Triphenyl(tetradecyl)phosphonium Bromide

Base Information

• Chemical Name: Triphenyl(tetradecyl)phosphonium Bromide
• CAS No.: 25791-20-2
• Molecular Formula: C32H44P.Br
• Molecular Weight: 539.579
• Hs Code.: 2931900090
• European Community (EC) Number: 247-267-1
• DSSTox Substance ID: DTXSID00948695
• Mol file: 25791-20-2.mol

Synonyms:tetradecyltriphenylphosphonium bromide

Chemical Property of Triphenyl(tetradecyl)phosphonium Bromide

Chemical Property:

• Melting Point: 87-89°C
• PSA: 13.59000
• LogP: 5.68560
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: Methanol
• Water Solubility.: Slightly soluble in Water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 16
• Exact Mass: 538.23640
• Heavy Atom Count: 34
• Complexity: 408

Purity/Quality:

98%, ^*data from raw suppliers

Triphenyl(tetradecyl)phosphonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: (1-Tetradecyl)triphenylphosphonium bromide is used as an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

Technology Process of Triphenyl(tetradecyl)phosphonium Bromide

There total 3 articles about Triphenyl(tetradecyl)phosphonium 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: 100.0%

1-Bromotetradecane (112-71-0) + triphenylphosphine (603-35-0) → (n-tetradecyl)triphenylphosphonium bromide (25791-20-2)

Guidance literature:

In toluene; Reflux;

DOI:10.1021/jf302872a

Reference yield:

pentadecyl bromide (629-72-1) + triphenylphosphine (603-35-0) → (n-tetradecyl)triphenylphosphonium bromide (25791-20-2)

Guidance literature:

In toluene; for 120h; Heating / reflux;

Reference yield:

→ (n-tetradecyl)triphenylphosphonium bromide (25791-20-2)

Guidance literature:

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

upstream raw materials:

1-Bromotetradecane

triphenylphosphine

pentadecyl bromide

Downstream raw materials:

Benzoic acid (4S,5S)-2,2-dimethyl-5-((Z)-pentadec-1-enyl)-[1,3]dioxolan-4-ylmethyl ester

N-{(E)-(1S,2R)-2-Methoxymethoxy-1-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-heptadec-3-enyl}-acetamide

N-{(E)-(1R,2S)-2-Methoxymethoxy-1-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-heptadec-3-enyl}-acetamide

[(4S,5R)-5-((E)-Pentadec-1-enyl)-2-phenyl-4,5-dihydro-oxazol-4-yl]-methanol

Refernces

• 1、 Stanková, Kvetoslava,Martinková, Miroslava,Gonda, Jozef,Bago, Martina,Pilátová, Martina,G?nciová, Gabriela. "The convergent total synthesis of cytotoxic homospisulosine and its 3-epi-analogue". . p. 1394 - 1407. Retrieved 2015/12/09.
• 2、 Mettu, Ravinder,Thatikonda, Narendar Reddy,Olusegun, Oladoye Sunday,Vishvakarma, Ramesh,Vaidya, Jayathirtha Rao. "Stereoselective synthesis of N,O,O,O-tetraacetyl-D-ribo-phytosphingosine, N,O,O-triacetyl-D-erythro-sphingosine and N,O,O-triacetyl sphingonine from a common chiral intermediate derived from D-mannitol". . p. 421 - 436. Retrieved 2013/11/06.