Heptyltriphenylphosphonium bromide

Base Information

• Chemical Name: Heptyltriphenylphosphonium bromide
• CAS No.: 13423-48-8
• Molecular Formula: C25H30BrP
• Molecular Weight: 441.391
• Hs Code.: 29319000
• European Community (EC) Number: 236-539-5
• DSSTox Substance ID: DTXSID10928524
• Mol file: 13423-48-8.mol

Synonyms:Heptyltriphenylphosphonium bromide;13423-48-8;n-Heptyltriphenylphosphonium bromide;(1-Heptyl)triphenylphosphonium bromide;heptyl(triphenyl)phosphanium;bromide;Phosphonium, heptyltriphenyl-, bromide;heptyl(triphenyl)phosphonium bromide;EINECS 236-539-5;n-Heptyl triphenylphosphonium bromide;MFCD00050249;heptyltriphenylphosphanium bromide;heptyl(triphenyl)phosphanium bromide;N-heptyl-triphenylphosphonium bromide;C25H30P.Br;SCHEMBL286882;Heptyltriphenylphosphoniumbromide;C25-H30-P.Br;n-heptyltriphenylphosphine bromide;DTXSID10928524;WCZSOHSGMBVYFW-UHFFFAOYSA-M;YGWJYCHJQAGUTP-UHFFFAOYSA-M;heptyl-triphenyl-phosphonium bromide;AKOS015833040;SY071761;CS-0152303;FT-0604972;H0545;F10037;A806752;J-006504

Chemical Property of Heptyltriphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Melting Point: 173-176 °C(lit.)
• PSA: 13.59000
• LogP: 2.95490
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: almost transparency in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 440.12685
• Heavy Atom Count: 27
• Complexity: 313

Purity/Quality:

98%, ^*data from raw suppliers

Heptyltriphenylphosphonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: Heptyltriphenylphosphonium Bromide can be used for next Reaction: Stereospecific rearrangement of epoxides to quaternary carbaldehydes. Synthesis of the male pheromone of two species of termite Zootermopsis. Regio- and stereoselective TEMPO oxidation. Diastereoselective synthesis of climacostol for antitumor activity. Enantioselective synthesis of chiral vinylphosphonate and phosphonate analogs of immunosuppressive agent FTY720. Preparation of embelin derivatives with XIAP inhibitory and anticancer activity. Reactant for: Stereospecific rearrangement of epoxides to quaternary carbaldehydesSynthesis of the male pheromone of two species of termite ZootermopsisRegio- and stereoselective TEMPO oxidationDiastereoselective synthesis of climacostol for antitumor activityEnantioselective synthesis of chiral vinylphosphonate and phosphonate analogs of immunosuppressive agent FTY720Preparation of embelin derivatives with XIAP inhibitory and anticancer activity

Technology Process of Heptyltriphenylphosphonium bromide

There total 2 articles about Heptyltriphenylphosphonium bromide 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: 99.0%

1-Bromoheptane (629-04-9) + triphenylphosphine (603-35-0) → triphenylheptylphosphonium bromide (13423-48-8)

Guidance literature:

In acetonitrile; for 24h; Heating;

DOI:10.1016/S0040-4020(00)00447-6

Reference yield:

→ triphenylheptylphosphonium bromide (13423-48-8)

Guidance literature:

DOI:10.1016/0009-3084(71)90053-3

Reference yield: 91.52%

methyl ester of azelaic acid aldehyde (1931-63-1) + triphenylheptylphosphonium bromide (13423-48-8) → (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1)

Guidance literature:

triphenylheptylphosphonium bromide; With sodium amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 1.5h;

methyl ester of azelaic acid aldehyde; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -73 - 20 ℃;

upstream raw materials:

1-Bromoheptane

triphenylphosphine

Downstream raw materials:

(Z)-dodec-5-ene-1-ol

(2R)-4c-oct-1-en-c-yl-2r-phenyl-thiazolidine-3-carboxylic acid methyl ester

(Z)-9-hexadecenoic acid methyl ester

cis-9-hexadecenoic acid ethyl ester

Refernces

• 1、 Barker, David,Chhagan, Asha,Park, Kye Chung,Pilkington, Lisa I.,Suckling, David M.,Twidle, Andrew M.. "Synthesis and biological testing of ester pheromone analogues for two fruitworm moths (Carposinidae)". . p. 9557 - 9567. Retrieved 2020.
• 2、 Verduyn, R.,Lagas, R. M.,Dreef, C. E.,Marel, G. A. van der,Boom, J. H. van. "SYNTHESIS OF A HIGHLY UNSATURATED FATTY ACID MOIETY OF LIPO OLIGOSACCHARIDES DETERMINING HOST-SPECIFICITY IN RHIZOBIUM". . p. 367 - 368. Retrieved 1992.
• 3、 Strauss, Marcel A.,Wegner, Hermann A.. "Exploring London Dispersion and Solvent Interactions at Alkyl–Alkyl Interfaces Using Azobenzene Switches". supporting information. p. 18552 - 18556. Retrieved 2019/11/19.