15546-42-6

Basic information

• Product Name: TETRAMETHYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE)
• Synonyms: TETRAMETHYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE);TETRAMETHYLENEBIS(TRIPHENYLPHOSPHONIUM) DIBROMIDE;1,4-BIS(TRIPHENYLPHOSPHONIO)BUTANE DIBROMIDE;1,4-BUTYLENE-BIS(TRIPHENYLPHOSPHONIUM BROMIDE);Tetramethylenebis(triphenylphosphonium bromide), 98+%;Tetramethylenebis-(triphenylphosphonium)dibromid
• CAS NO: 15546-42-6
• Molecular Formula: 2Br*C₄₀H₃₈P₂
• Molecular Weight: 740.49
• EINECS: 239-598-5
• Mol File: 15546-42-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 292-293°C
• Appearance: /
• Sensitive: Hygroscopic
• BRN: 3872522
• CAS DataBase Reference: TETRAMETHYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE)(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAMETHYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE)(15546-42-6)
• EPA Substance Registry System: TETRAMETHYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE)(15546-42-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 15546-42-6(Hazardous Substances Data)

Usage

Uses

Tetramethylenebis(triphenylphosphonium Bromide) is a key intermediate in the one-step synthesis of ocimin by a bis-Wittig reaction.

InChI:InChI=1/C40H38P2.2BrH/c1-7-21-35(22-8-1)41(36-23-9-2-10-24-36,37-25-11-3-12-26-37)33-19-20-34-42(38-27-13-4-14-28-38,39-29-15-5-16-30-39)40-31-17-6-18-32-40;;/h1-18,21-32H,19-20,33-34H2;2*1H/q+2;;/p-2

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 603-35-0 triphenylphosphine 
• 7333-63-3 4-bromobutylphosphonium bromide 
• 123-25-1 succinic acid diethyl ester 
• 109-99-9 tetrahydrofuran 
• 6399-81-1 triphenylphosphine hydrobromide 

Downstream Products

• 10297-61-7 Propylure 
• 16736-42-8 2,7-dimethyl-octa-2,6-diene 
• 676-22-2 1,5,9-cyclododecatriene 
• 4439-45-6 1,6-diphenyl-hexa-1,5-diene 
• 1269208-54-9 [1,1'-(butane-1,4-diyl)-bis(triphenylphosphonium)] tetrachloromanganate(II) monohydrate 
• 1269208-37-8 [1,1'-(butane-1,4-diyl)-bis(triphenylphosphonium)] tetrachlorocobaltate(II) monohydrate 
• 96269-84-0 <5,5-Diphenyl-penten-(4)-yl-(1)>-diphenylphosphinoxid 
• 862260-11-5 2,3-bis(2,5-dimethylthiophen-3-yl)cyclohexa-1,3-diene 
• 72448-90-9 1,6-bis-(p-methoxyphenyl)-1,5-(E),(E)-hexadiene 
• 62486-05-9 1,4-bis(triphenylphosphorylidene)butane 
• 121599-30-2 (4-diphenylphosphinoyl-butyl)-triphenyl-phosphonium; bromide 
• 117962-25-1 diphenyl-(5,9,13-trimethyl-tetradeca-4t,8t,12-trienyl)-phosphine 

Relevant articles and documents

En route to stable all-carbon-substituted silylenes: Synthesis and reactivity of a bis(α-spirocyclopropyl)silylene

The synthesis of a bis(α-spirocyclopropyl)silylene is reported and its reactivity revealed. Liberation of the silylene was accomplished by UV-light-mediated photolysis of a trisilane precursor. Insertion and addition reactions prove the existence and versatility of this new family of bis(α-spirocyclopropyl)-substituted silylenes. Substitution on the flanking cyclopropyls for improved steric shielding of the reactive center remains challenging.

Evaluation of bifunctional chiral phosphine oxide catalysts for the asymmetric hydrosilylation of ketimines

A series of bifunctional phosphine oxides have been prepared and evaluated as catalysts for the trichlorosilane mediated asymmetric hydrosilylation of ketimines. bis-Phosphine oxides, hydroxy-phosphine oxides, and biaryl phosphine oxides all demonstrated good catalytic activity, but poor to moderate enantioselectivity. A bis-P-chiral phosphine oxide displayed the highest enantioselectivity of 60%.

Synthesis and properties of new tetrachlorocobaltate (II) and tetrachloromanganate (II) anion salts with dicationic counterions

New tetrachlorocobaltate (II) and tetrachloromanganate (II) ionic compounds containing various counterdications were synthesized and characterized. These salts are soluble in polar solvents such as methanol and water. Physical properties such as thermal stability, melting point, and magnetic susceptibility of these salts depend on the cation or anion structure. The thermal stability of the phosphinium or imidazolium based salts is higher than that of the pyridinium or triethylaminonium analogues. The melting point of these compounds is following the order of triphenylphosphinium > pyridinium > imidazolium dications, and symmetrical dicationic salts > unsymmetrical ones. The magnetic susceptibility (χMT values) of tetrachloromanganate (II) anions-based salts is higher than that of tetrachlorocobaltate (II) anions-based salts. These dicationic salts exhibit weak antiferromagnetic interactions and have higher magnetic susceptibility than that of the previously reported tetrachloromanganate (II) and tetrachlorocobaltate(II) salts with monocationic counterion.