Product Name：Phenylphosphonic dichloride

Computed Properties

• 精确分子量: 193.94600
• 氢键供体数量: 0
• 氢键受体数量: 1
• 可旋转化学键数量: 1
• 同位素质量: 193.945507
• 重原子数量: 10
• 复杂度: 148
• 同位素原子数量: 0
• 确定原子立构中心数量: 0
• 不确定原子立构中心数量: 0
• 确定化学键立构中心数量: 0
• 不确定化学键立构中心数量: 0
• 共价键单元数量: 1
• 疏水参数计算参考值（XlogP）: none
• 互变异构体数量: none
• 表面电荷: 0
• 拓扑分子极性表面积: 17.1

Experimental Properties

• LogP: 2.98260
• PSA: 26.88000
• 折射率: n20/D 1.559(lit.)
• 水溶性: 起反应
• 沸点: 258°C(lit.)
• 熔点: 3 °C (lit.)
• 闪点: 华氏：399.2 °F
  摄氏：204 °C
  
• 溶解度: Miscible with benzene, chloroform, dimethyl sulfoxide and carbon tetrachloride.
• 颜色与性状: 无色液体。微有果香。在水或热醇中分解。
• 溶解性: 溶于苯、氯仿和四氯化碳。
• 敏感性: Moisture Sensitive
• 最大波长(λmax): 267(Cyclohexane)(lit.)
• 密度: 1.375 g/mL at 25 °C(lit.)

• Symbol: GHS05 GHS07
• WGK Germany：3
• 安全术语：8
• 安全说明：S26-S45-S8-S36/37/39
• 包装等级：II
• 风险术语：R14; R34; R37
• 危險品標誌： C
• 危险品运输编号：UN 3265 8/PG 2
• 危害声明：H290-H302-H314
• 警示性声明：P234-P260-P264-P270-P280-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P390-P405-P406-P501
• 提示语：危险
• 储存条件：不使用时保持容器关闭。 、腐蚀物质。 避免潮湿。 储存在阴凉干燥的地方,远离不相容的物质。
• PackingGroup：II
• 危险类别码：14-34-37
• 信号词：Danger
• TSCA：Yes
• HazardClass：8

• 海关编码：29310095
• 海关数据：

  中国海关编码：

  2931900090

  概述：

  2931900090. 其他有机-无机化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:AB(入境货物通关单,出境货物通关单). 最惠国关税:6.5%. 普通关税:30.0%

  Summary：

  2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

Synthetic Circuit 1

644-97-3

824-72-6

Reaction Conditions + 展開

1.1 Reagents: ε-Caprolactone Catalysts: Dibutyltin dimethoxide (reaction product with ethoxylated pentaerythritol and γ-thiobutyrolact…) Solvents: Chlorobenzene ;  10 min, rt; 2 h, 60 °C
1.2 Solvents: Toluene ;  6 h, 60 °C

Reference

Polylactones. 59. Biodegradable Networks via Ring-Expansion Polymerization of Lactones and Lactides with a Spirocyclic Tin Initiator

Kricheldorf, Hans R.; et al, Biomacromolecules, 2002, 3(4), 691-695

Synthetic Circuit 2

4895-65-2

824-72-6

Reaction Conditions + 展開

1.1 0.1 - 0.2 h, 20 - 25 °C

Reference

Reactions of amino acids with arylchlorophosphoranes and chlorophosphonium compounds

Mitrasov, Yu. N.; et al, Russian Journal of General Chemistry, 2011, 81(4), 777-778

Synthetic Circuit 3

4895-65-2

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Sodium dithionite Solvents: Carbon tetrachloride

Reference

Reactions of aryltetrachlorophosphoranes with sodium dithionite and sulfuryl chloride

Mitrasov, Yu. N.; et al, Zhurnal Obshchei Khimii, 1996, 66(5), 784-785

Synthetic Circuit 4

1078-58-6

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Phosphorus oxychloride Solvents: Diethyl ether ;  5 min, cooled; 21.5 h, rt

