22884-29-3

Basic information

• Product Name: Isobutyltriphenylphosphonium bromide
• Synonyms: histone acetyltransferase HTATIP;HIV-1 Tat interactive protein;Anti-C-PLA2 antibody produced in rabbit;Cytosolic phospholipase A2;PA24;PA24A;PLA2G4;cytosolic phospholipase A2 γ precursor
• CAS NO: 22884-29-3
• Molecular Formula: Br*C₂₂H₂₄P
• Molecular Weight: 399.31
• EINECS: 245-291-7
• Mol File: 22884-29-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 200-202 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /solid
• Density: g/cm³
• Storage Temp.: -20°C
• Sensitive: Hygroscopic
• BRN: 4171228
• CAS DataBase Reference: Isobutyltriphenylphosphonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Isobutyltriphenylphosphonium bromide(22884-29-3)
• EPA Substance Registry System: Isobutyltriphenylphosphonium bromide(22884-29-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 22884-29-3(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO SLIGHTLY YELLOW CRYSTALLINE POWDER

Uses

Isobutyltriphenylphosphonium Bromide is a useful research intermediate for organic synthesis. It is used in the synthesis of phosphonium salts with antiviral properties.

InChI:InChI=1/C22H24P.BrH/c1-19(2)18-23(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22;/h3-17,19H,18H2,1-2H3;1H/q+1;/p-1

Upstream product

• 78-77-3 Isobutyl bromide 
• 603-35-0 triphenylphosphine 
• 3878-45-3 triphenylphosphine sulfide 
• 791-28-6 Triphenylphosphine oxide 

Downstream Products

• 51346-42-0 2-Methoxy-4-((E)-3-methyl-but-1-enyl)-phenol 
• 1543114-64-2 N⁶-benzoyl-2',3'-O-isopropylidene-5'-desoxy-5’-(isopropylmethylene)adenosine 
• 1591938-86-1 1-chloro-3-isopentylbenzene 
• 1591938-73-6 (Z)-1-(tert-butyl)-3-(3-methylbut-1-en-1-yl)benzene 
• 103786-19-2 (Z)-1-methoxy-4-(3-methylbut-1-en-1-yl)benzene 
• 1591938-55-4 (Z)-1-(3-methylbut-1-en-1-yl)-4-(trifluoromethyl)benzene 
• 1591938-58-7 (E)-1-(3-methylbut-1-en-1-yl)-4-(trifluoromethyl)benzene 
• 1591938-61-2 C₁₅H₂₂ 
• 1591938-65-6 (E)-1-bromo-4-(3-methylbut-1-en-1-yl)benzene 
• 1591938-63-4 (Z)-1-bromo-4-(3-methylbut-1-en-1-yl)benzene 
• 195192-74-6 (E)-1,2-dimethoxy-4-(3-methylbut-1-en-1-yl)benzene 
• 225942-74-5 methyl (E)-3-<4-(3-methyl-1-butenyl)phenoxymethyl>benzoate 
• 167561-56-0 <1-(2,4,6-Trimethylcinnamoyl)-2-methylprop-1-ylidene>triphenylphosphorane 

Relevant articles and documents

An Easy-to-Machine Electrochemical Flow Microreactor: Efficient Synthesis of Isoindolinone and Flow Functionalization

Flow electrochemistry is an efficient methodology to generate radical intermediates. An electrochemical flow microreactor has been designed and manufactured to improve the efficiency of electrochemical flow reactions. With this device only little or no supporting electrolytes are needed, making processes less costly and enabling easier purification. This is demonstrated by the facile synthesis of amidyl radicals used in intramolecular hydroaminations to produce isoindolinones. The combination with inline mass spectrometry facilitates a much easier combination of chemical steps in a single flow process.

A convenient and mild chromatography-free method for the purification of the products of Wittig and Appel reactions

A mild method for the facile removal of phosphine oxide from the crude products of Wittig and Appel reactions is described. Work-up with oxalyl chloride to generate insoluble chlorophosphonium salt (CPS) yields phosphorus-free products for a wide variety of these reactions. The CPS product can be further converted into phosphine.

Untersuchungen im Wittig-System nach einem ordnenden Konzept auf der Basis alternativer Prinzipien

Our results show that the stereoselectivity of the Wittig-reaction can be controlled by the variation of substituents in accord with the ORDERING CONCEPT OF ALTERNATIV PRINCIPLES (individual pairs, known and unknown classes of alternatives).The "all-phenyl Wittig-system" having three phenyl groups on phosphorous two in ylid- and aldehyd-position was chosen as a standard for our investigations.Differentiation in ylid-position and compensation on phosphorous and aldehyd-position were observed by the comparison of "patterns".Consequently, most of the selectivity rules of Wittig-reactions can be explained by the differentiation through alternatives in the ylid-position.Inversion or conservation of the "patterns" of measured data points to the variation in structure of starting materials, reaction rates and selectivities.Amount-controls were also described in certain systems.