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CAS RN: 1499-21-4 | 产品编码: C1415

Diphenylphosphinic Chloride


纯度/分析方法: >98.0%(GC)(T)
别名:
  • 二苯基次膦酰氯
  • 氯二苯基膦氧化物
  • Chlorodiphenylphosphine Oxide
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产品编码 C1415
纯度/分析方法 >98.0%(GC)(T)
分子式/分子量 C__1__2H__1__0ClOP = 236.63  
外观与形状(20°C) 液体
储存在惰性气体下 存放于惰性气体之中
应避免的情况 湿气 (分解)
CAS RN 1499-21-4
Reaxys-RN 975191
PubChem物质ID 87566421
SDBS (AIST Spectral DB) 23276
MDL编号

MFCD00002077

技术规格
Appearance Colorless to Light orange to Yellow clear liquid
Purity(GC) min. 98.0 %
Purity(Argentometric Titration) min. 98.0 %
物性(参考值)
沸点 222 °C/16 mmHg
闪点 26 °C
比重 1.27
折射率 1.61
GHS
象形图 Pictogram Pictogram Pictogram
信号词 危险
危险性说明 H314 : 造成严重皮肤灼伤和眼损伤。
H341 : 怀疑可造成遗传性缺陷。
H226 : 易燃液体和蒸气。
防范说明 P501 : 将内装物/容器送到批准的废物处理厂处理。
P202 : 在阅读并明了所有安全措施前切勿搬动。
P240 : 容器和装载设备接地/等势联接。
P210 : 远离热源/火花/明火/热表面。禁止吸烟。
P233 : 保持容器密闭。
P201 : 使用前取得专用说明。
P243 : 采取防止静电放电的措施。
P241 : 使用防爆的电气/通风/照明设备。
P242 : 只能使用不产生火花的工具。
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。
P370 + P378 : 火灾时:使用干砂、干粉或抗醇泡沫灭火。
P308 + P313 : 如接触到或有疑虑:求医/就诊。
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。
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。
P403 + P235 : 存放在通风良好的地方。保持低温。
P405 : 存放处须加锁。
相关法规
运输信息
UN编号 UN2920
类别 8 / 3
包装类别 II
监管条件代码(*)
应用
Condensing Agent

Experimental procedure: N-Benzyloxycarbonylvaline (30.15 g, 0.12 mol) is dissolved in dichloromethane (200 mL) and cooled to 0 °C at which temperature NMM (13.2 mL, 0.12 mol) and a solution of DppCl (28.38 g, 0.12 mol) in dichloromethane (200 mL) are added in quick succession. After an activation period of 15 min a precooled solution of alanine phenyl ester tosylate (33.74 g, 0.1 mol) in dry, distilled DMF (80 mL) is added immediately followed by NMM (11 mL, 0.1 mol) and the mixture is stirred for 30 min. Removal of the reaction solvent left a pale yellow oil which is partitioned between ethyl acetate and water. The organic phase is washed with saturated NaHCO3 (5 times), 5% citric acid (3 times), water (2 times), saturated NaHCO3 (2 times), water (2 times) and brine (2 times) before drying over anhydrous magnesium sulfate. Evaporation of solvent under reduced pressure from the final dried solution afforded a white powder which is crystallized from ethyl acetate with light petroleum to give 1 (38.73 g, 81%).

References


应用
Protection of Amino Groups

Introduction of the diphenylphosphinyl (Dpp) group: To a vigorously stirred suspension of the amine hydrochloride (0.2 mol) in dichloromethane (500 mL) at 0 °C are added NMM (43.5 mL, 0.4 mol) and DppCl (47.4 g, 0.2 mol) in dichloromethane (90 mL) in such a way as to maintain the temperature of the reaction mixture at 0 °C. The reactants are then stirred for 2 h during which time the temperature rises to ca. 15 °C. Removal of the reaction solvent left a pale yellow oil which is partitioned between ethyl acetate and water. The organic phase is washed with saturated NaHCO3 (5 times), 5% citric acid (3 times), water (2 times), saturated NaHCO3 (2 times), water (2 times) and brine (2 times) before drying over anhydrous magnesium sulfate. Following evaporation of the solution, the desired product is crystallized from the residue with appropriate crystallization solvent to afford the protected amine.
Cleavage of the Dpp group: A 1.5 mol/L solution of HCl in methanol (3.5 mL, 5.3 mmol) is added to DppTrp-Met-Asp(OtBu)-PheNH2 (750 mg, 0.9 mmol) and the mixture is stirred. After 90 min white crystals begin to precipitate out of solution and 1 h later optimum cleavage is considered to have occurred. The reaction mixture is poured into vigorously stirred cold, anhydrous diethyl ether (200 mL) and after stirring for a further 1 h at low temperature. HCl·H2NTrp-Met-Asp(OtBu)-PheNH2 (470 mg, 78%) is filtered off, washed with cold diethyl ether, and dried.

References


参考文献


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