3-(4-Methoxyphenyl)-2-methylprop-2-enal

Base Information

• Chemical Name: 3-(4-Methoxyphenyl)-2-methylprop-2-enal
• CAS No.: 65405-67-6
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Hs Code.: 2912499000
• European Community (EC) Number: 945-034-5,265-737-4
• NSC Number: 638172,22285
• UNII: H1074TK90F
• DSSTox Substance ID: DTXSID801255747
• Nikkaji Number: J2.550.393G,J267.398C
• Wikidata: Q27279437
• Metabolomics Workbench ID: 47636
• Mol file: 65405-67-6.mol

Synonyms:(E)-3-(4-Methoxyphenyl)-2-methylacrylaldehyde;75101-99-4;3-(4-methoxyphenyl)-2-methylprop-2-enal;4'Methoxy-2-methylcinnamaldehyde;3-(p-Methoxyphenyl)-2-methyl-2-propenal;3-(4-Methoxyphenyl)-2-methyl-2-propenal;alpha-Methyl-4-methoxycinnamaldehyde;FEMA No. 3182;2-Methyl-3-(4-methoxyphenyl)-2-propenal;alpha-Methylmethoxycinnamic aldehyde;p-Methoxy-alpha-methylcinnamaldehyde;EINECS 265-737-4;2-((E)-4-Methoxybenzylidene)propan-1-al;UNII-H1074TK90F;(E)-3-(4-methoxyphenyl)-2-methylprop-2-enal;H1074TK90F;2-Propenal, 3-(4-methoxyphenyl)-2-methyl-, (E)-;2-Propenal, 3-(4-methoxyphenyl)-2-methyl-, (2E)-;NSC638172;alpha-Methyl p-methoxy cinnamic aldehyde;Cinnamaldehyde, p-methoxy-alpha-methyl-;SCHEMBL3071941;p-Methoxy-a-methylcinnamaldehyde;FEMA 3182;DTXSID801255747;NSC22285;NSC-22285;P-Methoxy-alpha -methylcinnamaldehyde;2-Methyl-3-(4-methoxyphenyl)propenal;AKOS022342150;p-Methoxy-.alpha.-methylcinnamaldehyde;NSC-638172;(E)-p-methoxy-alpha-methylcinnamaldehyde;alpha -methyl p-methoxy cinnamic aldehyde;.alpha.-Methyl p-methoxy cinnamic aldehyde;4-METHOXY-ALPHA-METHYLCINNAMALDEHYDE;LS-179917;CS-0224166;EN300-118070;F15127;(2E)-3-(4-Methoxyphenyl)-2-methyl-2-propenal;(2E)-3-(4-methoxyphenyl)-2-methylprop-2-enal;P-METHOXY-.ALPHA.-METHYLCINNAMALDEHYDE, (E)-;Q27279437;Z2417557210

Chemical Property of 3-(4-Methoxyphenyl)-2-methylprop-2-enal

Chemical Property:

• Boiling Point: 108 °C(Press: 0.1 Torr)
• Flash Point: 144.1oC
• PSA: 26.30000
• Density: 1.1265 g/cm3
• LogP: 2.29740
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

99.9% ^*data from raw suppliers

3-(4-Methoxyphenyl)-2-methylprop-2-enal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CC1=CC=C(C=C1)OC)C=O
• Isomeric SMILES: C/C(=C\C1=CC=C(C=C1)OC)/C=O
• Description: May be prepared by formulation of the corresponding olefin.

Technology Process of 3-(4-Methoxyphenyl)-2-methylprop-2-enal

There total 10 articles about 3-(4-Methoxyphenyl)-2-methylprop-2-enal 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: 85.0%

cis-Anethole (25679-28-1,25086-72-0,63589-56-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → p-methoxy-α-methylcinnamaldehyde (65405-67-6)

Guidance literature:

With iodoform; N,N,N,N,-tetramethylethylenediamine; at 80 ℃; for 2h; Inert atmosphere; Schlenk technique;

Reference yield: 69.0%

methoxybenzene (100-66-3) + isobutyraldehyde (78-84-2) → p-methoxy-α-methylcinnamaldehyde (65405-67-6)

Guidance literature:

With dipotassium peroxodisulfate; palladium diacetate; trifluoroacetic acid; 3-amino propanoic acid; In acetonitrile; at 20 - 60 ℃; for 24.16h; Sealed tube;

Reference yield: 50.0%

N-(4-methoxybenzylidene)-p-toluenesulfonamide (14674-38-5) + allyl alcohol (107-18-6) → p-methoxy-α-methylcinnamaldehyde (65405-67-6)

Guidance literature:

With 5% Pd/Al2O3; potassium carbonate; In toluene; at 100 ℃; for 24h;

DOI:10.1039/c5cy01722j

upstream raw materials:

N,N-dimethyl-formamide

E-1-(4'-methoxyphenyl)prop-1-ene

4-methoxy-benzaldehyde

propionaldehyde

Downstream raw materials:

3-hydroxy-1-(4-methoxyphenyl)-2-methylpent-1-ene

trifluoromethanesulfonic acid 3-(4-methoxyphenyl)-2-methylhexa-1,5-dienyl ester

N-(6-methoxy-2-methyl-1H-inden-1-yl)-4-methylbenzenesulfonamide

N-(2-(4-methoxyphenyl)-3-methyl-5-oxo-5,6,7,8-tetrahydroquinolin-1(2H)-yl)benzamide

Refernces

• 1、 -. "Synthesis method of cinnamyl aldehyde compound". Paragraph 0012; 0013. . Retrieved 2019/06/07.
• 2、 Zsolnai, Dániel,Mayer, Péter,Szori, Kornél,London, Gábor. "Pd/Al2O3-catalysed redox isomerisation of allyl alcohol: Application in aldol condensation and oxidative heterocyclization reactions". . p. 3814 - 3820. Retrieved 2016/06/13.