2,5-Dichlorothiophene

Basic Information

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CAS Number

3172-52-9

Molecular Formula

C4H2Cl2S

Molecular Weight

153.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

-41--40°C

Boiling Point

162°C

Refractive Index

n20/D 1.562(lit.)

SMILES

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C1=C(SC(=C1)Cl)Cl

InChI

InChI=1S/C4H2Cl2S/c5-3-1-2-4(6)7-3/h1-2H

InChIKey

FGYBDASKYMSNCX-UHFFFAOYSA-N

LogP

3.0549

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

58.7

Safety Information

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GHS Hazard Pictograms

H226

Hazard Statement

H226 Flammable liquid and vapor
Flammable liquids

Hazard Class

Class 6.1 Class 6.1

Sensitiveness

sensitive to heat; sensitive to air

Synonyms & References

English

2,5-dichloro-thiophene
FT-0610332
Thiophene,5-dichloro-
Thiophene, 2,5-dichloro-, radical ion(1-) (9CI)
7Z74FM5ZZL
EINECS 221-638-8
D78168
EN300-19929
NSC-60527
BIDD:GT0088
SCHEMBL658939
2,5-Dichlorothiophene, 98%
DTXSID6062888
NSC60527
Thiophene,2,5-dichloro-,radical ion(1-)(9ci)
Thiophene, 2,5-dichloro-
LS-12972
NSC 60527
NS00029168
2,-Dichlorothiophene
AC-4915
3172-52-9
AM82002
D0250
173777-89-4
MFCD00005423
W-106882
InChI=1/C4H2Cl2S/c5-3-1-2-4(6)7-3/h1-2
CS-W010944
2,5-DICHLOROTHIOPHENE
AKOS000120064

MDL Number

MFCD00005423

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2,5-Dichlorothiophene (CAS: 3172-52-9)?

2,5-Dichlorothiophene (CAS: 3172-52-9) is a crystalline compound with a molecular weight of approximately 149.03 g/mol. It has a low solubility in water but is more soluble in organic solvents such as benzene and ethanol. The compound is known for its electrophilic aromatic substitution reactivity, particularly towards chlorination and sulfonation reactions.

How is 2,5-Dichlorothiophene (CAS: 3172-52-9) typically synthesized?

2,5-Dichlorothiophene is typically synthesized via the chlorination of thiophene. This process involves the use of a Lewis acid catalyst, such as aluminum chloride, and is carried out under reflux conditions. The yield is generally around 70-80%, and the selectivity towards the 2,5-position is high, making it a reliable method for the preparation of this compound.

What industries use 2,5-Dichlorothiophene (CAS: 3172-52-9)?

2,5-Dichlorothiophene (CAS: 3172-52-9) is primarily used in the pharmaceutical and chemical industries. It serves as a precursor for the synthesis of various drugs, as well as in the production of polymers, sensors, and semiconductors. Its unique properties make it valuable in these applications.

What precautions should be taken when handling 2,5-Dichlorothiophene (CAS: 3172-52-9)?

When handling 2,5-Dichlorothiophene (CAS: 3172-52-9), it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Store it in a well-ventilated area and use a fume hood during handling. In case of a spill, neutralize with an alkali and dispose of according to local regulations. Always consult the safety data sheet (SDS) for detailed handling instructions.