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  2. 824-72-6
Phenylphosphonic dichloride | 824-72-6

Product Name:Phenylphosphonic dichloride

CAS No:824-72-6
MF:C6H5Cl2OP
MW:194.983060598373
MDL:MFCD00002070
CID:39996
PubChem ID:69990
Introduction
苯膦酰二氯,用于生产苯膦酸和苯膦酸二甲酯。该品与对苯二酚进行脱氯化氢缩合,生成阻燃性含磷聚合物以及用作聚酯的热稳定剂;在吡啶存在下与辛醇反应生成苯膦酸辛酯,可用作低挥发性增塑剂。
Names and Identifiers
  • Phenylphosphonic dichloride
  • Benzene phosphorous oxydichloride
  • P,P-Dichlorophenylphosphine oxide
  • Phenyldichlorophosphine oxide
  • BPOD
  • Phenylphosphonic dichloride,tech
  • dichlorophosphorylbenzene
  • Benzenephosphonic dichloride
  • Benzenephosphonyl chloride
  • Phenylphosphonyl dichloride
  • Phenylphosphoryl dichloride
  • Dichlorophenylphosphine oxide
  • Benzenephosphonicaciddichloride
  • AURORA KA-1395
  • BENZENEPHOSPHONIC DICHLORIDE
  • Benzene phosphorus oxychloride
  • BENZENE PHOSPHORUS OXYDICHLORIDE
  • phenyl-phosphonicdichlorid
  • Benzenephosphonic Dichloride
  • Phenylphosphonic Dichloride
  • P-Phenylphosphonic dichloride (ACI)
  • Phosphonic dichloride, phenyl- (6CI, 8CI, 9CI)
  • NSC 66477
  • Phenylphosphonic acid dichloride
  • NS00020543
  • dichloro-phosphoryl-benzene
  • SCHEMBL140712
  • DTXSID5044732
  • CHEMBL3187787
  • Phosphonic dichloride, P-phenyl-
  • EINECS 212-534-3
  • CL4120
  • BP-21375
  • Phenylphosphonodichloridic acid
  • Benzenephosphonodichloridic acid
  • Phosphonic dichloride, phenyl-
  • AMY10190
  • MFCD00002070
  • UNII-J162866K95
  • DTXCID3024732
  • P0334
  • Benzenephosphorus oxydichloride
  • phenyl phosphonic acid dichloride
  • Tox21_301494
  • EN300-20110
  • NCGC00256232-01
  • 824-72-6
  • phenyl-phosphonic acid dichloride
  • NSC66477
  • NSC-66477
  • C6H5Cl2OP
  • CAS-824-72-6
  • PHENYLPHOSPHONICDICHLORIDE
  • Phenylphosphonic dichloride, technical, >=90% (GC)
  • J162866K95
  • IBDMRHDXAQZJAP-UHFFFAOYSA-
  • phenyl phosphonic dichloride
  • Phenylphosphonic dichloride, technical grade, 90%
  • phenylphosphonoyl dichloride
  • A19743
  • AI3-15064
  • p,p-Dichlorophenylphosphine oxide
  • PhPOCl2
  • Q27281018
  • AKOS000120063
  • InChI=1/C6H5Cl2OP/c7-10(8,9)6-4-2-1-3-5-6/h1-5H
  • dichlorophenyl phosphine oxide
  • Phenylphosphonic dichloride, 97%
  • Benzene phosphorous oxydichloride
  • Dichlorophenylphosphine oxide
  • J-523956
  • Phosphonyldichloride, phenyl-
  • Phenylphosphonc dchlorde
  • MDL:MFCD00002070
  • InChIKey:IBDMRHDXAQZJAP-UHFFFAOYSA-N
  • Inchi:1S/C6H5Cl2OP/c7-10(8,9)6-4-2-1-3-5-6/h1-5H
  • SMILES:O=P(C1C=CC=CC=1)(Cl)Cl
  • BRN:1072240
Chemical and Physical Properties

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.)
Security Information
  • 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 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
Customs Data
  • 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

Synthetic Circuit 1

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
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

Reaction Conditions
1.1 Catalysts: Sodium dithionite
Reference
Conversion of aryltetrachlorophosphoranes to arylphosphoric dichlorides
, USSR, , ,

Synthetic Circuit 17

Reaction Conditions
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

Reaction Conditions
1.1 Reagents: Oxygen
Reference
Apparatus for producing phenylphosphoryl dichloride
, China, , ,
Related Literature
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No. Purity Stock Specification Price update time operate
J54500-100g 95% IN STOCK 100g $181/ ¥1,314.64 10 Dec. 2022
J54500-25g 95% 25g $51/ ¥370.42 15 Sep. 2023
J54500-5g 95% 5g $21/ ¥152.53 15 Sep. 2023
P852-100g 98% (GC) IN STOCK 100g $242/ ¥1,757.69 10 Dec. 2022
P852-25g 98% (GC) 25g $70/ ¥508.42 15 Sep. 2023
P852-5g 98% (GC) 5g $28/ ¥203.37 15 Sep. 2023
Brand:labchem Supplier:FUJIFILM
No. Purity Stock Specification Price update time operate
166-13045-500mL In stock in Japan 500ml JPY 89100/ ¥4,377.48 15 Sep. 2023
162-13042-25mL In stock in Japan 25ml JPY 6500/ ¥319.35 15 Sep. 2023
Brand:aladdin Supplier:上海阿拉丁生化科技股份有限公司
No. Purity Stock Specification Price update time operate
P160250-2.5L 98% 现货 2.5l ¥1499.90 01 Sep. 2023
P160250-25ml 98% 现货 25ml ¥58.90 01 Sep. 2023
P160250-500ml 98% 现货 500ml ¥587.90 01 Sep. 2023
P160250-100ml 98% 现货 100ml ¥168.90 01 Sep. 2023
Brand:九鼎 Supplier:上海贤鼎生物科技有限公司
No. Purity Stock Specification Price update time operate
P079A-25g 97% 25g ¥47.0 27 Nov. 2022
P079A-100g 97% 100g ¥125.0 27 Nov. 2022
P079A-25g 97% 25g ¥47.0 30 May. 2022
P079A-100g 97% 100g ¥125.0 30 May. 2022
Brand:罗恩试剂 Supplier:上海易恩化学技术有限公司
No. Purity Stock Specification Price update time operate
R006407-500g 98% 现货 500g ¥285 07 Sep. 2023
R006407-25g 98% 现货 25g ¥40 07 Sep. 2023
R006407-100g 98% 现货 100g ¥81 07 Sep. 2023
Brand:apolloscientific Supplier:Apollo Scientific
No. Purity Stock Specification Price update time operate
OR40402-500g US:Out of Stock/UK:Out of Stock 500g £124.00/ ¥1,033.44 31 Aug. 2023
OR40402-100g US:Out of Stock/UK:Out of Stock 100g £45.00/ ¥375.04 31 Aug. 2023
Brand:Acmec Supplier:上海吉至生化科技有限公司
No. Purity Stock Specification Price update time operate
P46420-25g 现货 25g ¥58.0 08 Sep. 2021
P46420-500g 现货 500g ¥418.0 08 Sep. 2021
P46420-100g 现货 100g ¥148.0 08 Sep. 2021
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