(E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene | CAS No. 19076-79-0

(E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene

Basic Information

CAS Number

19076-79-0

Molecular Formula

C24H24BrNO

Molecular Weight

422.36 g/mol

AD

Basic Physical Properties

Melting Point

105-107°C

CN(CCOc1ccc(cc1)C(=C(c1ccccc1)Br)c1ccccc1)C

InChI

InChI=1S/C24H24BrNO/c1-26(2)17-18-27-22-15-13-20(14-16-22)23(19-9-5-3-6-10-19)24(25)21-11-7-4-8-12-21/h3-16H,17-18H2,1-2H3

InChIKey

IAJYQHATSIOBSH-UHFFFAOYSA-N

LogP

5.938500000000006

Topological Polar Surface Area

12.47 Ų

Hydrogen Bond Donor/Acceptor

0 / 2

Synonyms & References

English

  • (E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene
  • 2-[4-(2-bromo-1,2-diphenylethenyl)phenoxy]-N,N-dimethylethanamine
  • 2-[4-(2-BroMo-1,2-diphenylethenyl)phenoxy]-N,N-diMethyl-ethanaMine

MDL Number

MFCD02094224

FAQ

What are the physical and chemical properties of (E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene (CAS: 19076-79-0)?

(E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene is a crystalline compound with a molecular weight of approximately 617.03 g/mol. It has limited aqueous solubility and is moderately soluble in organic solvents like dichloromethane and acetone. The compound exhibits good stability under normal conditions but can react with nucleophiles. It is typically used in organic synthesis and pharmaceutical applications.

How is (E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene (CAS: 19076-79-0) typically synthesized?

(E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene is synthesized via a multistep reaction involving bromination and subsequent alkylation. The reaction typically uses a catalytic amount of a Lewis acid, such as aluminum trichloride, and proceeds with good regioselectivity and enantioselectivity. The overall yield is moderate, around 50-70%, depending on the purity of starting materials and reaction conditions.

What industries use (E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene (CAS: 19076-79-0)?

(E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene is primarily used in the pharmaceutical and polymer industries. It serves as a precursor in the synthesis of pharmaceuticals, particularly in the development of new drug molecules. Additionally, it is utilized in polymer chemistry for the preparation of functional polymers with enhanced properties.

What precautions should be taken when handling (E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene (CAS: 19076-79-0)?

When handling (E,Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene (CAS: 19076-79-0), it is essential to use appropriate personal protective equipment (PPE) such as gloves and safety glasses. It should be stored in a cool, dry place, away from heat sources and direct sunlight. Fume hoods should be used during handling to minimize exposure. Spills should be cleaned up immediately using appropriate absorbents, and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.

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