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde (CAS: 60444-78-2) typically synthesized?

4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde is synthesized through a multi-step process involving the condensation of 2,5-dioxopyrrolidine-1-carboxylic acid with benzaldehyde. The reaction typically requires a dehydrating agent and is carried out under mild conditions. The yield is around 70-80%, and the purity can be improved through recrystallization.

What industries use 4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde (CAS: 60444-78-2)?

4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde is used in the pharmaceutical industry for the synthesis of intermediates and in the polymer industry as a monomer. It also has applications in the sensor and semiconductor industries, where it is used as a precursor for various functional materials.

What precautions should be taken when handling 4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde (CAS: 60444-78-2)?

When handling 4-{[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl}benzaldehyde, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. It should be handled in a well-ventilated area or a fume hood to avoid inhalation. In case of contact with eyes or skin, rinse thoroughly with water. For spills, use appropriate spill cleanup materials and dispose of according to local regulations. Safety data sheets (SDS) should be consulted for detailed safety information.