2-Chloro-5-(chloromethyl)thiazole TCI C3295

Chemical Identity

CAS No.: 105827-91-6
PubChem: CID 2763179·SID 468591080
Formula: C4H3Cl2NS
Molecular weight: 168.04 g/mol
Purity: >98.0%(GC)
Storage: 0-10°C
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2-chloro-5-(chloromethyl)-1,3-thiazole
SMILES: C1=C(SC(=N1)Cl)CCl
InChIKey: VRMUIVKEHJSADG-UHFFFAOYSA-N
MDL: MDL01073549

Rp 530.250,00

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2-Chloro-5-(chloromethyl)thiazole is a thiazole derivative that carries two chlorine atoms with different reactivities: one at the 2-position of the aromatic ring and another on the chloromethyl group at the 5-position. Thiazole is a five-membered heterocycle containing both sulfur and nitrogen, and this ring system appears in many pharmaceutical and agrochemical compounds. The compound is known as a key intermediate in the synthesis of neonicotinoid insecticides. That makes it an important building block for agrochemical research laboratories and medicinal chemistry groups.

The main value of this compound is its two reactive sites, which can be addressed separately. The chloromethyl group behaves much like a benzylic halide and reacts readily with nucleophiles such as amines, thiols and alkoxides through SN2 substitution. Chemists can therefore attach a thiazolylmethyl unit to a target molecule in a straightforward way. The chlorine at the 2-position of the ring is more resistant, so it can be kept intact or functionalized at a later stage. This stepwise selectivity supports efficient and well-controlled synthetic routes, which is why researchers often prefer this compound when they need a functionalized thiazole scaffold.

In Indonesia, this material is relevant to agrochemical research laboratories because of the country's large agricultural and plantation sectors. It is also useful to medicinal chemistry groups at universities and research institutions that explore thiazole-containing compounds as potential bioactive molecules. Synthetic organic chemistry laboratories can use it as a versatile heterocyclic building block when they prepare compound libraries, run method-development studies, or train students in selective substitution chemistry on bifunctional substrates.

Related TCI products

Neonicotinoid intermediate synthesis: the compound is a recognized key intermediate in this insecticide class, so it gives agrochemical researchers a practical starting point for preparing related target molecules.
Introducing a thiazolylmethyl group: the reactive chloromethyl group undergoes SN2 substitution with amines, thiols and alkoxides, so the thiazolylmethyl unit can be attached to many types of molecular scaffolds.
Stepwise functionalization strategies: because the 2-position chlorine is more resistant than the chloromethyl chlorine, chemists can modify the two sites in sequence and keep control over the synthetic route.
Medicinal chemistry exploration: the thiazole ring is common in pharmaceutical compounds, so this building block helps research groups prepare and evaluate new thiazole-containing candidates for biological activity.
Teaching and method development: its two chlorine atoms with clearly different reactivities make it a useful model substrate for studying chemoselective nucleophilic substitution in academic organic chemistry laboratories.

Brand	TCI (product code C3295)
CAS number	105827-91-6
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	available in TCI's standard pack sizes; please check the current options when you order
Physical form	refer to the TCI product label and Certificate of Analysis
Storage	follow the storage conditions on the TCI label and Safety Data Sheet

Keep this compound in its original, tightly closed manufacturer container in a cool, dry, well-ventilated area, away from moisture, heat sources and incompatible materials such as strong bases, strong oxidizers and reactive nucleophiles. Always follow the specific storage conditions on the TCI label and Safety Data Sheet. The chloromethyl group is a reactive alkylating site, so handle the material in a fume hood. Wear suitable chemical-resistant gloves, safety glasses and a lab coat, and avoid skin contact and breathing in any vapor or dust. Clearly label any transferred portions, reseal containers right after use, and dispose of waste according to institutional and local chemical waste regulations.

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