(Carbethoxymethyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (Carbethoxymethyl)triphenylphosphonium bromide
• CAS No.: 1530-45-6
• Molecular Formula: C22H22BrO2P
• Molecular Weight: 429.293
• Hs Code.: 29310095
• European Community (EC) Number: 216-230-1,806-404-0
• NSC Number: 60450
• DSSTox Substance ID: DTXSID40934653
• Mol file: 1530-45-6.mol

Synonyms:(Carboxymethyl)triphenylphosphoniumbromide ethyl ester (6CI,7CI);(2-Ethoxy-2-oxoethyl)(triphenyl)phosphonium bromide;Carboethoxymethyltriphenylphosphonium bromide;Ethoxycarbonylmethyltriphenylphosphoniumbromide;NSC 60450;

Chemical Property of (Carbethoxymethyl)triphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white or pale yellow powder
• Melting Point: 145-150 °C (dec.)(lit.)
• PSA: 39.89000
• LogP: 0.54760
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: It is soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 428.05408
• Heavy Atom Count: 26
• Complexity: 359

Purity/Quality:

99% ^*data from raw suppliers

(Ethoxycarbonylmethyl)triphenylphosphonium bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: suzuki reaction (Ethoxycarbonylmethyl)triphenylphosphonium bromide, is used as a pharmaceutical intermediate.

Technology Process of (Carbethoxymethyl)triphenylphosphonium bromide

There total 23 articles about (Carbethoxymethyl)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: 100.0%

ethyl bromoacetate (105-36-2) + triphenylphosphine (603-35-0) → (carbethoxymethyl)triphenylphosphonium bromide (1530-45-6)

Guidance literature:

In xylene; for 0.00833333h; Heating; microwave irradiation;

DOI:10.1081/SCC-100106048

Reference yield: 96.0%

bromoacetic acid methyl ester (96-32-2) + triphenylphosphine (603-35-0) → (carbethoxymethyl)triphenylphosphonium bromide (1530-45-6)

Guidance literature:

In ethyl acetate; at 21 ℃;

DOI:10.1021/acs.orglett.7b00217

Reference yield: 95.0%

ethyl bromoacetate (105-36-2) → (carbethoxymethyl)triphenylphosphonium bromide (1530-45-6)

Guidance literature:

With triphenylphosphine; In benzene; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0030-1261188

upstream raw materials:

(ethoxycarbonylmethyl)triphenylphosphonium chloride

diazoacetic acid ethyl ester

(3-Oxo-1-butenyl)triphenylphosphonium-bromid

ethyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

diethyl-6,6'-diapocarotene-6,6'-dioate

ethyl cinnamate

ethyl 2-(1-cyclohexenyl)acetate

Refernces

Photochemical Rearrangement of 2-Substituted 4-Alkylidene-2,3-epoxy-1-tetralone to 3-(2-oxoalkylidene)-1-indanone

10.1246/cl.1986.1849

The research investigates the photochemical rearrangement of 2-substituted 4-alkylidene-2,3-epoxy-1-tetralone to 3-(2-oxoalkylidene)-1-indanone. The purpose is to explore the photoreactions of α,β-epoxy ketones and understand the factors determining their reaction pathways. Key chemicals used include 2-substituted 4-methylidene-2,3-epoxy-1-tetralones (1a-e), benzene, and Wittig reagent. The study found that irradiation of these compounds in benzene solution under an argon atmosphere led to the formation of 3-alkylidene-1-indanones (2a-e) with yields ranging from 27% to 56%. The photoreactions are suggested to occur from the (π, π*) triplet excited state. The research concludes that the nature of the excited state and the localization of excitation energy in the starting molecules significantly influence the reaction outcomes.