Isobutyltriphenylphosphonium bromide

Base Information

• Chemical Name: Isobutyltriphenylphosphonium bromide
• CAS No.: 22884-29-3
• Molecular Formula: C22H24 P . Br
• Molecular Weight: 399.31
• Hs Code.: 29310099
• European Community (EC) Number: 245-291-7
• DSSTox Substance ID: DTXSID10945559
• Mol file: 22884-29-3.mol

Synonyms:Isobutyltriphenylphosphonium bromide;22884-29-3;EINECS 245-291-7;2-methylpropyl(triphenyl)phosphanium;bromide;Phosphonium, (2-methylpropyl)triphenyl-, bromide;MFCD00031593;SCHEMBL161462;DTXSID10945559;VIKPDPHNYHUZQW-UHFFFAOYSA-M;isobutyl triphenylphosphonium bromide;XAA88429;AKOS015900341;SY106402;(2-Methylpropyl)triphenylphosphonium bromide;BB 0322389;CS-0097737;FT-0627347;FT-0627377;ISOBUTYL(TRIPHENYL)PHOSPHONIUM BROMIDE;(2-Methylpropyl)(triphenyl)phosphanium bromide;F17182;A816399;Phosphonium, (2-methylpropyl)triphenyl-, bromide (1:1);isobutyl(triphenyl)phosphonium bromide;Isobutyltriphenylphosphonium Bromide;Z-L-Glutamic acid |A-tert inverted exclamation mark currencybutyl ester dicyclohexylamine salt

Chemical Property of Isobutyltriphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: WHITE TO SLIGHTLY YELLOW CRYSTALLINE POWDER
• Melting Point: 200-202 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 13.59000
• Density: g/cm³
• LogP: 1.64050
• Storage Temp.: -20°C
• 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: 284

Purity/Quality:

98% ^*data from raw suppliers

cPLA2 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: Isobutyltriphenylphosphonium Bromide is a useful research intermediate for organic synthesis. It is used in the synthesis of phosphonium salts with antiviral properties.

Technology Process of Isobutyltriphenylphosphonium bromide

There total 3 articles about Isobutyltriphenylphosphonium 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: 85.0%

Isobutyl bromide (78-77-3) + triphenylphosphine (603-35-0) → isobutyltriphenylphosphonium bromide (22884-29-3)

Guidance literature:

In acetonitrile; at 80 ℃; for 72h; Inert atmosphere;

DOI:10.1039/c2ob07074j

Reference yield:

triphenylphosphine sulfide (3878-45-3) → isobutyltriphenylphosphonium bromide (22884-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride / toluene / 0.17 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

2.1: acetonitrile / 72 h / 80 °C / Inert atmosphere

With oxalyl dichloride; In toluene; acetonitrile;

DOI:10.1039/c2ob07074j

Reference yield:

Triphenylphosphine oxide (791-28-6) → isobutyltriphenylphosphonium bromide (22884-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride / toluene / 0.17 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

2.1: acetonitrile / 72 h / 80 °C / Inert atmosphere

With oxalyl dichloride; In toluene; acetonitrile;

DOI:10.1039/c2ob07074j

upstream raw materials:

Isobutyl bromide

triphenylphosphine

triphenylphosphine sulfide

Triphenylphosphine oxide

Downstream raw materials:

<1-(2-Methylcinnamoyl)-2-methylprop-1-ylidene>triphenylphosphorane

<1-(2,4,6-Trimethylcinnamoyl)-2-methylprop-1-ylidene>triphenylphosphorane

N⁶-benzoyl-2',3'-O-isopropylidene-5'-desoxy-5’-(isopropylmethylene)adenosine

acetate of 24-Nor-cholesta-5,22-diene-3b-ol

Refernces

• 1、 -. "New styrene derivative and method (by machine translation)". Paragraph 0028; 0030; 0031; 0032. . Retrieved 2016/10/07.
• 2、 Albores, Martha,Bestmann, Hans Juergen,Doehla, Bodo,Hirsch, Hans-Ludwig,Roesel, Peter,Vostrowsky, Otto. "Pheromones, 89.- Wittig Syntheses of Alkyl-Branched and Cyclic Analogs of (Z)-5-Decenyl Acetate, the Sex Pheromone of Agrotis segetum (Lepitoptera: Noctuidae)". . p. 231 - 236. Retrieved 2007/10/02.