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

Base Information

• Chemical Name: (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
• CAS No.: 52509-14-5
• Molecular Formula: C22H22 O2 P . Br
• Molecular Weight: 429.293
• Hs Code.: 29329970
• European Community (EC) Number: 257-977-3
• DSSTox Substance ID: DTXSID00966950
• Mol file: 52509-14-5.mol

Synonyms:Phosphonium,(1,3-dioxolan-2-ylmethyl)triphenyl-, bromide (9CI); (1,3-Dioxolan-2-ylmethyl)triphenylphosphoniumbromide

Chemical Property of (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: White Power
• Melting Point: 193-195 ºC
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 32.05000
• Density: g/cm³
• LogP: 0.35740
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water (20°C).
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 428.05408
• Heavy Atom Count: 26
• Complexity: 343

Purity/Quality:

99% ^*data from raw suppliers

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COC(O1)C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• 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. Reactant for:Preparation of a ratiometric fluorescent probe for specific detection of cysteine over homocysteine and glutathioneMicrowave-assisted synthesis of KN-93 as inhibitor of calmodulin kinase IIPreparation of fluorinated spirobenzofuran piperidines as s1 receptor ligandsSynthesis and antitumor agentsRegio-selective preparation of indole derivatives via rhodium-catalyzed domino hydroformylation/indolization

Technology Process of (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide

There total 3 articles about (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.1%

2-bromomethyl-1,3-dioxolane (4360-63-8) + triphenylphosphine (603-35-0) → (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide (52509-14-5)

Guidance literature:

In isopropyl alcohol; at 60 - 65 ℃; for 3h; Inert atmosphere; Green chemistry;

Reference yield: 33.0%

2-bromomethyl-1,3-dioxolane (4360-63-8) → (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide (52509-14-5)

Guidance literature:

In toluene; for 48h; Reflux;

Reference yield:

→ (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide (52509-14-5)

Guidance literature:

DOI:10.1039/P19740000037

upstream raw materials:

2-bromomethyl-1,3-dioxolane

triphenylphosphine

Downstream raw materials:

(E)-2-methoxy-4-(3-oxoprop-1-en-1-yl)phenyl acetate

(E)-2,6-dimethoxy-4-(3-oxoprop-1-en-1-yl)phenyl acetate

[4-((E)-2-[1,3]Dioxolan-2-yl-vinyl)-phenyl]-diethyl-amine

Triphenylphosphine oxide

Refernces

• 1、 -. "COMPOUND ACTING AS ANTIBIOTICS". Paragraph 0174; 0176. . Retrieved 2020/12/22.
• 2、 -. "KETOLIDE DERIVATIVES AS ANTIBACTERIAL AGENTS". Page/Page column 23. . Retrieved 2009/07/17.