Diphenyl Phosphorochloridate 氯磷酸二苯酯
CAS 2524-64-3 MFCD00003030
化学结构图
SMILES: O=P(Cl)(Oc1ccccc1)Oc1ccccc1
化学属性
| Mol. Formula | C12H10ClO3P |
|---|---|
| Mol. Weight | 268.63 |
| Density | 1.296 |
| Refractive index | 1.5480 to 1.5520 |
| Boiling Point | 363.5°C at 760 mmHg |
| Vapor Pressure | 10 mmHg ( 190 °C) |
| Flash Point | >113°C |
| TSCA | Yes |
| Solubility | MAY DECOMPOSE |
| Appearance | 无色透明液体，沸点:314-316℃ |
| Stability | 对湿度敏感 |
别名和识别编码
| Chemical Name | Diphenyl Phosphorochloridate |
|---|---|
| MDL Number | MFCD00003030 |
| CAS Number | 2524-64-3 |
| EC Number | 219-759-6 |
| Beilstein Registry Number | 654130 |
| Synonym | Diphenyl chlorophosphate {LY} Diphenyl chlorophosphate {} {LY} Diphenyl chlorophosphate {} {} {LY} Diphenyl chlorophosphate {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diphenyl chlorophosphate {} {} {} {} {} {} {} {} {} {} |
| PubChem Substance ID | 87567629 |
| Chemical Name Translation | 氯磷酸二苯酯 |
| Reaxys-RN | 654130 |
| LabNetwork Molecule ID | LN00191619 |
| InChI | InChI=1S/C12H10ClO3P/c13-17(14,15-11-7-3-1-4-8-11)16-12-9-5-2-6-10-12/h1-10H |
| Canonical SMILES | O=P(Cl)(OC1=CC=CC=C1)OC2=CC=CC=C2 |
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分类
- {SNA} Building Blocks, Chemical Synthesis, Organic Building Blocks, Phosphorus Compounds, Phosphorus Halides
产品应用
- 磷酸化试剂，用于被保护的丝氨酸和吡喃糖。
相关文献及参考
- Diphenylphosphate has also been exploited as a good leaving group in the high yield conversion (equivalent to dehydration) of secondary alcohols to olefins by thermal elimination: Synthesis, 1300 (1995). For further information, see Triphenyl phosphate, L08130. Other conversions, generally in the presence of a base such as triethylamine, in which the equivalent of a dehydration step occurs are:
- Hydrogenolysis of the phenyl groups yields the monophosphate ester of the alcohol. Glycosyl monophosphates have been prepared in this way. Alternatively, treatment of the glycosyl diphenyl phosphate with sodium azide in DMF provides a high yield route to glycosyl azides: Carbohydr. Res., 223, 169 (1992).
- Aldoximes to nitriles at room temperature: J. Org. Chem., 34, 2805 (1969). Peptide coupling (see Appendix 6), via the mixed carboxyl phosphate anhydride: Chem. Ber., 94, 2644 (1961). Carboxylic acids to anhydrides: Synthesis, 219 (1981). ω-Hydroxy acids to macrolides, promoted by DMAP: J. Org. Chem., 47, 1612 (1982).
- Diphenylphosphate esters, formed with or without catalysis by DMAP, undergo a variety of transformations:
- See also Diphenylphosphonic azide, A12124.
- Lithium enolates give enol diphenylphosphates in which the phosphate moiety acts as a leaving group; e.g., ketone enol phosphates have been converted to the corresponding alkene by reaction with organocuprates: Tetrahedron Lett., 4405 (1976). With amides, internal displacement occurs; subsequent reaction with NaN3 gives azirines: Helv. Chim. Acta, 76, 2830 (1993):
安全信息
GHS Symbol
- S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
- S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
- S7 Keep container tightly closed 保存在严格密闭容器中；
- R34 Causes burns 会导致灼伤
- R37 Irritating to respiratory system 刺激呼吸道
- P234 Keep only in original container. 只保留在原来的容器中。
- P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P301+P330+P331
- P301+P330+P331+P310
- P303+P361+P353+P310+P363
- P304+P340
- P304+P340+P310
- P305+P351+P338
- P305+P351+P338+P310
- P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
- P390 Absorb spillage to prevent material damage. 吸收溢出物，防止重大损害。
- P405 Store locked up. 上锁保管。
- P406 Store in corrosive resistant/… container with a resistant inner liner. 存放在耐腐蚀/具有耐性的内衬容器。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- H290 May be corrosive to metals 可能腐蚀金属。
- H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
其他信息
- 检测方法:GC,NMR
- Alfa Aesar:氯磷酸二苯酯,97% Diphenyl phosphorochloridate, 97%(2524-64-3)
- 可能在水中分解，溶于大多数有机溶剂。
- MOL 文件:2524-64-3.mol
- 存储注意事项:湿度敏感
- 图谱信息:氯磷酸二苯酯(2524-64-3)核磁图( 13 CNMR) 氯磷酸二苯酯(2524-64-3)核磁图( 1 HNMR) 氯磷酸二苯酯(2524-64-3)红外图谱(IR1) 氯磷酸二苯酯(2524-64-3)质谱(MS)
- Acros Organics:氯磷酸二苯酯 Diphenyl chlorophosphate, 98%(2524-64-3)
- 蒸气压:10 mm Hg ( 190 °C)
- TCI Shanghai:氯磷酸二苯酯 Diphenyl Chlorophosphate,>;95.0%(GC)(2524-64-3)
- MSDS 信息:Diphenyl chlorophosphate(2524-64-3).msds
- 氯磷酸二苯酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010176 氯磷酸二苯酯;二苯基氯磷酸酯 25g 150元 2011/04/16 D1059 氯磷酸二苯酯 Diphenyl Chlorophosphate 25G 209元 2011/04/16 D1059 氯磷酸二苯酯 Diphenyl Chlorophosphate 500G 1780元
- 海关编码:29209085
- 敏感性:Moisture Sensitive
- 用途一:磷酸化试剂，用于被保护的丝氨酸和吡喃糖。
- 下游产品:三甲基硅烷化重氮甲烷 --> N-丙烯酰氧基琥珀酰亚胺
- Sigma Aldrich:2524-64-3(sigmaaldrich)
