3426-89-9

• 常用中文名：苯氧基亚磷酰二氯
• 常用英文名：dichloro(phenoxy)phosphane
• CAS号：3426-89-9
• 分子式：C₆H₅Cl₂OP
• 分子量：194.98300
• 相关类别： 化学试剂 有机试剂 卤化磷
• 发布时间：2018-08-13 09:11:26
• 更新时间：2024-01-11 11:29:11

• 二氯亚磷酸苯酯是很好的磷酰化试剂, 用于形成亚磷酸酯、磷酸三酯以及环状有机磷化合物。还适用于高分子合成和酰胺化合物的脱水。

  合成有机磷化合物 二氯亚磷酸苯酯与含有羟基的化合物反应生成亚磷酸三酯 (式2)，在氧化试剂氧化下，亚磷酸三酯可以得到磷酸三酯 (式3)。

  

  合成有机膦化合物 二氯亚磷酸苯酯与醛、胺或酰胺反应可以合成含有P-C键的化合物 (式4)。

  

  用于手性有机膦的合成 二氯亚磷酸苯酯与手性试剂反应生成手性亚磷酸三酯，它可用作铜催化剂的配体 (式5)。

  

  用于合成磷酰胺 二氯亚磷酸苯酯与叔丁醇和核苷 (如AZT、d4T) 反应生成核苷亚磷酸二酯，然后在NCS存在下与氨基酸酯反应，可制备核苷磷酰胺，这类化合物具有抗HIV活性，是一类前药 (式6)。

  

名称

• 中文名: 苯氧基亚磷酰二氯
• 英文名: dichloro(phenoxy)phosphane
• 英文别名: Phenyl dichlorophosphite; phenyl dichlorophosphinite; PHOSPHORODICHLORIDOUS ACID,PHENYL ESTER; phenyl phosphorodichloridate; phosphorodichloridite of phenol; Dichlorophenoxyphosphine; EINECS 222-330-6; Phenoxyphosphorus dichloride; Phenyl phosphorodichloridite; diacid chloride of phenyl phosphorous acid; Phosphorigsaeurephenylesterdichlorid; Phenyl-phosphorodichloridit; MFCD00041721

物化性质

• 密度: 1.359
• 沸点: 99ºC (12 mmHg)
• 分子式: C₆H₅Cl₂OP
• 分子量: 194.98300
• 闪点: 87.5ºC
• 精确质量: 193.94600
• PSA: 22.82000
• LogP: 3.76990
• 储存条件:

  密封储存，储存于阴凉、干燥的库房。远离腐蚀区。

• 稳定性:

  1.避免与不相容材料，空气，湿空气，水接触。

  2.具有刺激性气味，对潮湿敏感。不能和强碱、强氧化剂一起放置。在减压条件下可以重蒸纯化。

• 计算化学:

  1、 疏水参数计算参考值（XlogP）：3.4

  2、 氢键供体数量：0

  3、 氢键受体数量：1

  4、 可旋转化学键数量：1

  5、 互变异构体数量：2

  6、 拓扑分子极性表面积（TPSA）：9.2

  7、 重原子数量：10

  8、 表面电荷：0

  9、 复杂度：93.7

  10、 同位素原子数量：0

  11、 确定原子立构中心数量：0

  12、 不确定原子立构中心数量：0

  13、 确定化学键立构中心数量：0

  14、 不确定化学键立构中心数量：0

  15、 共价键单元数量：1

• 更多:

  1. 性状：无色透明液体

  2. 密度（g/mL,25℃）：1.359

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：未确定

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,12mmHg）：99

  7. 折射率(n20/D)：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（mPa,20ºC）：未确定

  12. 饱和蒸气压（kPa,25ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：溶于大多数非质子有机溶剂。

