2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole

Basic Information

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CAS Number

628725-99-5

Molecular Formula

C8H3BrF3NOS

Molecular Weight

298.08 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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C1=CC2=C(C=C1OC(F)(F)F)SC(=N2)Br

InChI

InChI=1S/C8H3BrF3NOS/c9-7-13-5-2-1-4(3-6(5)15-7)14-8(10,11)12/h1-3H

InChIKey

KDMNQLMJVHMDCQ-UHFFFAOYSA-N

LogP

3.9574000000000007

Topological Polar Surface Area

22.12 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

240

Synonyms & References

English

FT-0688500
628725-99-5
D76355
SCHEMBL3091070
SY284462
2-BROMO-6-(TRIFLUOROMETHOXY)-1,3-BENZOTHIAZOLE
CS-0103391
2-bromo-6-(trifluoromethoxy)benzo[d]thiazole
EN300-1603375
KDMNQLMJVHMDCQ-UHFFFAOYSA-N
A846464
CS-16779
2-BROMO-6-(TRIFLUOROMETHOXY)BENZOTHIAZOLE
AKOS015834951
MFCD09749220
DTXSID00674967
2-Bromo-6-(trifluoromethoxy)benzo[d]thiazole
2-Bromo-6-(trifluoromethoxy)benzothiazole
2-bromo-6-trifluoromethoxybenzothiazole
Benzothiazole, 2-bromo-6-(trifluoromethoxy)-
2-bromo-6-(trifluoromethoxy)-1,3-benzothiazole

MDL Number

MFCD09749220

FAQ

What are the physical and chemical properties of 2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole (CAS: 628725-99-5)?

2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole (CAS: 628725-99-5) is a crystalline solid with a molecular weight of approximately 317.01 g/mol. It has low water solubility and high solubility in organic solvents like dichloromethane and acetonitrile. This compound is reactive, primarily towards nucleophilic substitution reactions at the bromine atom and electrophilic addition reactions at the double bond. It is less prone to hydrolysis, making it stable under neutral and basic conditions.

How is 2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole (CAS: 628725-99-5) typically synthesized?

2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole (CAS: 628725-99-5) can be synthesized via a bromination reaction of 6-(trifluoromethoxy)-1,3-benzothiazole with bromine in the presence of a Lewis acid catalyst such as aluminum trichloride. The process involves careful temperature control to ensure selectivity and high yield. The product is then isolated by recrystallization from an appropriate solvent.

What industries use 2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole (CAS: 628725-99-5)?

2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole (CAS: 628725-99-5) is utilized in the pharmaceutical industry for the synthesis of antifungal and antimicrobial agents. It also finds applications in the semiconductor industry for the production of organic electronic devices and sensors. Additionally, it is used in the polymer industry as an additive for improving thermal stability and flame retardancy.

What precautions should be taken when handling 2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole (CAS: 628725-99-5)?

When handling 2-Bromo-6-(trifluoromethoxy)-1,3-benzothiazole (CAS: 628725-99-5), it is essential to wear proper personal protective equipment (PPE) including goggles, gloves, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbents, and disposal should follow local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.