(4-Bromobutyl)triphenylphosphonium bromide

Name: (4-Bromobutyl)triphenylphosphonium bromide
Brand: ChemScene
Availability: InStock
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CAS No. 7333-63-3
Cat. No. CS-0091254
Purity≥97%
MDL No.MFCD00031636

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(4-Bromobutyl)triphenylphosphonium bromide|CS-0091254

Structure of 7333-63-3

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General Information

CAS No. 7333-63-3
Cat. No. CS-0091254
Purity ≥97%
MDL No. MFCD00031636
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₃Br₂P
Molecular Weight 478.20
Synonym(s) NSC 84071
SMILES BrCCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

Description

Reactant involved in:AzidificationC-H activation and -elimination to product an eight-membered ring system1,3-Dipolar cycloaddition of azides onto alkenes Stereoselective SmI2-mediated coupling of unsaturated carbonyl compounds and aldehydesSynthesis of D-labeled methylenecyclobutaneCoupling reactions

Application

(4-Bromobutyl)triphenylphosphonium bromide serves as a reliable precursor for Wittig-type olefination reactions and acts as a versatile building block in the synthesis of phosphonium ylides. Its stable, bench-ready solid form facilitates handling and purification, while the bromide leaving group enables efficient functionalization. This reagent functions effectively in the construction of conjugated alkenes and supports scalable transformations in synthetic organic chemistry workflows.

Synthesis

Route1
- 110-52-1
- 603-35-0
- ~10%
- In-stock
  
  7333-63-3
References
- Schmidbaur, Hubert; Schier, Annette; Neugebauer, Dietmar Chemische Berichte, 1983 , vol. 116, # 6 p. 2173 - 2179

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 2.1596
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 7

Other Classifications

General Reagents Wittig Reagents

Key Words

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(4-Bromobutyl)triphenylphosphonium bromide

CAS No. 7333-63-3

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