MSDS

Name: Phenyl Phosphorodichloridite Material Safety Data Sheet Synonym: Phosphorodichloridous Acid, Phenyl Ester; Dichlorophenoxyphosphine CAS: 3426-89-9 Section 1 - Chemical Product MSDS Name:Phenyl Phosphorodichloridite Material Safety Data Sheet Synonym:Phosphorodichloridous Acid, Phenyl Ester; Dichlorophenoxyphosphine Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 3426-89-9 Phosphorodichloridous Acid, Phenyl Est ca 100 222-330-6 Hazard Symbols: C Risk Phrases: 34 Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Causes burns.Corrosive. Potential Health Effects Eye: Causes eye burns. Skin: Causes skin burns. Ingestion: May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. Inhalation: Causes chemical burns to the respiratory tract. Chronic: No information found. Section 4 - FIRST AID MEASURES Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes). Skin: Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes. Ingestion: Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately. Inhalation: Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask. Notes to Physician: Section 5 - FIRE FIGHTING MEASURES General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing Media: Use agent most appropriate to extinguish fire. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation. Section 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Do not get on skin or in eyes. Avoid ingestion and inhalation. Do not ingest or inhale. Use with adequate ventilation. Discard contaminated shoes. Storage: Store in a cool, dry place. Keep container closed when not in use. Corrosives area. Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels. Exposure Limits CAS# 3426-89-9: Personal Protective Equipment Eyes: Wear chemical splash goggles. Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to minimize contact with skin. Respirators: A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Liquid Color: clear colorless Odor: Not available. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: 99 deg C @ 12.00mm Hg Freezing/Melting Point: 0 deg C Autoignition Temperature: Not applicable. Flash Point: Not available. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Solubility in water: Specific Gravity/Density: 1.3590g/cm3 Molecular Formula: C6H5Cl2OP Molecular Weight: 194.98 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Conditions to Avoid: Incompatible materials, strong oxidants. Incompatibilities with Other Materials: Not available. Hazardous Decomposition Products: Irritating and toxic fumes and gases. Hazardous Polymerization: Not available. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 3426-89-9: TD4440000 LD50/LC50: CAS# 3426-89-9: Inhalation, rat: LC50 = >2080 mg/m3/1H; Oral, rat: LD50 = 681 mg/kg. Carcinogenicity: Phosphorodichloridous Acid, Phenyl Ester - Not listed by ACGIH, IARC, or NTP. Other: See actual entry in RTECS for complete information. Section 12 - ECOLOGICAL INFORMATION Section 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations. Section 14 - TRANSPORT INFORMATION IATA Shipping Name: CORROSIVE LIQUID, N.O.S.* Hazard Class: 8 UN Number: 1760 Packing Group: III IMO Shipping Name: CORROSIVE LIQUID, N.O.S. Hazard Class: 8 UN Number: 1760 Packing Group: III RID/ADR Shipping Name: CORROSIVE LIQUID, N.O.S. Hazard Class: 8 UN Number: 1760 Packing group: III Section 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives Hazard Symbols: C Risk Phrases: R 34 Causes burns. Safety Phrases: S 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. WGK (Water Danger/Protection) CAS# 3426-89-9: No information available. Canada CAS# 3426-89-9 is listed on Canada's NDSL List. CAS# 3426-89-9 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 3426-89-9 is listed on the TSCA inventory. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

毒理学数据: 1、急性毒性：小鼠经静脉LD50：100mg/kg； CHEMICAL IDENTIFICATION RTECS NUMBER : TD4440000 CHEMICAL NAME : Phosphorodichloridous acid, phenyl ester CAS REGISTRY NUMBER : 3426-89-9 BEILSTEIN REFERENCE NO. : 1866404 LAST UPDATED : 199712 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C6-H5-Cl2-O-P MOLECULAR WEIGHT : 194.98 WISWESSER LINE NOTATION : GPGOR HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 100 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#05836

安全

• 危害码 (欧洲): T: Toxic;
• 风险声明 (欧洲): 34-23-22
• 安全声明 (欧洲): S26;S28;S38;S45;S36/S37/S39
• 海关编码: 2909309090

合成路线

制备

三氯化磷与苯酚反应可以制备二氯亚磷酸苯酯，但目标产物产率很低。当在反应体系中加入MgCl₂并仔细监控反应，可得到高产率产物 (式1)。

海关

海关编码	2909309090
中文概述	2909309090 其他芳香醚及其卤化衍生物、磺化、硝化衍生物（包括亚硝化衍生物）。监管条件:无。增值税率:17.0%。退税率:9.0%。最惠国关税:5.5%。普通关税:30.0%
申报要素	品名, 成分含量, 用途
Summary	2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%