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(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide

Product Name
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
CAS No.
52509-14-5
Chemical Name
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
Synonyms
OMTPPB;96.0%(T);2-(1,3)-DIO;LABOTEST-BB LT00233112;Amyl 4-Carboxyphenyl Carbonate >(1,3-DIOXOLAN-2-YL)-METHYLTRIPHENYLPHOSP;1,3-dioxolan-2-ylmethyl(triphenyl)phosphanium;1,3-Dioxolan-2-ylmethyl-triphenylphosphanium bromide;(2-(Triphenylphosphonio)methyl)-1,3-dioxolaneBromide;(1,3-DIOXOLAN-2-YLMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
CBNumber
CB0176860
Molecular Formula
C22H22BrO2P
Formula Weight
429.29
MOL File
52509-14-5.mol
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(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Property

Melting point:
193-195 °C(lit.)
storage temp. 
Store below +30°C.
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Powder or Crystals
color 
White to light brown
Water Solubility 
Soluble in water (20°C).
Sensitive 
Hygroscopic
InChI
InChI=1S/C22H22O2P.BrH/c1-4-10-19(11-5-1)25(18-22-23-16-17-24-22,20-12-6-2-7-13-20)21-14-8-3-9-15-21;/h1-15,22H,16-18H2;1H/q+1;/p-1
InChIKey
FRHRVQQUICVJDG-UHFFFAOYSA-M
SMILES
[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)CC1OCCO1.[Br-]
CAS DataBase Reference
52509-14-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
HS Code 
29329970
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.18094
Product name
(1,3-Dioxolan-2-yl)-methyltriphenylphosphonium bromide
Purity
for synthesis
Packaging
10G
Price
$133
Updated
2025/07/31
Sigma-Aldrich
Product number
223859
Product name
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
Purity
98%
Packaging
5g
Price
$71.2
Updated
2023/01/07
TCI Chemical
Product number
D2164
Product name
(1,3-Dioxolan-2-yl)methyltriphenylphosphonium Bromide
Purity
>97.0%(T)
Packaging
5g
Price
$38
Updated
2025/07/31
TCI Chemical
Product number
D2164
Product name
(1,3-Dioxolan-2-yl)methyltriphenylphosphonium Bromide
Purity
>97.0%(T)
Packaging
25g
Price
$130
Updated
2025/07/31
TRC
Product number
D487065
Product name
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
Packaging
25g
Price
$55
Updated
2021/12/16
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(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Chemical Properties,Usage,Production

Chemical Properties

white to light brown granular powder

Uses

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium Bromide is used as a reactant in the synthesis of ketolides methyloxoerythromycins with antibacterial activity as highly potent against macrolide-resistant and susceptible respiratory pathogens.

Uses

Reactant for:

  • Preparation of a ratiometric fluorescent probe for specific detection of cysteine over homocysteine and glutathione
  • Microwave-assisted synthesis of KN-93 as inhibitor of calmodulin kinase II
  • Preparation of fluorinated spirobenzofuran piperidines as s1 receptor ligands
  • Synthesis and antitumor agents
  • Regio-selective preparation of indole derivatives via rhodium-catalyzed domino hydroformylation/indolization

reaction suitability

reaction type: C-C Bond Formation

Synthesis

4360-63-8

603-35-0

52509-14-5

General procedure: 2-Bromomethyl-1,3-dioxolane (60.0 mmol) and triphenylphosphine (60.0 mmol) were dissolved in toluene (50 mL) and heated to reflux for 24 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the solid product formed was collected by filtration. The solid was washed with ether and subsequently dried under reduced pressure to give ((1,3-dioxolan-2-yl)methyl)triphenylphosphonium bromide. Yield: 3.5 g (54%). Melting point: 194-195°C.

Purification Methods

Wash the crystals with Et2O, dry them in a vacuum and recrystallise them from CH2Cl2/dry Et2O to give prisms m 172-174o, which is raised to 191.5-193o on drying at 56o/0.5mm. [Cresp et al. J Chem Soc, Perkin Trans 1 37 1974.]

References

[1] Patent: US2009/170790, 2009, A1. Location in patent: Page/Page column 23
[2] Organic and Biomolecular Chemistry, 2012, vol. 10, # 41, p. 8342 - 8347,6

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Preparation Products And Raw materials

Raw materials

Preparation Products

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(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Suppliers

Americas 1 Belgium 1 China 197 Europe 1 France 3 Germany 4 India 10 Japan 5 South Korea 1 Switzerland 2 United Kingdom 9 United States 19 Global 253
Zibo Qichuan Run Chemical Co., Ltd.
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Creasyn Finechem(Tianjin) Co., Ltd.
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View Lastest Price from (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide 52509-14-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-05-16
WUHAN FORTUNA CHEMICAL CO., LTD
Product
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide 52509-14-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-08
Hebei Fengjia New Material Co., Ltd
Product
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide 52509-14-5
Price
US $3.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100000
Release date
2024-08-16

52509-14-5, (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromideRelated Search:

Rocuronium bromide Diphenylphosphine 2-Bromomethyl-1,3-dioxolane Ethidium bromide Tetrakis(triphenylphosphine)palladium Sodium bromate Triphenylphosphine Methylmagnesium Bromide Methyl cyclopentenolone DBDCB Chlorodiphenylphosphine Triphenylphosphine hydrobromide METHYLCYCLOPENTADIENE DIMER Chlorodimethylphenylsilane Sodium bromide Allyl bromide Bromo-PEG1-t-butyl ester Diethyl bromodifluoromethanephosphonate

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  • N-1-NaphthylethylenediamineDihydrochlorideMonomethanolate&gt
  • 96.0%(T)
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  • (2-(Triphenylphosphonio)methyl)-1,3-dioxolaneBromide
  • 52509-14-5
  • C22H22BrO2P
  • C22H22O2PBr
  • C22H24BrO2P
  • Wittig Reaction
  • Phosphonium Compounds
  • C-C Bond Formation
  • Wittig Reagents
  • Synthetic Reagents
  • Olefination
  • Wittig & Horner-Emmons Reaction
  • Dioxanes & Dioxolanes
  • Dioxolanes
  • Dioxanes & Dioxolanes
  • Dioxolanes
  • Phosphonium Compounds
  • Synthetic Organic Chemistry
  • Wittig & Horner-Emmons Reaction
  • Wittig Reaction
  • C-C Bond Formation
  • Olefination
  • Wittig Reagents