3,4-Dichloro-2,5-furandione

Basic Information

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CAS Number

1122-17-4

Molecular Formula

C4Cl2O3

Molecular Weight

166.95 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

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

115-120°C

Boiling Point

170.5°C at 760 mmHg

Flash Point

74.1 °C

Refractive Index

1.548

SMILES

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C1(=C(C(=O)OC1=O)Cl)Cl

InChI

InChI=1S/C4Cl2O3/c5-1-2(6)4(8)9-3(1)7

InChIKey

AGULWIQIYWWFBJ-UHFFFAOYSA-N

LogP

0.7589999999999999

Topological Polar Surface Area

43.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

196

Safety Information

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Hazard Statement

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

Hazard Class

Class IRRITANT Class IRRITANT

Sensitiveness

Sensitive to humidity

Synonyms & References

English

3,4-Dichloro-2,5-furandione
1122-17-4
2,3-Dichloromaleic anhydride, 97%
NSC 60524
GEO-04390
DTXSID1061526
UNII-56CE3A79HB
3,4-dichlorofuran-2,5-dione;Dichloromaleic anhydride
FT-0633361
3,4-Dichloro-2,5-furandione #
EN300-102814
2,3-dichloromaleicanhydride
Maleic anhydride, dichloro-
C4Cl2O3
3,4-dichloro-furan-2,5-dione
3,4-dichlorofuran-2,5-dione
Dichloromaleic acid anhydride
SY026167
Dichloromaleic anhydride
AS-19066
2,3-Dichloromaleic acid anhydride
2,5-Furandione, 3,4-dichloro-
2,3-Dichloromaleic anhydride
CHEMBL2270558
EINECS 214-343-0
2, 3,4-dichloro-
56CE3A79HB
dichloro-2,5-dihydrofuran-2,5-dione
N10372
SCHEMBL152564
2.3-dichloro maleic anhydride

MDL Number

MFCD00005520

Customs Code

2917190090

FAQ

What are the physical and chemical properties of 3,4-Dichloro-2,5-furandione (CAS: 1122-17-4)?

3,4-Dichloro-2,5-furandione (CAS: 1122-17-4) is a crystalline solid with a molecular weight of approximately 191.03 g/mol. It has a low solubility in water (0.025 g/100 mL at 25°C). This compound is reactive, especially towards nucleophiles, and can undergo ring-opening reactions. It is stable under normal conditions but requires storage in a desiccator to prevent moisture absorption.

How is 3,4-Dichloro-2,5-furandione (CAS: 1122-17-4) typically synthesized?

3,4-Dichloro-2,5-furandione is typically synthesized via the condensation of chloromethylene furan with formaldehyde in the presence of a strong base like potassium tert-butoxide. The yield is moderate, around 50-60%, and the reaction is highly selective. This method requires careful handling and a fume hood due to the volatility and reactivity of intermediates.

What industries use 3,4-Dichloro-2,5-furandione (CAS: 1122-17-4)?

3,4-Dichloro-2,5-furandione (CAS: 1122-17-4) is primarily used in the pharmaceutical industry for the synthesis of certain drugs. It is also utilized in the polymer industry for the modification of polymer properties and in the development of advanced materials. Additionally, it has applications in the production of sensors and as a precursor in semiconductor manufacturing.

What precautions should be taken when handling 3,4-Dichloro-2,5-furandione (CAS: 1122-17-4)?

When handling 3,4-Dichloro-2,5-furandione (CAS: 1122-17-4), it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a well-ventilated area and a desiccator to prevent moisture absorption. In case of a spill, use appropriate spill cleanup kits and ensure the area is well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.