(Triphenylphosphoranylidene)acetaldehyde

Base Information

• Chemical Name: (Triphenylphosphoranylidene)acetaldehyde
• CAS No.: 2136-75-6
• Molecular Formula: C20H17 O P
• Molecular Weight: 304.328
• Hs Code.: 29319090
• European Community (EC) Number: 218-375-6
• UNII: P7LZM6552K
• DSSTox Substance ID: DTXSID60175622
• Nikkaji Number: J1.188.527F,J298.723F
• Wikidata: Q72514809
• Mol file: 2136-75-6.mol

Synonyms:2136-75-6;(Triphenylphosphoranylidene)acetaldehyde;(Formylmethylene)triphenylphosphorane;2-(Triphenylphosphoranylidene)acetaldehyde;Formylmethylenetriphenylphosphorane;Formylmethylene triphenylphosphorane;Acetaldehyde, (triphenylphosphoranylidene)-;2-(triphenyl-lambda5-phosphanylidene)acetaldehyde;(triphenylphosphoranylidene) acetaldehyde;MFCD00006994;C20H17OP;SCHEMBL181926;P7LZM6552K;DTXSID60175622;formylmethylene-triphenylphosphoran;2-Oxoethylidenetriphenylphosphorane;formylmethylene-triphenylphosphorane;formylmethylenetriphenyl phosphorane;formylmethylidenetriphenylphosphorane;BCP22984;CS-M0489;EINECS 218-375-6;triphenylphosphoranylideneacetaldehyde;(2-Oxoethylidene)triphenylphosphorane;(formylmethylene)-triphenylphosphorane;triphenylphosphoranylidene acetaldehyde;AKOS005259852;2-triphenylphosphoranylideneacetaldehyde;(triphenylphosphoranylidene)-acetaldehyde;(triphenylphosphoranylidene)acetoaldehyde;FORMYLMETHYLENETRIPHENYLPHOSPORANE;SY030499;2-(triphenylphosphoranylidene) acetaldehyde;1-(Triphenylphosphonio)-2-oxoethane-1-ide;AM20060547;FT-0604969;T2001;(Triphenylphosphoranylidene)acetaldehyde, 95%;Acetaldehyde, 2-(triphenylphosphoranylidene)-;EN300-18526;(triphenyl-lambda*5*-phosphanylidene)-acetaldehyde;A815294;A1-00320;J-502071;Z62436289;(Triphenylphosphoranylidene)acetaldehyde, technical, >=95% (NT/PNMR)

Chemical Property of (Triphenylphosphoranylidene)acetaldehyde

Chemical Property:

• Appearance/Colour: pink to brown crystalline powder
• Vapor Pressure: 1.2E-08mmHg at 25°C
• Melting Point: 185-188 °C(lit.)
• Refractive Index: 1.62
• Boiling Point: 472.618 °C at 760 mmHg
• Flash Point: 239.631 °C
• PSA: 26.88000
• Density: 1.162 g/cm³
• LogP: 2.98160
• Storage Temp.: Keep Cold
• Sensitive.: Air Sensitive
• Solubility.: Soluble in Chloroform, Methanol.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 304.101702159
• Heavy Atom Count: 22
• Complexity: 344

Purity/Quality:

99% ^*data from raw suppliers

(Triphenylphosphoranylidene)acetaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=CC=O)(C2=CC=CC=C2)C3=CC=CC=C3
• Uses: (Formylmethylene)triphenylphosphorane is used as Wittig reagent. It is also used as Pharmaceutical Intermediates. It is employed as raw material in organic Synthesis, Agrochemicals. Wittig reagent for the conversion of aldehydes and ketones to two-carbon homologated, α,β-unsaturated carbonyl compounds.

Technology Process of (Triphenylphosphoranylidene)acetaldehyde

There total 11 articles about (Triphenylphosphoranylidene)acetaldehyde 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: 97.0%

formylmethyltriphenylphosphonium chloride (62942-43-2) → (triphenylphosphoranylidene)acetaldehyde (2136-75-6)

Guidance literature:

With sodium hydroxide; In water; at 20 - 30 ℃; for 0.5h;

Reference yield: 81.0%

Methylenetriphenylphosphorane (19493-09-5) + formic acid ethyl ester (109-94-4) → (triphenylphosphoranylidene)acetaldehyde (2136-75-6)

Guidance literature:

In benzene;

Reference yield: 76.0%

Methyltriphenylphosphonium bromide (1779-49-3) + formic acid ethyl ester (109-94-4) → (triphenylphosphoranylidene)acetaldehyde (2136-75-6)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In diethyl ether; at 20 ℃; for 1.5h;

formic acid ethyl ester; In diethyl ether; at 20 ℃;

DOI:10.1021/ol401015e

upstream raw materials:

triphenylphosphine

Bromoacetaldehyde diethyl acetal

Methyltriphenylphosphonium bromide

formic acid ethyl ester

Downstream raw materials:

(Z)-3,3-Diethoxy-1-(4-methylphenyl)-1-propen

3-(4-nitrophenyl)-propenal

(Z)-3,3-Diethoxy-1-(3,4,5-trimethoxyphenyl)-1-propen

(Z)-3-(3,4,5-Trimethoxyphenyl)-2-propenal

Refernces

• 1、 Woodcock, Steven R.,Salvatore, Sonia R.,Freeman, Bruce A.,Schopfer, Francisco J.. "Synthesis of 9- and 12-nitro conjugated linoleic acid: Regiospecific isomers of naturally occurring conjugated nitrodienes". supporting information. . Retrieved 2021/09/13.
• 2、 -. "Method for preparing (formylmethylene)triphenylphosphorane". Paragraph 0006; 0009; 0010; 0011; 0014; 0015; 0016; 0019. . Retrieved 2019/10/01.