Triphenylphosphine dibromide

Base Information

• Chemical Name: Triphenylphosphine dibromide
• CAS No.: 1034-39-5
• Molecular Formula: C18H15Br2P
• Molecular Weight: 422.099
• Hs Code.: 29319019
• European Community (EC) Number: 213-855-1
• NSC Number: 87871
• UNII: 7Y0J6R63JD
• DSSTox Substance ID: DTXSID3061423
• Nikkaji Number: J80.055D
• Wikidata: Q27268998
• Mol file: 1034-39-5.mol

Synonyms:Triphenylphosphine dibromide;1034-39-5;Dibromotriphenylphosphorane;Triphenyldibromophosphorane;Phosphorane, dibromotriphenyl-;Phosphorane,dibromotriphenyl-;Triphenylphosphonium dibromide;C18H15Br2P;dibromo(triphenyl)-lambda5-phosphane;Dibromo triphenyl phosphine;UNII-7Y0J6R63JD;7Y0J6R63JD;EINECS 213-855-1;MFCD00000054;NSC 87871;NSC-87871;triphenylphosphinedibromide;Bromotriphenylphosphonium bromide;dibromotriphenylphosphine;dibromtriphenylphosphorane;dibromo triphenylphosphorane;dibromo-triphenylphosphorane;dibromotriphenyl phosphorane;dibromo-triphenyl-phosphorane;Dibromo(triphenyl)phosphorane;SCHEMBL63774;DTXSID3061423;C18-H15-Br2-P;dibromotriphenyl-lambda5-phosphane;Triphenylphosphine dibromide, 96%;NSC87871;AKOS015889774;TRIPHENYLPHOSPHINE DIBROMIDE [MI];AS-10060;CS-0046124;FT-0633258;D72725;EN300-1664590;J-000966;Q27268998

Chemical Property of Triphenylphosphine dibromide

Chemical Property:

• Appearance/Colour: light yellow to light pink crystalline powder
• Melting Point: 235 °C (dec.)(lit.)
• PSA: 13.59000
• LogP: 5.13600
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Soluble in water, dichloromethane, acetonitrile, phenyl cyanide, dimethyl formamide, ether, chloroform, alcohol, carbon tetrachl
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 421.92576
• Heavy Atom Count: 21
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

Triphenylphosphine dibromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)(C3=CC=CC=C3)(Br)Br
• Uses: Triphenylphosphine dibromide is used as a reagent for conversion of aldoximes into nitriles. It acts as a reagent for cleavage of acetals. It reacts with amines to give iminophosphoranes. Further, it serves as a reagent in the preparation of alkyl and aryl bromides from alcohols and phenols without rearrangement.

Technology Process of Triphenylphosphine dibromide

There total 39 articles about Triphenylphosphine dibromide 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: 85.0%

caprinaldehyde (112-31-2) + carbon tetrabromide (558-13-4) + triphenylphosphine (603-35-0) → 1,1-dibromo-1-undecene (77295-69-3) + Triphenylphosphine oxide (791-28-6) + dibromotriphenylphosphorane (1034-39-5)

Guidance literature:

In dichloromethane; for 0.5h; Ambient temperature;

Reference yield: 83.0%

pentanal (110-62-3) + carbon tetrabromide (558-13-4) + triphenylphosphine (603-35-0) → 1,1-dibromo 1-hexene (73383-23-0) + Triphenylphosphine oxide (791-28-6) + dibromotriphenylphosphorane (1034-39-5)

Guidance literature:

In dichloromethane; for 0.5h; Ambient temperature;

Reference yield: 81.0%

carbon tetrabromide (558-13-4) + terephthalaldehyde, (623-27-8) + triphenylphosphine (603-35-0) → 1,4-bis(2,2-dibromoethenyl)benzene (77295-67-1) + Triphenylphosphine oxide (791-28-6) + dibromotriphenylphosphorane (1034-39-5)

Guidance literature:

In dichloromethane; for 0.5h; Ambient temperature;

upstream raw materials:

pentaphenylphosphorane

triphenylphosphine

thiophene-2-carbaldehyde

carbon tetrabromide

Downstream raw materials:

N-(triphenylphosphoranylidene)pyridin-2-amine

N-p-tolylsulfonylphosphine imide

N-phenyltriphenyliminophosphorane

benzyl bromide

Refernces

• 1、 Takahashi, Masahiko,Ohba, Masaru. "SYNTHESIS OF 2-SUBSTITUTED 1,3-BENZOTHIAZOLES BY AZA-WITTIG REACTION OF 2-METHYLTHIO-N-TRIPHENYLPHOSPHORANYLIDENEANILINE WITH ACID CHLORIDES". . p. 455 - 460. Retrieved 1995.
• 2、 Braddock, D. Christopher,Sbircea, Dan-Tiberiu. "Proof-of-principle direct double cyclisation of a linear C15-precursor to a dibrominated bicyclic medium-ring ether relevant to Laurencia species". . p. 12691 - 12693. Retrieved 2014.
• 3、 Moene, Willem,Vos, Marcel,Schakel, Marius,De Kanter, Frans J. J.,Schmitz, Robert F.,Klumpp, Gerhard W.. "Reactivity of ether-and amine-complexed dimers and tetramers of alkyllithiums towards triphenylmethane". . p. 225 - 236. Retrieved 2000.
• 4、 Paquette,L.A.,Roberts,R.A.,Drtina,G.J.. "-". . p. 6690. Retrieved 1984.
• 5、 Kabe,Y.,Takata,T.,Ueno,K.. "-". . p. 8174. Retrieved 1984.
• 6、 Draskovits, Markus,Stanetty, Christian,Baxendale, Ian R.,Mihovilovic, Marko D.. "Indium- and Zinc-Mediated Acyloxyallylation of Protected and Unprotected Aldotetroses - Revealing a Pronounced Diastereodivergence and a Fundamental Difference in the Performance of the Mediating Metal". . p. 2647 - 2659. Retrieved 2018/03/09.
• 7、 Suman, Pothini,Janardan, Sannapaneni,Lone, Mohsin Y.,Jha, Prakash,Vijayakrishna, Kari,Sivaramakrishna, Akella. "Role of N-donor groups on the stability of hydrazide based hypercoordinate silicon(IV) complexes: Theoretical and experimental perceptions". . p. 266 - 274. Retrieved 2015/09/28.