sec-Butyltriphenylphosphonium bromide

Base Information

• Chemical Name: sec-Butyltriphenylphosphonium bromide
• CAS No.: 3968-92-1
• Molecular Formula: C22H24BrP
• Molecular Weight: 399.31
• European Community (EC) Number: 223-587-7
• NSC Number: 85863
• Mol file: 3968-92-1.mol

Synonyms:3968-92-1;(2-BUTYL)TRIPHENYLPHOSPHONIUM BROMIDE;sec-Butyltriphenylphosphonium bromide;EINECS 223-587-7;butan-2-yl(triphenyl)phosphanium;bromide;SCHEMBL2452738;3-THIEN-3-YLPROPANOICACID;sec-Butyltriphenylphosphoniumbromide;MFCD00050236;NSC 85863;NSC-85863;FT-0635081

Chemical Property of sec-Butyltriphenylphosphonium bromide

Chemical Property:

• Melting Point: 203-205 °C
• PSA: 13.59000
• LogP: 1.78300
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 398.07990
• Heavy Atom Count: 24
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

(2-BUTYL)TRIPHENYL PHOSPHONIUM BROMIDE 95.00% ^*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: CCC(C)[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

Technology Process of sec-Butyltriphenylphosphonium bromide

There total 2 articles about sec-Butyltriphenylphosphonium 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: 80.0%

s-butyl bromide (78-76-2,5787-31-5) + triphenylphosphine (603-35-0) → (1-methylethyl)triphenylphosphonium bromide (3968-92-1)

Guidance literature:

In xylene; at 160 ℃; for 90h;

DOI:10.1016/S0040-4020(00)00457-9

Reference yield:

{(C18H15P)sek.-C4H9}{NiBr3(Triphenylphosphin)} → (1-methylethyl)triphenylphosphonium bromide (3968-92-1) + triphenylphosphine (603-35-0) + nickel dibromide (13462-88-9)

Guidance literature:

thermal decompn.;

Reference yield: 60.0%

(1-methylethyl)triphenylphosphonium bromide (3968-92-1) + 2-((tert-butyldimethylsilyl)oxy)benzaldehyde (116585-12-7) → tert-butyl-dimethyl-[2-((E/Z)-2-methyl-but-1-enyl)-phenoxy]-silane (928403-19-4)

Guidance literature:

(1-methylethyl)triphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; at 20 ℃; for 1h;

2-((tert-butyldimethylsilyl)oxy)benzaldehyde; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1021/jm061180b

upstream raw materials:

s-butyl bromide

triphenylphosphine

Downstream raw materials:

tert.-Pentyl-triphenyl-phosphonium

sec-butylidene-triphenyl-λ⁵-phosphane

tert-butyl-dimethyl-[3-(2-methyl-but-1-enyl)-phenoxy]-silane

1-Methoxy-3-((E)-2-methyl-but-1-enyl)-benzene

Refernces

• 1、 Dauben, William G.,Gerdes, John M.,Bunce, Richard A.. "Organic Reactions at High Pressure. Preparation of Wittig Phosphonium Salts at Ambient Temperature". . p. 4293 - 4295. Retrieved 2007/10/02.