Maximum quantity allowed is 999
CAS RN: 76-05-1 | 产品编码: T0431
Trifluoroacetic Acid
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Appearance | Colorless to Almost colorless clear liquid |
Purity(Neutralization titration) | min. 99.0 % |
沸点 | 73 °C |
比重 | 1.49 |
水溶性 | 完全混溶 |
溶解性(可与之混溶) | 乙醚, 苯, 丙酮 |
象形图 | |
信号词 | 危险 |
危险性说明 | H301 : 吞咽会中毒。 H332 : 吸入有害。 H314 : 造成严重皮肤灼伤和眼损伤。 H412 : 对水生生物有害并具有长期持续影响。 H290 : 可能腐蚀金属。 |
防范说明 | P501 : 将内装物/容器送到批准的废物处理厂处理。 P261 : 避免吸入粉尘/烟/气体/烟雾/蒸气/喷雾。 P273 : 避免释放到环境中。 P270 : 使用本产品时不要进食、饮水或吸烟。 P234 : 只能在原容器中存放。 P271 : 只能在室外或通风良好之处使用。 P264 : 作业后彻底清洗皮肤。 P280 : 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P390 : 吸收溢出物,防止材料损坏。 P303 + P361 + P353 : 如皮肤(或头发)沾染:立即脱掉所有沾污的衣物。用水清洗皮肤/淋浴。 P301 + P330 + P331 : 如误吞咽:漱口。不要诱导呕吐。 P363 : 沾染的衣服清洗后方可重新使用。 P301 + P310 + P330 : 如误吞咽:立即呼叫急救中心/医生。漱口。 P304 + P340 + P310 : 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。立即呼叫急救中心/医生。 P305 + P351 + P338 + P310 : 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。立即呼叫急救中心/医生。 P406 : 贮存于抗腐蚀/带抗腐蚀衬里的容器中。 P405 : 存放处须加锁。 |
危化品序号 | 1789 |
RTECS# | AJ9625000 |
UN编号 | UN2699 |
类别 | 8 |
包装类别 | I |
监管条件代码(*) |
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Used Chemicals
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Procedure
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Trifluoroacetic acid (0.355 mL, 4.64 mmol, 11.6 eq.) was added to a solution of 1-Phenylpropargyl alcohol (52.9 mg, 0.40 mmol) and hydrazine monohydrate (500 mg, 10.0 mmol, 25 eq.) in methanol (5 mL) at room temperature. An RVC electrode was immersed in the solution and constant current electrolysis was performed at a current of 40 mA until an electrical flow of 45 F/mol was completed. Water (20 mL) was added to the reaction mixture and the aqueous layer was extracted with diethyl ether (20 mL, twice). The combined organic layer was dried over sodium sulfate and filtered. The solvent was removed under reduced pressure to give 1-phenyl-1-propanol as a colorless liquid (57.2 mg, >99% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by UPLC.
The experiment was conducted in a fume hood because gas is produced during the reaction.
The reaction was carried out for about 8 hours.
IKA ElectraSyn 2.0 was used as an electrolytic apparatus in this experiment.
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Analytical Data
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1-phenyl-1-propanol
1H NMR (400 MHz, CDCl3); δ 7.39–7.26 (m, 5H), 4.59 (t, J = 6.4 Hz, 1H), 2.07 (br s, 1H), 1.88–1.70 (m, 2H), 0.92 (t, J = 7.2 Hz, 3H).
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Lead Reference
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- eHydrogenation: Hydrogen-free Electrochemical Hydrogenation
Reference
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
To a stirred solution of alcohol 1 (913 mg, 3.06 mmol) in benzene (85 mL) are added DMSO (1.31 mL, 18.4 mmol), pyridine (0.37 mL, 4.6 mmol), CF3COOH (0.35 mL, 4.6 mmol), and dicyclohexylcarbodiimide (1.89 g, 9.2 mmol). After being stirred for 30 min, the resulting white solids are filtered off. The filtrate is diluted with AcOEt (500 mL), and this is wshed with H2O (100 mL). The organic phase is dried over Na2SO4 and concentrated in vacuo. To the residue is added a small amount of AcOEt, and the precipitates are filtered off. The filtrate is concentrated in vacuo to give crude tetrahydrofuranone 2, which is reduced directly. The residue is dissolved in MeOH (20 mL), and NaBH4 (174 mg, 4.6 mmol) is added. After being stirred for 1 h, the mixture is neutralized with Amberlite IR-120 (H+). The resin is removed by filtration and washed with MeOH. The combined filtrate and washings are concentrated in vacuo. The residue is purified by flash column chromatography (SiO2, AcOEt : Toluene = 1 : 20) to give the epi alcohol 3 (758 mg, Y. 83%) as white crystals.
References
- Total syntheses of (+)-Altholactone [(+)-Goniothalenol] and three stereocongeners and their cytotoxicity against several tumor cell lines
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