Reference

Selective Substitution of POCl3 with Organometallic Reagents: Synthesis of Phosphinates and Phosphonates

Verbelen, Bram ; et al, Synthesis, 2018, 50(10), 2019-2026

Synthetic Circuit 5

603-35-0

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Phosphorus oxychloride

Reference

Synthesis of halophosphines and phosphonic and thiophosphonic acid halides

Petrov, K. A.; et al, Zhurnal Obshchei Khimii, 1987, 57(2), 299-302

Synthetic Circuit 6

45778-17-4

16920-87-9

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Diethyl chlorophosphite Solvents: Nitromethane

Reference

Ambidentate reactivity of chlorophosphonium derivatives in nucleophilic reactions. I. Reactions with phosphites

Timokhin, B. V.; et al, Zhurnal Obshchei Khimii, 1989, 59(11), 2486-92

Synthetic Circuit 7

1571-33-1

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Phosphorus pentachloride

Reference

Three-membered heterocycles. 10. Phosphonohydrazidic esters by alkoxide-induced rearrangement of N-chlorophosphonic diamides

Quast, Helmut; et al, Liebigs Annalen der Chemie, 1981, (5), 943-66

Synthetic Circuit 8

6231-03-4

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Thionyl chloride Catalysts: Pyridine ;  4 h, reflux

Reference

The mechanism of thionyl chloride reaction with dialkyl alkylphosphonothionate using 31P NMR

Purnanand; et al, Phosphorus, 2002, 177(5), 1093-1099

Synthetic Circuit 9

1754-49-0

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Thionyl chloride Catalysts: 1-Piperidinecarboxaldehyde

Reference

Organic phosphorus compounds. 90. A convenient, one-step synthesis of alkyl- and arylphoshonyl dichlorides

Maier, Ludwig, Phosphorus, 1990, 47(3-4), 465-70

Synthetic Circuit 10

1571-33-1

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Oxalyl chloride Catalysts: Dimethylformamide Solvents: Dichloromethane

Reference

A general synthesis of phosphonic acid dichlorides using oxalyl chloride and DMF catalysis

Rogers, Roland S., Tetrahedron Letters, 1992, 33(49), 7473-4

Synthetic Circuit 11

3497-00-5

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Chlorine Solvents: Water

Reference

One-pot preparation of arylphosphonic dichloride and diarylphosphinic chloride from arylphosphonothioic dichloride and diarylphosphinothioic chloride

, Japan, , ,

Synthetic Circuit 12

25331-57-1

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Thionyl chloride Catalysts: Pyridine ;  4 h, reflux

Reference

The mechanism of thionyl chloride reaction with dialkyl alkylphosphonothionate using 31P NMR

Purnanand; et al, Phosphorus, 2002, 177(5), 1093-1099

Synthetic Circuit 13

644-97-3

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Chlorine Catalysts: Iodine ,  Iron chloride (FeCl3) Solvents: Carbon tetrachloride

Reference

Characteristics of the electrophilic chlorination of aromatic phosphorus compounds

Raskina, A. D.; et al, Zhurnal Obshchei Khimii, 1987, 57(5), 1069-71

Synthetic Circuit 14

6840-11-5

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Thionyl chloride Catalysts: Pyridine ;  4 h, reflux

Reference

The mechanism of thionyl chloride reaction with dialkyl alkylphosphonothionate using 31P NMR

Purnanand; et al, Phosphorus, 2002, 177(5), 1093-1099

Synthetic Circuit 15

90876-60-1

824-72-6

Reaction Conditions + 展開

1.1 Catalysts: Acetone

Reference

Phosphorus-containing intermediates and dyes. VIII. Synthesis of phosphinic acid derivatives by the reaction of organyltetrachlorophosphoranes with vinyl ethers

