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Thiazole-2-carboxylic acid

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Name

Thiazole-2-carboxylic acid

EINECS N/A
CAS No. 14190-59-1 Density 1.525 g/cm3
PSA 78.43000 LogP 0.84130
Solubility Slightly soluble in water. Melting Point 91.6-93 °C
Formula C4H3NO2S Boiling Point 310.6 °C at 760 mmHg
Molecular Weight 129.139 Flash Point 141.6 °C
Transport Information N/A Appearance N/A
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 14190-59-1 (Thiazole-2-carboxylic acid) Hazard Symbols R36/37/38:;
Synonyms

1,3-Thiazole-2-carboxylicacid;2-Carboxythiazole;2-Thiazolecarboxylic acid,thiazole-2-carboxylic acid;

Article Data 24

Thiazole-2-carboxylic acid Synthetic route

3034-53-5

2-bromo-1,3-thiazole

124-38-9

carbon dioxide

14190-59-1

1,3-thiazole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-1,3-thiazole With n-butyllithium In tetrahydrofuran
Stage #2: carbon dioxide
73%
Stage #1: 2-bromo-1,3-thiazole With n-butyllithium In diethyl ether; hexane at -78℃; for 0.166667h;
Stage #2: carbon dioxide In diethyl ether; hexane at -78℃; for 1.16667h;
64%
288-47-1

1,3-thiazole

124-38-9

carbon dioxide

A

14527-41-4

thiazole-5-carboxylic acid

B

14190-59-1

1,3-thiazole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide In tetrahydrofuran at 20℃; under 1125.11 Torr; for 0.25h;
Stage #2: 1,3-thiazole In tetrahydrofuran at 20℃; under 1125.11 Torr; for 12h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water regioselective reaction;
A 27%
B 61%
3034-53-5

2-bromo-1,3-thiazole

A

14190-59-1

1,3-thiazole-2-carboxylic acid

B

ETHYL 2-[N-(1'-AMINOCITRACONAMIDO)]-4-(2'-THIAZOLYL)PYRIMIDINE-5-CARBOXYLATE

ETHYL 2-[N-(1'-AMINOCITRACONAMIDO)]-4-(2'-THIAZOLYL)PYRIMIDINE-5-CARBOXYLATE

Conditions
ConditionsYield
With n-butyllithium; carbon dioxideA 57%
B n/a
14527-42-5

thiazole-2-carboxylic acid ethyl ester

14190-59-1

1,3-thiazole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: thiazole-2-carboxylic acid ethyl ester With potassium hydroxide; ethanol; water at 20℃; for 2h;
Stage #2: With hydrogenchloride; water In ethanol
25%
With potassium hydroxide
Stage #1: thiazole-2-carboxylic acid ethyl ester With potassium hydroxide; ethanol at 120℃; for 0.5h;
Stage #2: With hydrogenchloride; water In ethanol pH=4.0;
Stage #1: thiazole-2-carboxylic acid ethyl ester With potassium hydroxide; ethanol at 120℃; for 0.5h;
Stage #2: With hydrogenchloride In ethanol; water pH=4.0;
Stage #1: thiazole-2-carboxylic acid ethyl ester With potassium hydroxide; ethanol; water at 20℃; for 2h;
Stage #2: With hydrogenchloride; water
288-47-1

1,3-thiazole

14190-59-1

1,3-thiazole-2-carboxylic acid

Conditions
ConditionsYield
With diethyl ether; phenyllithium anschliessend Behandeln mit CO2;
3034-53-5

2-bromo-1,3-thiazole

14190-59-1

1,3-thiazole-2-carboxylic acid

Conditions
ConditionsYield
With n-butyllithium; diethyl ether anschliessend mit CO2;
115-08-2

thiocarboxamide

formylchloroacetic acid ethyl ester

formylchloroacetic acid ethyl ester

14190-59-1

1,3-thiazole-2-carboxylic acid

Conditions
ConditionsYield
beim anschliessenden Verseifen; reagirt analog mit 2-Chlor-acetessigsaeure-aethylester, 3-Chlor-laevulinsaeure-aethylester,;
1192365-76-6

C4H2NO2S(1-)*Li(1+)

14190-59-1

1,3-thiazole-2-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid; water
288-47-1

1,3-thiazole

124-38-9

carbon dioxide

14190-59-1

1,3-thiazole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: 1,3-thiazole With n-butyllithium In tetrahydrofuran at -60℃; for 0.166667h;
Stage #2: carbon dioxide In tetrahydrofuran
Stage #1: 1,3-thiazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere;
12 g
14190-59-1

1,3-thiazole-2-carboxylic acid

115012-25-4

6-aminohexanoic acid phenylamide

thiazole-2-carboxylic acid (5-phenylcarbamoyl-pentyl)-amide

Conditions
ConditionsYield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;94%

Thiazole-2-carboxylic acid Chemical Properties

IUPAC Name: 1,3-Thiazole-2-carboxylic acid
Synonyms of Thiazole-2-carboxylic acid (CAS NO.14190-59-1): 1,3-Thiazole-2-carboxylic acid ; 2-Thiazolecarboxylic acid,thiazole-2-carboxylic acid
CAS NO: 14190-59-1
Molecular Formula: C4H3NO2S
Molecular Weight: 129.1371
Molecular Structure:

Melting Point: 91.6-93°C
ProductCategories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts ; Thiazole series ; Carboxylic Acids ; Thiazoles, Isothiazoles &Benzothiazoles ; Carboxylic Acids ; Thiazoles, Isothiazoles & Benzothiazoles 
Polar Surface Area: 67.43 Å2
Index of Refraction: 1.617
Molar Refractivity: 29.65 cm3
Molar Volume: 84.6 cm3
Surface Tension: 72 dyne/cm
Density of Thiazole-2-carboxylic acid (CAS NO.14190-59-1): 1.525 g/cm3
Flash Point: 141.6 °C
Enthalpy of Vaporization: 58.22 kJ/mol
Boiling Point: 310.6 °C at 760 mmHg
Vapour Pressure: 0.000256 mmHg at 25°C

Thiazole-2-carboxylic acid Safety Profile

Risk Statements of Thiazole-2-carboxylic acid (CAS NO.14190-59-1): 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
 

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