Phenylpropargyl aldehyde diethyl acetal

Base Information

• Chemical Name: Phenylpropargyl aldehyde diethyl acetal
• CAS No.: 6142-95-6
• Molecular Formula: C13H16 O2
• Molecular Weight: 204.269
• European Community (EC) Number: 228-143-6
• NSC Number: 66194
• DSSTox Substance ID: DTXSID80210362
• Nikkaji Number: J101.629F
• Mol file: 6142-95-6.mol

Synonyms:6142-95-6;PHENYLPROPIOLALDEHYDE DIETHYL ACETAL;(3,3-diethoxyprop-1-yn-1-yl)benzene;Phenylpropargyl aldehyde diethyl acetal;3,3-diethoxyprop-1-ynylbenzene;3-Phenylpropynal diethyl acetal;Dehydrocinnamaldehyde-diethylacetal;Benzene, (3,3-diethoxy-1-propynyl)-;Propiolaldehyde, phenyl-, diethyl acetal;EINECS 228-143-6;PHENYLPROPIOLALDEHYDEDIETHYLACETAL;Propiolaldehyde, diethyl acetal;SCHEMBL3901448;DTXSID80210362;Benzene,3-diethoxy-1-propynyl)-;(3,3-Diethoxy-1-propynyl)benzene;(3,3-diethoxyprop-1-ynyl)benzene;1,1-Diethoxy-3-phenyl-2-propyne;1-Phenyl-3,3-diethoxy-1-propyne;NSC66194;MFCD00009238;NSC 66194;NSC-66194;Phenylpropiolic aldehyde diethylacetal;STK667923;(3,3-Diethoxy-1-propynyl)benzene #;AKOS005520876;Phenylpropylargylaldehyde-diethyl acetyl;AS-76444;3-Phenyl-2-propynyl aldehyde diethyl acetal;CS-0315761;FT-0614049;Phenylpropargyl aldehyde diethyl acetal, 98%;EN300-9505360;A833221;J-640217;J-800218

Chemical Property of Phenylpropargyl aldehyde diethyl acetal

Chemical Property:

• Appearance/Colour: CLEAR COLOURLESS TO YELLOW LIQUID
• Vapor Pressure: 0.00922mmHg at 25°C
• Refractive Index: n20/D 1.517(lit.)
• Boiling Point: 99-100 °C2 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 18.46000
• Density: 0.991 g/mL at 25 °C(lit.)
• LogP: 2.43720
• Storage Temp.: 0-6°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

Phenylpropargyl aldehyde diethyl acetal 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(C#CC1=CC=CC=C1)OCC

Technology Process of Phenylpropargyl aldehyde diethyl acetal

There total 32 articles about Phenylpropargyl aldehyde diethyl acetal 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: 95.0%

(benzotriazol-1-yl)diethoxymethane (161806-75-3) + C20H20Al(1-)*Na(1+) → phenylpropargyl aldehyde diethyl acetal (6142-95-6)

Guidance literature:

With zinc(II) iodide; In diethyl ether; toluene; for 1h; Ambient temperature;

DOI:10.1021/jo9814750

Reference yield: 92.0%

iodobenzene (591-50-4) + Propiolaldehyde diethyl acetal (10160-87-9) → phenylpropargyl aldehyde diethyl acetal (6142-95-6)

Guidance literature:

With copper(l) iodide; cis,cis,cis-tetrakis[(diphenylphosphanyl)methyl]cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In N,N-dimethyl-formamide; at 130 ℃; for 20h;

DOI:10.1016/j.tet.2005.06.062

Reference yield: 90.0%

orthoformic acid triethyl ester (122-51-0) + phenylacetylene (536-74-3) → phenylpropargyl aldehyde diethyl acetal (6142-95-6)

Guidance literature:

phenylacetylene; With ethylmagnesium bromide; In diethyl ether; Reflux;

orthoformic acid triethyl ester; In diethyl ether; Reflux;

DOI:10.1134/S0012500817010025

upstream raw materials:

3-chloropropargyl aldehyde diethyl acetal

α-bromo-cis-cinnamaldehyde diethylacetal

phenylethynylmagnesium bromide

orthoformic acid triethyl ester

Downstream raw materials:

α-ethoxy-cinnamaldehyde diethylacetal

Phenylpropargyl aldehyde

3,3-diethoxyl-1-phenylprop-1-ene

cinnamaldehyde

Refernces

• 1、 Kirchanov, A. A.,Zanina, A. S.. "THE SYNTHESIS OF ACETYLENIC ACETALS". . p. 1055. Retrieved 1990.
• 2、 Mu?oz, Miguel A.,Sanz, Roberto,Solas, Marta,Suárez-Pantiga, Samuel. "Regiodivergent Hydration-Cyclization of Diynones under Gold Catalysis". supporting information. p. 7681 - 7687. Retrieved 2020/10/12.
• 3、 Lyu, Xue-Li,Huang, Shi-Sheng,Song, Hong-Jian,Liu, Yu-Xiu,Wang, Qing-Min. "Blue light photoredox-catalysed acetalation of alkynyl bromides". . p. 36213 - 36216. Retrieved 2019/11/20.