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5-Chloro-2-thiophenecarboxylic Acid

5-Chloro-2-thiophenecarboxylic Acid Structure
CAS No.
24065-33-6
Chemical Name:
5-Chloro-2-thiophenecarboxylic Acid
Synonyms
5-Chlorothiophene-2-carboxylic;5-chloro-2-thiophenecarboxylicaci;5-Chlorothiophen-2-carboxylic acid;5-CHLORO-2-THIOPHENECARBOXYLIC ACID;NSC 14776;AKOS B000092;Rivaroxaban F;2-Amino-9-picoline;RARECHEM AL BE 0303;TIMTEC-BB SBB003937
CBNumber:
CB3189269
Molecular Formula:
C5H3ClO2S
Molecular Weight:
162.59
MOL File:
24065-33-6.mol
MSDS File:
SDS
Modify Date:
2024/8/21 22:41:43

5-Chloro-2-thiophenecarboxylic Acid Properties

Melting point 154-158 °C(lit.)
Boiling point 287.0±20.0 °C(Predicted)
Density 1.466 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka 3.32±0.10(Predicted)
form Powder
color Cream-yellow
BRN 118361
InChI InChI=1S/C5H3ClO2S/c6-4-2-1-3(9-4)5(7)8/h1-2H,(H,7,8)
InChIKey QZLSBOVWPHXCLT-UHFFFAOYSA-N
SMILES C1(C(O)=O)SC(Cl)=CC=1
CAS DataBase Reference 24065-33-6(CAS DataBase Reference)
NIST Chemistry Reference 5-Chloro-2-thiophenecarboxylic acid(24065-33-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317-H319
Precautionary statements  P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36-43-36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
RTECS  XM8400000
HazardClass  IRRITANT
HS Code  29349990
NFPA 704
0
2 0

5-Chloro-2-thiophenecarboxylic Acid price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 633003 5-Chlorothiophene-2-carboxylic acid 97% 24065-33-6 5G ₹2944.4 2022-06-14 Buy
Sigma-Aldrich(India) 633003 5-Chlorothiophene-2-carboxylic acid 97% 24065-33-6 5G ₹2944.4 2022-06-14 Buy
Sigma-Aldrich(India) 633003 5-Chlorothiophene-2-carboxylic acid 97% 24065-33-6 25G ₹6603.25 2022-06-14 Buy
ALFA India ALF-A15209-22 5-Chlorothiophene-2-carboxylic acid, 98% 24065-33-6 100g ₹26099 2022-05-26 Buy
TCI Chemicals (India) C1230 5-Chlorothiophene-2-carboxylic Acid min. 95.0 % 24065-33-6 5G ₹3300 2022-05-26 Buy
Product number Packaging Price Buy
633003 5G ₹2944.4 Buy
633003 5G ₹2944.4 Buy
633003 25G ₹6603.25 Buy
ALF-A15209-22 100g ₹26099 Buy
C1230 5G ₹3300 Buy

5-Chloro-2-thiophenecarboxylic Acid Chemical Properties,Uses,Production

Chemical Properties

White to light yellow crystal powder

Uses

5-Chlorothiophene-2-carboxylic acid can be used in the synthesis of the following:

  • rivaroxaban, an oxazolidinone derivative used in the treatment of thromboembolic disorders
  • 5-chloro-4-nitrothiophene-2-carboxylic acid, which can be used in the synthesis of thieno[2,3-b][1,4]thiapezine-5-ones

Synthesis

The compound 5-chlorothiophene-2-carboxylic acid is a crucial intermediate in the synthesis of rivaroxaban. Due to its significance, numerous researchers have investigated various methods of synthesizing it. The synthesis of this compound involves the utilization of different starting materials, namely, 2-chlorothiophene, 2-chloro-5-bromothiophene, and 5-chloro-2-acetylthiophene, depending on the specific approach employed.undefined

1. This method takes 2-chlorothiophene as an initial raw material, carrying out Friedel-crafts acylation with trichloroacetyl chloride under the action of aluminum trichloride to generate 2-trichloroacetyl-5-chlorothiophene, and then carrying out liquid alkali hydrolysis to obtain a target product.
2. This method reacts 5-chloro-2-bromothiophene with magnesium to generate a Grignard reagent, introducing carbon dioxide for inserting carbonyl and performing acid-base treatment to obtain a product.
3. 5-chloro-2-acetylthiophene is used as a raw material and is oxidized by sodium chlorite and potassium dihydrogen phosphate system to obtain a target compound.

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5-CHLOROTHIOPHENE-2-CARBOXYLIC ACID AKOS B000092 2-Thiophenecarboxylic acid, 5-chloro- Chlorothiophene-2-carboxy 5-Chlorothiophene-2-carboxylic Acid, 97+% Rivaroxaban Impurity 40 TIMTEC-BB SBB003937 RARECHEM AL BE 0303 5-Chlorothiophene-2-carboxylicacid,98% 2-CHLOROTHIOPHENE-5-FORMIC ACID CHLOROTHIOPHENEDICARBOXYLICACID 5-CHLOROTHIOPHENE-2-CARBOXYLIC ACID 98% 5- Chlorothiophene-2-carboxilic acid 5-chlorothiophene-2-carboxylic acid(SALTDATA: FREE) Rivaroxaban Intermediate 4 2-Chloro-5-carboxythiophene NSC 14776 ethyl 4-(3-oxoMorpholino) phenylcarbaMate Rivaroxaban Impurity N Rivaroxaban CTCA Impurity Rivaroxaban F orothiophene-2-carboxyL 5-Chlorothiophene-2-carboxylicAcid> Rivaroxaban EP Impurity F Rivaroxaban intermediates,5-Chloro-2-thiophenecarboxylic acid 5-Chlorothiophene-2-Carboxylic Acide 5-Chlorothiophene-2-carboxylic acid (Rivaroxaban impurity) Rivaroxaban Impurity C/ Rivaroxaban CTCA Impurity Rivaroxaban EP Impurity F/Rivaroxaban CTCA Impurity Rivaroxaban Intermediates 5-Chlorothiophene-2-Carboxylic Acid 24065-33-6 2-Amino-9-picoline 5-Chloro-2-carboxylic acid 5-chlorothiophene-2-carboxylic acidc 5-CHLORO-2-THIOPHENECARBOXYLIC ACID 5-chloro-2-thiophenecarboxylicaci 5-Chlorothiophene-2-carboxylic 5-Chlorothiophen-2-carboxylic acid 5-Chlorothiophene-2-Carboxylic acid (CTA) 5-Chloro Thiophene-2-Carboxylic Acid (5-CTC) 5-ChloroThiophene-2-Carboxylic acid [5CTA] 24065-33-6 24069-33-6 C5H2ClO2S Building Blocks Thiophenes Halogenated Heterocycles Heterocyclic Building Blocks Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Sulfur & Selenium Compounds Intermediates Thiophene&Benzothiophene Miscellaneous Halogenated Heterocycles Heterocyclic Building Blocks Thiophenes ThiophenesBuilding Blocks