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| CAS No.: | 24065-33-6 |
|---|---|
| Name: | 5-Chlorothiophene-2-carboxylic acid |
| Molecular Structure: | |
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|
|
| Formula: | C5H3ClO2S |
| Molecular Weight: | 162.597 |
| Synonyms: | 2-Chlorothiophene-5-Formic Acid;5-18-06-00177 (Beilstein Handbook Reference);2-Thiophenecarboxylic acid, 5-chloro-;5-Chloro-2-thiophenecarboxylic acid;5-chlorothiophene-2-carboxylate; |
| EINECS: | -0 |
| Density: | 1.572 g/cm3 |
| Melting Point: | 154-158 °C(lit.) |
| Boiling Point: | 287 °C at 760 mmHg |
| Flash Point: | 127.4 °C |
| Appearance: | White to light yellow crystal powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36-37/39 |
| PSA: | 65.54000 |
| LogP: | 2.09970 |
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5-Chloro-2-thiophenecarboxaldehyde
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: 5-Chloro-2-thiophenecarboxaldehyde With sodium hydroxide at -5 - 0℃; for 2h; Large scale; Stage #2: With chlorine at 15 - 30℃; for 8h; Large scale; | 98.8% |
| With tert.-butylhydroperoxide In dichloromethane at 35 - 40℃; for 4h; Reagent/catalyst; Temperature; | 96% |
| With 1,4-dithio-D,L-threitol; recombinant aldehyde dehydrogenase from bovine lens; water‐forming NADH oxidase from Streptococcus mutans; NAD In aq. phosphate buffer at 40℃; for 4h; pH=8.5; Reagent/catalyst; Green chemistry; Enzymatic reaction; chemoselective reaction; |
- 2873-18-9
5-bromo-2-chlorothiophene
- 124-38-9
carbon dioxide
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: 5-bromo-2-chlorothiophene With iodine; magnesium In tetrahydrofuran at 22 - 28℃; Inert atmosphere; Stage #2: carbon dioxide With hydrogenchloride In water at -15℃; for 1.5h; | 96.7% |
| Multistep reaction; |
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In toluene at 20℃; for 2h; Reagent/catalyst; Solvent; | 95% |
- 6310-09-4
2-acetyl-5-chlorothiophene
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With sodium chlorite; potassium dihydrogenphosphate In water; acetone at 0 - 30℃; for 22h; | 84.9% |
| With bromine; sodium hydroxide In 1,4-dioxane; water at 0 - 20℃; | 76.1% |
| With sodium hydroxide; potassium permanganate; water |
- 527-72-0
2-thiophenylcarboxylic acid
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With trichloroisocyanuric acid; sulfuric acid at -5 - 5℃; for 4h; Reagent/catalyst; Temperature; | 82.2% |
| With chlorine; acetic acid |
| Conditions | Yield |
|---|---|
| Stage #1: 2-thienyl chloride With lithium diisopropyl amide In tetrahydrofuran at 20℃; for 0.000833333h; Flow reactor; Stage #2: carbon dioxide In tetrahydrofuran at 20℃; for 0.000138889h; Flow reactor; Stage #3: With water; acetic acid In tetrahydrofuran at 20℃; under 7500.75 Torr; Flow reactor; | 77% |
| With ethylaluminum dichloride In hexane; chlorobenzene at 100℃; under 22502.3 Torr; for 3h; Autoclave; Inert atmosphere; regioselective reaction; | 41% |
| Stage #1: 2-thienyl chloride With n-butyllithium In tetrahydrofuran; hexane at 0℃; Stage #2: carbon dioxide In tetrahydrofuran; hexane Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at 0℃; | > 70 %Chromat. |
- 96-43-5
2-thienyl chloride
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With palladium diacetate; sodium persulfate In acetic acid for 7h; Heating; | 19.6% |
| With n-butyllithium; diethyl ether anschliessend Behandeln mit festem Kohlendioxid; |
- 141-97-9
ethyl acetoacetate
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere; | 3% |
| Conditions | Yield |
|---|---|
| With sodium amalgam Behandeln der Reaktionsloesung mit festem Kohlendioxid; | |
| With sodium Behandeln der Reaktionsloesung mit festem Kohlendioxid; |
- 3172-52-9
2,5-diclorothiophene
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With n-butyllithium; diethyl ether anschliessend Behandeln mit festem Kohlendioxid; |
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Analytical Methods
Specification
5-Chloro-2-thiophenecarboxylic acid, with the CAS Registry Number 24065-33-6, has the Molecular Formula of C5H3ClO2S and Molecular weight of 162.594. It is also called 2-Thiophenecarboxylic acid, 5-chloro-; 5-CHLORO-THIOPHENE-2-CARBOXILIC ACID.
Physical properties about 5-Chloro-2-thiophenecarboxylic acid are: (1)ACD/LogP: 2.87; (2)ACD/LogD (pH 5.5): 0.73; (3)ACD/LogD (pH 7.4): -0.23; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 6.29; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.623; (12)Molar Refractivity: 36.462 cm3; (13)Molar Volume: 103.393 cm3; (14)Polarizability: 14.455 10-24cm3; (15)Surface Tension: 60.5610008239746 dyne/cm; (16)Density: 1.573 g/cm3; (17)Flash Point: 127.364 °C; (18)Enthalpy of Vaporization: 55.568 kJ/mol; (19)Boiling Point: 286.984 °C at 760 mmHg; (20)Vapour Pressure: 0.00100000004749745 mmHg at 25°C
When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing;
3. Wear suitable gloves and eye/face protection;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C5H3ClO2S/c6-4-2-1-3(9-4)5(7)8/h1-2H,(H,7,8);
(2)InChIKey=QZLSBOVWPHXCLT-UHFFFAOYSA-N;
(3)Smilesc1(sc(Cl)cc1)C(=O)O
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intravenous | 180mg/kg (180mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03275, |