2-噻吩基乙酰腈
2-THENOYLACETONITRILE
CAS: 33898-90-7
Molecular Formula: C7H5NOS
2-噻吩基乙酰腈 - Names and Identifiers
2-噻吩基乙酰腈 - Physico-chemical Properties
| Molecular Formula | C7H5NOS |
| Molar Mass | 151.19 |
| Density | 1.2170 (rough estimate) |
| Melting Point | 134-138 °C |
| Boling Point | 360°C (rough estimate) |
| Solubility | Dichloromethane, Methanol |
| Appearance | Solid |
| Color | Off-White to Light Green Cyrstalline |
| BRN | 111990 |
| pKa | 7.46±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
| Refractive Index | 1.5500 (estimate) |
| MDL | MFCD00052586 |
| Use | Application 2-thienyl acetylnitrile is an organic intermediate, which can be prepared from thiophene formaldehyde by first preparing thiophene carbonitrile and then reacting with sodium tert-butoxide to obtain 2-thienyl acetylnitrile. It has been reported in the literature that 2-thienylacetylnitriles can be used for the preparation of L-N-acetylthioproline. |
2-噻吩基乙酰腈 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R41 - Risk of serious damage to eyes R22 - Harmful if swallowed |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S39 - Wear eye / face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | 3276 |
| WGK Germany | 3 |
| HS Code | 29349990 |
| Hazard Class | 6.1 |
| Packing Group | III |
2-噻吩基乙酰腈 - Upstream Downstream Industry
| Raw Materials | Acetonitrile Sodium methanolate Chlorobenzene METHYL THIOPHENE-2-CARBOXYLATE |
| Downstream Products | ETHYL THIOPHENE-2-GLYOXYLATE |
2-噻吩基乙酰腈 - Preparation
250 ml of a three-neck bottle, install a thermometer and a stirrer, and add iodine (0.15mol) to the mixture of thiophene formaldehyde (R = H,0.1mol), acetonitrile (100ml) and ammonia water (2.0mol). Stirring at 10 ℃, HPLC tracking control reaction time. Then add Na2S2O3 to remove unreacted iodine, cool to 0 ℃, stir for 1 hour, and produce a large amount of crystals. Filtration and drying to obtain a light yellow solid with a yield of 90%.
250 ml three-neck bottle, install thermometer and mixer. Tetrahydrofuran (100ml) was added, cooled to 0°C, and then sodium tert-butoxide (0.5mol) was added. Acetonitrile (0.3mol) was added dropwise, the internal temperature was kept at 0 ℃, and stirred for 10 minutes. At 0 ℃, thienenonitrile (0.1mol,R = H) was added dropwise, and then stirred for 30 minutes (HPLC follow-up). Add hydrochloric acid and crushed ice to stop the reaction, slowly raise the temperature to room temperature, and continue stirring for 3 hours. Extraction using ethyl acetate, drying, and concentration gave 2-thienylacetonitrile as a pale yellow solid with 70% yield and 99.2% purity (HPLC).
Last Update：2024-04-10 22:29:15
2-噻吩基乙酰腈 - Reference Information
| Application | 2-thienyl acetonitrile is an organic intermediate, which can be used as a raw material to prepare thienoxonitrile first, and then with tert-butoxide Sodium reaction prepares 2-thienyl acetonitrile. It has been reported that 2-thienylacetonitrile can be used to prepare L-N-acetylthioproline. |
| prepare | 250 ml of three-neck bottle, install thermometer and stirrer, and add iodine (0.15mol) to the mixture of thiophene formaldehyde (R = H,0.1mol), acetonitrile (100ml) and ammonia water (2.0mol). Stirring at 10 ℃, HPLC tracking control reaction time. Then add Na2S2O3 to remove unreacted iodine, cool to 0 ℃, stir for 1 hour, and produce a large amount of crystals. Filtration and drying to obtain a light yellow solid with a yield of 90%. In a 250 ml three-neck bottle, install a thermometer and a stirrer. Tetrahydrofuran (100ml) was added, cooled to 0°C, and then sodium tert-butoxide (0.5mol) was added. Add acetonitrile (0.3mol) dropwise, keep the internal temperature at 0 ℃, and stir for 10 minutes. At 0 ℃, thienenonitrile (0.1mol,R = H) was added dropwise, and then stirred for 30 minutes (HPLC tracking). Add hydrochloric acid and crushed ice to stop the reaction, slowly raise the temperature to room temperature, and continue stirring for 3 hours. Extraction, drying and concentration using ethyl ethyl B acid to obtain 2-thienylacetonitrile as light yellow solid with 70% yield and 99.2% purity (HPLC). |
Last Update：2024-04-09 20:49:11
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View History
2-噻吩基乙酰腈
三甲基硅基乙炔锂
7-氮杂吲哚-3-羧酸甲酯
卡络磺钠杂质B
METHYLDIPHENYLSULFONIUM TETRAFLUOROBORATE
10-反式 - 阿托伐他汀丙酮化物叔丁酯
紫尿酸(不含结晶水)
Cbz-β-D-高丙氨酸
NALPHA-TERT-BUTOXYCARBONYL-L-ASPARTIC ACID
2-(4-甲酰基苯基)吡啶
三甲基硅基乙炔锂
7-氮杂吲哚-3-羧酸甲酯
卡络磺钠杂质B
METHYLDIPHENYLSULFONIUM TETRAFLUOROBORATE
10-反式 - 阿托伐他汀丙酮化物叔丁酯
紫尿酸(不含结晶水)
Cbz-β-D-高丙氨酸
NALPHA-TERT-BUTOXYCARBONYL-L-ASPARTIC ACID
2-(4-甲酰基苯基)吡啶
Raw Materials for 2-噻吩基乙酰腈
Downstream Products for 2-噻吩基乙酰腈