1. chem960
  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
Phenylphosphonyl dichloride is used to produce Phenylphosphonic acid and dimethyl phenylphosphonate. The product is dehydrochlorinated and condensed with hydroquinone to produce flame retardant phosphorus containing polymers and used as a heat stabilizer for polyester; In the presence of pyridine, it reacts with octanol to form octyl phenylphosphonate, which can be used as a low volatile plasticizer< Br>
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

  • Exact Mass: 193.94600
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Rotatable Bond Count: 1
  • Monoisotopic Mass: 193.945507
  • Heavy Atom Count: 10
  • Complexity: 148
  • Isotope Atom Count: 0
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Covalently-Bonded Unit Count: 1
  • XLogP3: nothing
  • Tautomer Count: nothing
  • Surface Charge: 0
  • Topological Polar Surface Area: 17.1

Experimental Properties

  • LogP: 2.98260
  • PSA: 26.88000
  • Refractive Index: n20/D 1.559(lit.)
  • Water Partition Coefficient: React
  • Boiling Point: 258°C(lit.)
  • Melting Point: 3 °C (lit.)
  • Flash Point: Fahrenheit: 399.2 ° f
    Celsius: 204 ° c
  • Solubility: Miscible with benzene, chloroform, dimethyl sulfoxide and carbon tetrachloride.
  • Color/Form: colorless liquid .Slightly fruity.In water or hot alcoholdecomposition.
  • Solubility: Soluble in benzene \ chloroform and carbon tetrachloride
  • Sensitiveness: Moisture Sensitive
  • λmax: 267(Cyclohexane)(lit.)
  • Density: 1.375 g/mL at 25 °C(lit.)
Security Information
  • Symbol: GHS05 GHS07
  • WGK Germany:3
  • Safety Term:8
  • Safety Instruction:S26-S45-S8-S36/37/39
  • Packing Group:II
  • Risk Phrases:R14; R34; R37
  • ป้ายอันตราย: C C
  • Hazardous Material transportation number:UN 3265 8/PG 2
  • Hazard Statement:H290-H302-H314
  • Warning Statement: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
  • Prompt:dangerous
  • Storage Condition:Keep container closed when not in use\ Corrosive substances Avoid moisture Store in a cool, dry place away from incompatible substances
  • PackingGroup:II
  • Hazard Category Code:14-34-37
  • Signal Word:Danger
  • TSCA:Yes
  • HazardClass:8
Customs Data
  • HS CODE:29310095
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff: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 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 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 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 16

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 17

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

Synthetic Circuit 18

Reaction Conditions
1.1 Reagents: Oxygen
Reference
Apparatus for producing phenylphosphoryl dichloride
, China, , ,
Related Literature
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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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