Kormachev, V. V.; et al, Zhurnal Obshchei Khimii, 1985, 55(4), 762-7

Synthetic Circuit 16

4895-65-2

824-72-6

Reaction Conditions + 展開

1.1 Catalysts: Sodium dithionite

Reference

Conversion of aryltetrachlorophosphoranes to arylphosphoric dichlorides

, USSR, , ,

Synthetic Circuit 17

2657595-99-6

824-72-6

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Triethylamine Solvents: 1,2-Dichloroethane ;  1 h, rt; 6 h, 70 °C

Reference

Bio-based flame-retardant plasticizers derived from L-lactic acid: Effects of valence states of phosphorus structure on fire safety, flexibility and transparency of poly(lactic acid)

Hou, Boyou; et al, Chemical Engineering Journal (Amsterdam, 2023, 474,

Synthetic Circuit 18

644-97-3

824-72-6

Reaction Conditions + 展開

1.1 Reagents: Oxygen

Reference

Apparatus for producing phenylphosphoryl dichloride

, China, , ,

• 1. Synthesis and characterization of a phosphorus-containing flame retardant with double bonds and its application in bismaleimide resins Song Li,Hongxia Yan,Shuyao Feng,Song Niu RSC Adv. 2015 5 101480
• 2. Synthesis, structure–property and flame retardancy relationships of polyphosphonamide and its application on epoxy resins Wei Zhao,Gong Wang,Jiping Liu,Daming Ban,Tianjin Cheng,Xiaodong Liu,Yongxiang Li,Yongqing Huang RSC Adv. 2017 7 49863
• 3. A straightforward, eco-friendly and cost-effective approach towards flame retardant epoxy resins Ionela-Daniela Carja,Diana Serbezeanu,Tachita Vlad-Bubulac,Corneliu Hamciuc,Adina Coroaba,Gabriela Lisa,Celia Guillem López,Mónica Fuensanta Soriano,Vicente Forrat Pérez,Maria Dolores Romero Sánchez J. Mater. Chem. A 2014 2 16230
• 4. Synthesis and characterization of new dual stimuli-responsive bisazobenzene derivatives M. Homocianu,D. Serbezeanu,I.-D. Carja,A. M. Macsim,T. Vlad-Bubulac,A. Airinei RSC Adv. 2016 6 49980
• 5. Fire retardant and charring effect of cyclic phenolphthalein (phenylene phosphonate) oligomer on polybutylene terephthalate Nana Li,Guowei Jiang,Guangyuan Zhou RSC Adv. 2016 6 2512
• 6. Environmentally friendly fire-resistant epoxy resins based on a new oligophosphonate with high flame retardant efficiency Corneliu Hamciuc,Tachita Vlad-Bubulac,Diana Serbezeanu,Ionela-Daniela Carja,Elena Hamciuc,Gabriela Lisa,Vicente Forrat Pérez RSC Adv. 2016 6 22764
• 7. A study of the reaction of perfluoroalkyl Grignard reagents with phosphoryl chloride and phenylphosphonic dichloride Adil I. Hosein,Andrew J. M. Caffyn Dalton Trans. 2012 41 13504
• 8. 4-Dimethylaminopyridine-catalyzed dynamic kinetic resolution in asymmetric synthesis of P-chirogenic 1,3,2-oxazaphospholidine-2-oxides Lanlan Wang,Shanshan Cao,Zhijun Du,Qiang Wu,Zheng Bian,Chuanqing Kang,Lianxun Gao,Jingping Zhang RSC Adv. 2016 6 89665
• 9. d-Glucosamine as a novel chiral auxiliary for the stereoselective synthesis of P-stereogenic phosphine oxides A. D'Onofrio,L. Copey,L. Jean-Gérard,C. Goux-Henry,G. Pilet,B. Andrioletti,E. Framery Org. Biomol. Chem. 2015 13 9029
• 10. Tuning the keto equilibrium in 4-substituted dipicolinic acid derivatives Anne-Sophie Chauvin,Sandrine Gras,Jean-Claude G. Bünzli Org. Biomol. Chem. 2003 1 737