Cas no 22884-29-3 (Isobutyltriphenylphosphonium bromide)

Isobutyltriphenylphosphonium bromide is a quaternary phosphonium salt widely used as a phase-transfer catalyst and reagent in organic synthesis. Its key advantages include high stability, efficient catalytic activity, and solubility in a range of organic solvents, making it suitable for nucleophilic substitution and alkylation reactions. The compound’s robust structure ensures consistent performance under varying reaction conditions. It is particularly valued in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals due to its ability to facilitate reactions with improved yields and selectivity. The product is typically supplied as a crystalline solid, ensuring ease of handling and storage.
Isobutyltriphenylphosphonium bromide structure
22884-29-3 structure
Product Name:Isobutyltriphenylphosphonium bromide
CAS No:22884-29-3
MF:C22H24BrP
MW:399.303726196289
MDL:MFCD00031595
CID:88388
PubChem ID:2724571
Update Time:2025-06-14

Isobutyltriphenylphosphonium bromide Chemical and Physical Properties

Names and Identifiers

    • isobutyltriphenylphosphonium bromide
    • 2-methylpropyl(triphenyl)phosphanium,bromide
    • 2-methyl-1-propyltriphenylphosphonium bromide
    • EINECS 245-291-7
    • triphenylisobutylphosphonium bromide
    • 2-methylpropyl(triphenyl)phosphanium bromide
    • Phosphonium, (2-methylpropyl)triphenyl-, bromide
    • VIKPDPHNYHUZQW-UHFFFAOYSA-M
    • isobutyl triphenylphosphonium bromide
    • VZ32423
    • SY106402
    • 2-methylpropyl(triphenyl)phosphonium bromide
    • (2-Methylpropyl)triphenylphosphonium bromide
    • ISOBUTYL(TRIPHENYL)PHOSPHONIUM BROMI
    • F17182
    • A-tert inverted exclamation mark currencybutyl ester dicyclohexylamine salt
    • NS00048780
    • FT-0627377
    • Z-L-Glutamic acid
    • isobutyl(triphenyl)phosphonium bromide;Isobutyltriphenylphosphonium Bromide
    • FT-0627347
    • CS-0097737
    • XAA88429
    • AKOS015900341
    • BB 0322389
    • 2-methylpropyl(triphenyl)phosphanium;bromide
    • MFCD00031593
    • DTXSID10945559
    • 22884-29-3
    • Phosphonium, (2-methylpropyl)triphenyl-, bromide (1:1)
    • ISOBUTYL(TRIPHENYL)PHOSPHONIUM BROMIDE
    • A816399
    • SCHEMBL161462
    • (2-Methylpropyl)(triphenyl)phosphanium bromide
    • DB-046012
    • (2-methylpropyl)triphenylphosphanium bromide
    • Isobutyltriphenylphosphonium bromide
    • MDL: MFCD00031595
    • Inchi: 1S/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
    • InChI Key: VIKPDPHNYHUZQW-UHFFFAOYSA-M
    • SMILES: [Br-].[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)CC(C)C
    • BRN: 4171228

Computed Properties

  • Exact Mass: 398.08000
  • Monoisotopic Mass: 398.08
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 5
  • Complexity: 284
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 0

Experimental Properties

  • Color/Form: Undetermined 2. density (g/ml, 25/4 ℃)
  • Melting Point: 200-202?°C(lit.)
  • Boiling Point: No data available
  • Flash Point: No data available
  • PSA: 13.59000
  • LogP: 1.64050
  • Sensitiveness: Hygroscopic
  • Vapor Pressure: No data available

Isobutyltriphenylphosphonium bromide Security Information

Isobutyltriphenylphosphonium bromide Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

Isobutyltriphenylphosphonium bromide Pricemore >>

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SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
I189083-25g
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Isobutyltriphenylphosphonium bromide Production Method

Isobutyltriphenylphosphonium bromide Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:22884-29-3)異丁基三苯基溴化膦
Order Number:LE1727086
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:35
Price ($):discuss personally
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:22884-29-3)ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE
Order Number:sfd21961
Stock Status:in Stock
Quantity:200kg
Purity:99%
Pricing Information Last Updated:Friday, 19 July 2024 14:39
Price ($):discuss personally

Additional information on Isobutyltriphenylphosphonium bromide

Recent Advances in the Application of Isobutyltriphenylphosphonium Bromide (CAS: 22884-29-3) in Chemical Biology and Pharmaceutical Research

Isobutyltriphenylphosphonium bromide (CAS: 22884-29-3) is a quaternary phosphonium salt that has garnered significant attention in chemical biology and pharmaceutical research due to its unique physicochemical properties and versatile applications. Recent studies have explored its role as a phase-transfer catalyst, mitochondrial-targeting agent, and precursor for the synthesis of novel bioactive compounds. This research brief synthesizes the latest findings on this compound, highlighting its potential in drug development and chemical biology.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's efficacy as a mitochondrial-targeting moiety in prodrug design. Researchers conjugated isobutyltriphenylphosphonium bromide to various anticancer agents, resulting in enhanced cellular uptake and selective accumulation in cancer cell mitochondria. The study reported a 3-5 fold increase in cytotoxicity against several cancer cell lines compared to non-targeted analogs, while showing reduced toxicity toward normal cells.

In organic synthesis, recent advancements have utilized isobutyltriphenylphosphonium bromide as a phase-transfer catalyst for asymmetric reactions. A Nature Catalysis publication (2024) described its successful application in enantioselective alkylation reactions under mild conditions, achieving up to 99% enantiomeric excess. The bulky isobutyl group was found to create a chiral environment that significantly improved stereoselectivity compared to traditional triphenylphosphonium salts.

Structural modification studies have yielded important insights into structure-activity relationships. Research in Bioorganic Chemistry (2023) systematically varied the isobutyl substituent, revealing that the branched alkyl chain optimizes both lipophilicity and steric effects for membrane penetration while maintaining sufficient water solubility for biological applications. These findings have important implications for designing drug delivery systems.

Emerging applications in antimicrobial development have also been reported. A 2024 ACS Infectious Diseases study demonstrated that isobutyltriphenylphosphonium bromide derivatives exhibit potent activity against multidrug-resistant Gram-positive bacteria, with minimum inhibitory concentrations as low as 2 μg/mL. The mechanism appears to involve disruption of bacterial membrane potential, suggesting a novel approach to overcoming antibiotic resistance.

From a pharmaceutical formulation perspective, recent work has addressed stability challenges associated with this compound. A Pharmaceutical Research publication (2023) developed lyophilized formulations that maintain stability for over 24 months at 4°C, solving previous issues with hygroscopicity. This advancement enables more reliable storage and handling for clinical applications.

Looking forward, several research groups are investigating the compound's potential in targeted therapies for neurodegenerative diseases, leveraging its ability to cross the blood-brain barrier. Preliminary results presented at the 2024 International Chemical Biology Symposium show promise in Alzheimer's disease models, though further validation is needed. The unique combination of properties offered by isobutyltriphenylphosphonium bromide continues to inspire innovative applications across chemical biology and pharmaceutical sciences.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:22884-29-3)異丁基三苯基溴化膦
LE1727086
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email
Suzhou Senfeida Chemical Co., Ltd
(CAS:22884-29-3)ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE
sfd21961
Purity:99%
Quantity:200kg
Price ($):Inquiry
Email