Dichlorotriphenylphosphorane

Base Information

• Chemical Name: Dichlorotriphenylphosphorane
• CAS No.: 2526-64-9
• Molecular Formula: C18H15Cl2P
• Molecular Weight: 333.197
• Hs Code.: 2931900090
• NSC Number: 91701
• UNII: 6CL2293LZ3
• DSSTox Substance ID: DTXSID50293708
• Nikkaji Number: J324.827E
• Wikipedia: Triphenylphosphine_dichloride
• Wikidata: Q7843277
• Mol file: 2526-64-9.mol

Synonyms:Dichlorotriphenylphosphorane;2526-64-9;Triphenylphosphine dichloride;Phosphorane, dichlorotriphenyl-;triphenyldichlorophosphorane;dichloro(triphenyl)-lambda5-phosphane;NSC-91701;Triphenylphosphorane dichloride;6CL2293LZ3;UNII-6CL2293LZ3;NSC91701;Cl2P(PPh3)3;dichlorotriphenyl phosphorane;NCIOpen2_009678;SCHEMBL288030;dichloro(triphenyl)-5-phosphane;DTXSID50293708;Dichlorotriphenylphosphorane, 95%;Dichlorotriphenyl-lambda5-phosphane;MFCD00010359;AKOS015915726;CS-0450374;FT-0624727;D97388;J-015900

Chemical Property of Dichlorotriphenylphosphorane

Chemical Property:

• Melting Point: 85 °C (dec.)(lit.)
• Flash Point: 68 °F
• PSA: 13.59000
• LogP: 4.82380
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 332.0288429
• Heavy Atom Count: 21
• Complexity: 285

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dichlorotriphenylphosphorane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 45-11-34
• Safety Statements: 53-26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)(C3=CC=CC=C3)(Cl)Cl
• Uses: Dichlorotriphenylphosphorane may be used in the synthesis of the following:tertiary benzanilide derivativesN-phosphodipeptidesdialkyl phosphorochloridites based on the reaction of trialkyl phosphitesnaphthalene ring-based calix[3]amide, via reaction with 6-amino-2-naphthoic acidC2v-symmetrical cyclic tetramers of aromatic amides

Technology Process of Dichlorotriphenylphosphorane

There total 29 articles about Dichlorotriphenylphosphorane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Triphenylphosphine oxide (791-28-6) → dichlorotriphenylphosphorane (2526-64-9)

Guidance literature:

With oxalyl dichloride; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0029-1219194

Reference yield: 85.0%

N-chloroimino-4-chloro-2,3,4,5,6-pentafluorocyclo-2,5-hexadiene (58749-39-6) + triethyl phosphite (122-52-1) → triethoxyphosphazopentafluorobenzene + dichlorotriphenylphosphorane (2526-64-9)

Guidance literature:

With triphenylphosphine; In Petroleum ether; at -30 ℃; for 0.5h;

Reference yield:

p-nitrophenyl-N-(p-toluenesulfonyl)sulfinimidoyl chloride (5184-32-7) + triphenylphosphine (603-35-0) → di(p-nitrophenyl) disulfide (100-32-3) + N-p-tolylsulfonylphosphine imide (1058-14-6) + dichlorotriphenylphosphorane (2526-64-9)

Guidance literature:

Yield given. Yields of byproduct given;

upstream raw materials:

triphenylphosphine

N³-(p-Nitro-phenyl)-benzamidrazon

2,2-dichloro-1,1,1,3,3,3-hexafluoro-propane

4-chlorobenzaldehyde

Downstream raw materials:

4,6-dichloropyrimidine

triphenylphosphine

[Ph₃POSiMe₃](+)OTf(-)

methoxytriphenylphosphonium trifluoromethanesulfonate

Refernces

• 1、 Godfrey, Stephen M.,McAuliffe, Charles A.,Pritchard, Robin G.,Sheffield, Joanne M.. "An X-ray crystallographic study of the reagent Ph3PCl2; not charge-transfer, R3P-Cl-Cl, trigonal bipyramidal or [R3PCI]Cl but an unusual dinuclear ionic species, [Ph3PCl+...Cl-... +ClPPh3]Cl containing long Cl-Cl contacts". . p. 2521 - 2522. Retrieved 1996.
• 2、 Albayer, Mohammad,Dutton, Jason L.. "Synthesis of cationic gold(III) complexes using iodine(III)". . p. 1307 - 1321. Retrieved 2019.
• 3、 Jensen. "-". . p. 257,264. Retrieved 1943.
• 4、 Blount. "-". . . Retrieved 1932.
• 5、 Burton,Koppes. "-". . p. 3026,3029. Retrieved 1975.
• 6、 -. "Pyrrolopyridinone derivative, preparation method thereof and application of pyrrolopyridinone derivative in medicine". Paragraph 0111; 0113-0116. . Retrieved 2019/03/10.