Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate | CAS No. 104085-30-5

Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate

Basic Information

CAS Number

104085-30-5

Molecular Formula

C13H15BrO4S

Molecular Weight

347.23 g/mol

AD

Basic Physical Properties

Melting Point

60-62°C

CCOC(=O)C(=CC1=C(C=CS1)CBr)C(=O)OCC

InChI

InChI=1S/C13H15BrO4S/c1-3-17-12(15)10(13(16)18-4-2)7-11-9(8-14)5-6-19-11/h5-7H,3-4,8H2,1-2H3

InChIKey

ADBJZPBDGYLFRT-UHFFFAOYSA-N

LogP

3.1526000000000023

Topological Polar Surface Area

52.60000000000001 Ų

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

337

Safety Information

View Safety Information

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

  • 1,3-diethyl 2-{[3-(bromomethyl)thiophen-2-yl]methylidene}propanedioate
  • AKOS005070719
  • DTXSID10377311
  • 104085-30-5
  • FT-0642555
  • A800892
  • diethyl 2-[[3-(bromomethyl)-2-thienyl]methylene]propanedioate
  • Diethyl {[3-(bromomethyl)thiophen-2-yl]methylidene}propanedioate
  • diethyl 2-{[3-(bromomethyl)-2-thienyl]methylene}malonate
  • C13H15BrO4S
  • MFCD00180836
  • Diethyl 2-((3-(bromomethyl)thiophen-2-yl)methylene)malonate
  • Diethyl 2-([3-(bromomethyl)-2-thienyl]methylene) malonate
  • 6E-002
  • diethyl 2-[[3-(bromomethyl)thiophen-2-yl]methylidene]propanedioate
  • J-520263
  • Diethyl 2-{[3-(bromomethyl)-2-thienyl]-methylene}malonate
  • DIETHYL 2-{[3-(BROMOMETHYL)-2-THIENYL]-METHYLENE}MALONATE
  • Propanedioic acid,2-[[3-(bromomethyl)-2-thienyl]methylene]-, 1,3-diethyl ester
  • diethyl<<3-(bromomethyl)-2-thienyl>methylene>propanedioate
  • DIETHYL 2-([3-(BROMOMETHYL)-2-THIENYL]METHYLENE)MALONATE
  • Diethyl 2-((3-(bromomethyl)thiophen-2-yl)methylene)malonate
  • Diethyl 2-{3-(Bromomethyl)-2-thienyl-methylene}malonate

MDL Number

MFCD00180836

Customs Code

2934999090

FAQ

What are the physical and chemical properties of Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate (CAS: 104085-30-5)?

Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate (CAS: 104085-30-5) is a crystalline compound with a molecular weight of around 342.14 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and acetone. It is moderately reactive and can undergo nucleophilic substitution reactions. The compound is stable under normal conditions but should be stored in a dry, cool place.

How is Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate (CAS: 104085-30-5) typically synthesized?

Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate can be synthesized through a multi-step process involving bromination and malonate esterification. Commonly, 2-bromothiophene and malonic acid diethyl ester are reacted in the presence of a base like triethylamine to form the desired product. The yield is typically around 70-80%, with good selectivity for the targeted esterification step.

What industries use Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate (CAS: 104085-30-5)?

Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate (CAS: 104085-30-5) is used in the pharmaceutical industry for intermediate synthesis and in the polymer industry for functional polymer modifications. It can also be utilized in sensor technology and semiconductor manufacturing for specific chemical functionalities.

What precautions should be taken when handling Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate (CAS: 104085-30-5)?

When handling Diethyl {[3-(bromomethyl)-2-thienyl]methylene}malonate (CAS: 104085-30-5), it is important to use appropriate personal protective equipment (PPE) such as lab coats, gloves, and safety goggles. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be cleaned up using absorbent materials and the area should be flushed with water. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety information.

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