2-Propenal, 3-(2-methoxyphenyl)-

Base Information

• Chemical Name: 2-Propenal, 3-(2-methoxyphenyl)-
• CAS No.: 1504-74-1
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 29124990
• DSSTox Substance ID: DTXSID2025551
• Wikidata: Q72489598
• Mol file: 1504-74-1.mol

Synonyms:3-(2-Methoxyphenyl)acrylaldehyde;2-Methoxycinnamaldehyde, predominantly trans;2' - methoxycinnamaldehyde;DTXSID2025551;SCHEMBL43264;AKOS028110010;AM85600;FT-0654891

Chemical Property of 2-Propenal, 3-(2-methoxyphenyl)-

Chemical Property:

• Appearance/Colour: Colorless crystal
• Vapor Pressure: 0.000125mmHg at 25°C
• Melting Point: 44-48 °C(lit.)
• Refractive Index: 1.559
• Boiling Point: 334.8 °C at 760 mmHg
• Flash Point: 134.4 °C
• PSA: 26.30000
• Density: 1.068 g/cm³
• LogP: 1.90730
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Sparingly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

3-(2-Methoxyphenyl)acrylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C=CC=O
• Description: o-Methoxycinnamaldehyde has a sweet, warm, spicy-floral odor with fruity undertones. It has a sweet, spicy, warm flavor, somewhat pungent above 200 - 300 ppm. It is formed after a long contact period between salicylaldehyde and acetaldehyde in diluted alkaline solution; it can be formed by condensation of salicylaldehyde methylether with acetaldehyde under alkaline conditions; from the corresponding oxime.

Technology Process of 2-Propenal, 3-(2-methoxyphenyl)-

There total 23 articles about 2-Propenal, 3-(2-methoxyphenyl)- 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: 96.0%

acetaldehyde (75-07-0,9002-91-9) + ortho-anisaldehyde (135-02-4) → 2-methoxycinnamaldehyde (1504-74-1)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 1h; Reagent/catalyst; Temperature; Solvent;

Reference yield: 95.0%

C15H20O4 + 2,6-difluorobenzoic acid (385-00-2) → 2-methoxycinnamaldehyde (1504-74-1) + C16H14F2O

Guidance literature:

With bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 140 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1039/c8ob01806e

Reference yield: 94.0%

2-methoxycinnamyl alcohol (1504-61-6) → 2-methoxycinnamaldehyde (1504-74-1)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate; In water; acetonitrile; at 20 ℃; for 4h; Green chemistry;

DOI:10.1016/j.tetlet.2013.09.050

upstream raw materials:

1-Methoxy-2-(1,3,3-triethoxy-propyl)-benzene

ethyl vinyl ether

ortho-anisaldehyde

acetaldehyde

Downstream raw materials:

2-methoxycinnamyl alcohol

2-[(E)-3-(2-Methoxy-phenyl)-prop-2-en-(E)-ylidene]-6-[(E)-3-(2-methoxy-phenyl)-prop-2-en-(Z)-ylidene]-4-methyl-cyclohexanone

2-[(E)-3-(2-Methoxy-phenyl)-prop-2-en-(Z)-ylidene]-5-[(E)-3-(2-methoxy-phenyl)-prop-2-en-(E)-ylidene]-cyclopentanone

3-[3-(2-methoxy-phenyl)-allylamino]-propan-1-ol

Refernces

• 1、 -. "Method for synthesizing 2 -methoxycinnamaldehyde". Paragraph 0060; 0064-0069; 0073-0076; 0080-0084; 0087; .... . Retrieved 2021/11/19.
• 2、 Liu, Xian,Liu, Song,Wang, Quanjun,Zhou, Gang,Yao, Lin,Ouyang, Qin,Jiang, Ru,Lan, Yu,Chen, Weiping. "Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids". supporting information. p. 3149 - 3154. Retrieved 2020/04/09.