2-((5-Bromopyrimidin-2-yl)thio)acetic acid

Basic Information

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CAS Number

52767-92-7

Molecular Formula

C6H5BrN2O2S

Molecular Weight

249.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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C1=C(C=NC(=N1)SCC(=O)O)Br

InChI

InChI=1S/C6H5BrN2O2S/c7-4-1-8-6(9-2-4)12-3-5(10)11/h1-2H,3H2,(H,10,11)

InChIKey

GEFXJQVEMVQMSS-UHFFFAOYSA-N

LogP

1.4158000000000002

Topological Polar Surface Area

63.08 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

162

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

2-((5-Bromopyrimidin-2-yl)thio)acetic acid
[(5-Bromo-2-pyrimidinyl)thio]acetic acid
2-(5-bromopyrimidin-2-yl)sulfanylacetic acid
((5-BROMOPYRIMIDIN-2-YL)THIO)ACETIC ACID
W17275
DTXSID00640607
AKOS013187063
DS-10676
SB60562
2-((5-Bromopyrimidin-2-yl)thio)aceticacid
DB-071581
CS-0060280
[(5-Bromopyrimidin-2-yl)sulfanyl]acetic acid
A870909
5-Bromo-2-(carboxymethylthio)pyrimidine, AldrichCPR
52767-92-7

MDL Number

MFCD09754081

Customs Code

2933599090

FAQ

What are the physical and chemical properties of 2-((5-Bromopyrimidin-2-yl)thio)acetic acid (CAS: 52767-92-7)?

2-((5-Bromopyrimidin-2-yl)thio)acetic acid has a crystalline form with a molecular weight of approximately 270.02 g/mol. It is practically insoluble in water but soluble in organic solvents like DMSO and acetonitrile. Chemically, it shows moderate reactivity towards nucleophiles and can undergo substitution reactions. It is also susceptible to hydrolysis under basic conditions.

How is 2-((5-Bromopyrimidin-2-yl)thio)acetic acid (CAS: 52767-92-7) typically synthesized?

2-((5-Bromopyrimidin-2-yl)thio)acetic acid is typically synthesized through a multi-step process involving the bromination of pyrimidine followed by thioetherification with acetic acid. Commonly used catalysts include sulfuric acid, and the reaction is conducted under reflux conditions to achieve high yields. The product is purified through recrystallization or column chromatography.

What industries use 2-((5-Bromopyrimidin-2-yl)thio)acetic acid (CAS: 52767-92-7)?

2-((5-Bromopyrimidin-2-yl)thio)acetic acid is primarily used in pharmaceuticals for developing antiviral and anticancer drugs. It also finds applications in the synthesis of polymer additives, where its thioether functionality can improve the performance of polymer materials. Additionally, it is explored in the field of sensors for detecting specific chemical compounds.

What precautions should be taken when handling 2-((5-Bromopyrimidin-2-yl)thio)acetic acid (CAS: 52767-92-7)?

When handling 2-((5-Bromopyrimidin-2-yl)thio)acetic acid (CAS: 52767-92-7), appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. Work should be conducted in a well-ventilated area or fume hood. Spills should be managed using appropriate absorbent materials, and the area should be thoroughly cleaned. Always consult the Safety Data Sheet (SDS) for specific handling instructions and emergency procedures.