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Cas Database |
| Name |
2,5-Dichlorothiophene |
EINECS | 221-638-8 |
| CAS No. | 3172-52-9 | Density | 1.488 g/cm3 |
| PSA | 28.24000 | LogP | 3.05490 |
| Solubility | N/A | Melting Point |
-41 - -40 °C |
| Formula | C4H2Cl2S | Boiling Point | 158.9 °C at 760 mmHg |
| Molecular Weight | 153.032 | Flash Point | 59.4 °C |
| Transport Information | UN 2929 | Appearance | clear colorless to slightly yellow liquid |
| Safety | 45-36/37-28A-36-26 | Risk Codes | 40-26/27/28-36/37/38-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  T+
|
| Synonyms |
5-Chloro-2-thienyl chloride;NSC 60527; |
Article Data | 20 |
2,5-Dichlorothiophene Synthetic route
- 188290-36-0
thiophene
- 3172-52-9
2,5-diclorothiophene
| Conditions | Yield |
|---|---|
| With N-chloro-succinimide In tetrachloromethane for 4h; Time; Reflux; | 95% |
| With N-chloro-succinimide; perchloric acid In tetrachloromethane for 24h; Ambient temperature; | 82% |
| With lead(IV) acetate; tin(IV) chloride In ethyl acetate for 0.25h; | 75% |
| With N-chloro-succinimide; perchloric acid In chloroform for 0.5h; Heating; | 67% |
| With chlorine anschliessend Erhitzen mit Kaliumhydroxid und Natriumhydroxid; |
| Conditions | Yield |
|---|---|
| With N-chloro-succinimide; perchloric acid In tetrachloromethane for 24h; Ambient temperature; | 82% |
| With chlorine anschliessend Erhitzen mit Kaliumhydroxid und Natriumhydroxid; | |
| With chlorine Yield given; |
| Conditions | Yield |
|---|---|
| With ammonium nitrate; N-chloro-succinimide In acetonitrile for 1h; | A 59% B 10% |
| With hydrogenchloride; sodium peroxide In toluene; benzene at 28 - 30℃; for 0.5h; Product distribution; var. reagents; var. temperatures, var. reaction times; | A 67 % Chromat. B 11 % Chromat. |
| With chlorine; potassium carbonate |
- 36157-41-2
2,5-dichlorothiophene-3-carboxylic acid
A
- 3172-52-9
2,5-diclorothiophene
B
- 57308-99-3
2,2',5,5'-tetrachloro-3,3'-bithiophene
| Conditions | Yield |
|---|---|
| With palladium(II) trifluoroacetate; silver carbonate In dimethyl sulfoxide; N,N-dimethyl-formamide at 120℃; for 16h; Inert atmosphere; | A n/a B 57% |
| Conditions | Yield |
|---|---|
| With N-chloro-succinimide In acetic acid for 2h; Chlorination; Heating; | A 26% B 26% |
- 188290-36-0
thiophene
- 598-49-2
N-chloroacetamide
A
- 96-43-5
2-thienyl chloride
B
- 3172-52-9
2,5-diclorothiophene
| Conditions | Yield |
|---|---|
| at 60℃; |
- 527-72-0
2-thiophenylcarboxylic acid
A
- 3172-52-9
2,5-diclorothiophene
B
- 24065-33-6
5-Chlorothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With alkaline aqueous sodium hypochlorite solution anschliessend Erwaermen mit wss. Salzsaeure; |
- 18614-15-8
2,2,3,4,5,5-hexachloro-tetrahydro-thiophene
- 3172-52-9
2,5-diclorothiophene
| Conditions | Yield |
|---|---|
| With water; zinc |
- 64048-11-9
2,3,4,5-tetrachloro-tetrahydro-thiophene
A
- 17249-75-1
2,4-dichlorothiophene
B
- 3172-52-9
2,5-diclorothiophene
C
- 17249-79-5
2,3-Dichlorothiophene
| Conditions | Yield |
|---|---|
| Erhitzen auf 180grad; optically inactive stereoisomer(ic) of mp: 113 degree; |
- 18243-72-6
2-(methyldichlorosilyl)thiophene
A
- 96-43-5
2-thienyl chloride
B
- 3172-52-9
2,5-diclorothiophene
C
- 75-79-6
Methyltrichlorosilane
| Conditions | Yield |
|---|---|
| With chlorine; iron(III) chloride at 20℃; for 5h; Product distribution; other temperatures; various reaction times; other reagents: SO2Cl2, antimony trichloride, iodine.; |
2,5-Dichlorothiophene Specification
The 2,5-Dichlorothiophene is an organic compound with the formula C4H2Cl2S. The IUPAC name of this chemical is 2,5-dichlorothiophene. With the CAS registry number 3172-52-9, it is also named as Thiophene, 2,5-dichloro-. The product's categories are Thiophenes; Organics; Thiophene & Benzothiophene; Miscellaneous; Thiophens; Halogenated Heterocycles; Heterocyclic Building Blocks; Thiophenes Building Blocks. Besides, it is a clear colorless to slightly yellow liquid, which should be stored in a cool and dry place at temperature of 0 - 6 °C. It is used for pharmaceutical intermediates.
Physical properties about 2,5-Dichlorothiophene are: (1)ACD/LogP: 3.20; (2)ACD/LogD (pH 5.5): 3.2; (3)ACD/LogD (pH 7.4): 3.2; (4)ACD/BCF (pH 5.5): 158.34; (5)ACD/BCF (pH 7.4): 158.34; (6)ACD/KOC (pH 5.5): 1306.41; (7)ACD/KOC (pH 7.4): 1306.41; (8)Polar Surface Area: 28.24 Å2; (9)Index of Refraction: 1.584; (10)Molar Refractivity: 34.42 cm3; (11)Molar Volume: 102.8 cm3; (12)Polarizability: 13.64×10-24cm3; (13)Surface Tension: 42.2 dyne/cm; (14)Density: 1.488 g/cm3; (15)Flash Point: 59.4 °C; (16)Enthalpy of Vaporization: 37.92 kJ/mol; (17)Boiling Point: 158.9 °C at 760 mmHg; (18)Vapour Pressure: 3.33 mmHg at 25°C.
Preparation: this chemical can be prepared by thiophene. This reaction will need reagent SnCl4, Pb(OAc)4 and solvent ethyl acetate. The reaction time is 15 min. The yield is about 75%.
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Uses of 2,5-Dichlorothiophene: it can be used to produce 2,5-dichloro-3,4-dinitro-thiophene. It will need reagent sulfuric acid and nitric acid.
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When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed and very toxic by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer). Besides, this chemical is risk of serious damage to eyes and irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and gloves. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1sc(Cl)cc1
(2)InChI: InChI=1/C4H2Cl2S/c5-3-1-2-4(6)7-3/h1-2H
(3)InChIKey: FGYBDASKYMSNCX-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C4H2Cl2S/c5-3-1-2-4(6)7-3/h1-2H
(5)Std. InChIKey: FGYBDASKYMSNCX-UHFFFAOYSA-N
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