2-Chloro-5-(chloromethyl)thiazole
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2-Chloro-5-(chloromethyl)thiazole
structure -
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CAS No:
105827-91-6
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Formula:
C4H3Cl2NS
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Chemical Name:
2-Chloro-5-(chloromethyl)thiazole
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Synonyms:
Thiazole,2-chloro-5-(chloromethyl)-;2-Chloro-5-(chloromethyl)thiazole;2-Chloro-5-thiazolylmethyl chloride;2-Chloro-5-chloromethyl-1,3-thiazole;5-Chloromethyl-2-chloro-1,3-thiazole
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CAS No:
Description
White crystal or powder2-Chloro-5-chloromethylthiazole is used as pharmaceutical and agrochemical intermediate. It is also used as intermediate of insecticides Thiamethoxam and Clothianidin. It is also useful in in the synthesis of Ritonavir (R535000); a second-generation anti-AIDS drug and a selective HIV protease inhibitor.
2-Chloro-5-(chloromethyl)thiazole Basic Attributes
168.04
168.04
429-830-5
857BYZ5HZD
DTXSID40376791
29349990
Characteristics
41.1
2.3
white to pale yellow crystal or colorless liquid
1.503±0.06 g/cm3(Predicted)
31 °C
268.6±32.0 °C(Predicted)
116.3±25.1 °C
n20/D1.571
2-8°C
0.0126mmHg at 25°C
Safety Information
Ⅱ
8
2922
3
36/37/38-51/53-43-34-24-22
26-37-61-45-36/37/39
Xi,N,T
Irritant
P273-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338-P501
H302-H311-H314-H317-H411
|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P361, P363, P391, P405, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P262, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P361, P363, P391, P405, and P501|Aggregated GHS information provided by 6 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (99.49%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 195 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Chloro-5-(chloromethyl)thiazole Use and Manufacturing
The preparation method is to add 2-chloropropenyl isothiocyanate and solvent chloroform into the reaction flask, then dropwise add sulfuryl chloride, keep the internal temperature at 30℃, and then react at room temperature for 2.5h after the dropwise addition. The internal temperature rose to 36°C. After the reaction, the solvent and remaining sulfuryl chloride were distilled off, the residue was dissolved in dichloromethane, washed with NaHCO3 solution and water, and dried, and the solvent was evaporated (under reduced pressure) to obtain the product.
Used in the synthesis of pesticides thiamethoxam, clothianidin, and pharmaceutical ritonavir. At present, thiamethoxam, as a new generation of nicotine insecticides, has attracted much attention from the pesticide industry and has a good market prospect; ritonavir, as an inhibitor of human immunodeficiency virus (HIV), has no specific drugs Indispensable
Computed Properties
Molecular Weight:168.04
XLogP3:2.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:166.9363257
Monoisotopic Mass:166.9363257
Topological Polar Surface Area:41.1
Heavy Atom Count:8
Complexity:80.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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