Hexadecyltriphenylphosphonium bromide

Base Information

• Chemical Name: Hexadecyltriphenylphosphonium bromide
• CAS No.: 14866-43-4
• Molecular Formula: C34H48BrP
• Molecular Weight: 567.633
• Hs Code.: 2931900090
• European Community (EC) Number: 238-939-5
• DSSTox Substance ID: DTXSID00933445
• Mol file: 14866-43-4.mol

Synonyms:Hexadecyltriphenylphosphonium bromide;14866-43-4;cetyltriphenylphosphonium bromide;(1-HEXADECYL)TRIPHENYLPHOSPHONIUM BROMIDE;hexadecyl(triphenyl)phosphanium;bromide;PHOSPHONIUM, HEXADECYLTRIPHENYL-, BROMIDE;EINECS 238-939-5;hexadecyl(triphenyl)phosphanium bromide;C34H48P.Br;SCHEMBL2451078;C34-H48-P.Br;DTXSID00933445;UXMZNEHSMYESLH-UHFFFAOYSA-M;Hexadecyltriphenylphosphoniumbromide;MFCD00051858;AKOS015901967;SC10081;CS-0361633;FT-0623578;A808798;W-108099;CETYLTRIPHENYLPHOSPHONIUM BROMIDE;HEXADECYLTRIPHENYLPHOSPHONIUM BROMIDE;N-HEXADECYLTRIPHENYLPHOSPHONIUM BROMIDE;Hexadecyl triphenyl phosphonium bromide

Chemical Property of Hexadecyltriphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white to light yellow solid
• Melting Point: 99-101 °C
• PSA: 13.59000
• LogP: 6.46580
• Water Solubility.: Soluble in ethanol. Slightly soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 18
• Exact Mass: 566.26770
• Heavy Atom Count: 36
• Complexity: 435

Purity/Quality:

99% ^*data from raw suppliers

Hexadecyltriphenylphosphonium bromide 95+% ^*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: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: Widely used as preservative, water treatment in agriculture. Also used as antistatic agent in textiles, fibers, leather, as flocculants, deodorant and as phase transfer catalyst.

Technology Process of Hexadecyltriphenylphosphonium bromide

There total 1 articles about Hexadecyltriphenylphosphonium 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%

triphenylphosphine (603-35-0) + hexadecanyl bromide (112-82-3) → (1-hexadecyl)triphenylphosphonium bromide (14866-43-4)

Guidance literature:

In toluene; Reflux;

DOI:10.1021/jf302872a

Reference yield: 90.0%

3,5-dibenzyloxybenzaldehyde (14615-72-6) + (1-hexadecyl)triphenylphosphonium bromide (14866-43-4) → C37H50O2 (1190372-76-9)

Guidance literature:

With potassium carbonate; In water; dimethyl sulfoxide; at 90 - 100 ℃; for 1h; Sonication;

DOI:10.3184/030823409X417306

Reference yield: 81.0%

(1-hexadecyl)triphenylphosphonium bromide (14866-43-4) + 3-methoxy-2-hydroxybenzaldehyde (148-53-8) → 2-((E)-Heptadec-1-enyl)-6-methoxy-phenol

Guidance literature:

With potassium carbonate; In water; dimethyl sulfoxide; at 90 - 100 ℃; Ultrasound-irradiation;

upstream raw materials:

triphenylphosphine

hexadecanyl bromide

Downstream raw materials:

triphenylphosphine

(4S,5S)-3-Hexadec-(Z)-ylidene-2-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-furan

(4R,5S)-3-Hexadec-(Z)-ylidene-2-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-furan

hexadecanyltriphenylphosphonium iodide

Refernces

• 1、 Wang, Kaiya,Gibb, Bruce C.. "Mapping the Binding Motifs of Deprotonated Monounsaturated Fatty Acids and Their Corresponding Methyl Esters within Supramolecular Capsules". . p. 4279 - 4288. Retrieved 2017/04/27.
• 2、 Parikka, Kirsti,Waehaelae, Kristiina. "An expedient synthesis of 5-n-alkylresorcinols and novel 5-n-alkylresorcinol haptens". supporting information; experimental part. . Retrieved 2010/04/22.