4-(Allyloxy)-3-methoxybenzaldehyde

Base Information

• Chemical Name: 4-(Allyloxy)-3-methoxybenzaldehyde
• CAS No.: 22280-95-1
• Molecular Formula: C11H12 O3
• Molecular Weight: 192.214
• Hs Code.: 2912499000
• DSSTox Substance ID: DTXSID70366362
• Nikkaji Number: J267.206E
• Wikidata: Q82151545
• ChEMBL ID: CHEMBL4758544
• Mol file: 22280-95-1.mol

Synonyms:4-(allyloxy)-3-methoxybenzaldehyde;22280-95-1;3-methoxy-4-prop-2-enoxybenzaldehyde;3-methoxy-4-(prop-2-en-1-yloxy)benzaldehyde;SCHEMBL1396839;CHEMBL4758544;4-allyloxy-3-methoxybenzaldehyde;DTXSID70366362;4-allyloxy-3-methoxy benzaldehyde;DGWCHURQYFMBFC-UHFFFAOYSA-N;4-Allyloxy-3-methoxy-benzaldehyde;3-Methoxy-4-(allyloxy)benzaldehyde;BBL018090;MFCD01157220;STK497504;AKOS000203068;SB85421;3-methoxy-4-(2-propenyloxy)benzaldehyde;VS-06679;BB 0216384;CS-0117176;EN300-04095;F82643;4-(ALLYLOXY)-3-METHOXYBENZALDEHYDE 95%;A1-00121;Z54337235

Chemical Property of 4-(Allyloxy)-3-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000504mmHg at 25°C
• Boiling Point: 313.2°Cat760mmHg
• Flash Point: 134.2°C
• PSA: 35.53000
• Density: 1.084g/cm³
• LogP: 2.07250
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

98%min ^*data from raw suppliers

4-(Allyloxy)-3-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=O)OCC=C

Technology Process of 4-(Allyloxy)-3-methoxybenzaldehyde

There total 9 articles about 4-(Allyloxy)-3-methoxybenzaldehyde 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%

vanillin (121-33-5,8014-42-4) + allyl bromide (106-95-6) → 4-allyloxy-3-methoxybenzaldehyde (22280-95-1)

Guidance literature:

With potassium carbonate; In acetone; for 5h; Heating;

DOI:10.1080/00397910701574577

Reference yield: 92.0%

1-(allyloxy)-4-(azidomethyl)-2-methoxybenzene (1044844-34-9) → 4-allyloxy-3-methoxybenzaldehyde (22280-95-1)

Guidance literature:

With MoO₂(S₂CNEt₂)2; oxygen; In toluene; for 7h; Heating;

DOI:10.1016/j.tetlet.2008.05.047

Reference yield: 91.0%

3-hydroxy-4-(2-propenyloxy)benzaldehyde (79822-65-4) + methyl iodide (74-88-4) → 4-allyloxy-3-methoxybenzaldehyde (22280-95-1)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; water; at 20 ℃; for 24h;

DOI:10.3390/70900697

upstream raw materials:

vanillin

allyl bromide

3-hydroxy-4-(2-propenyloxy)benzaldehyde

methyl iodide

Downstream raw materials:

(E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid

(E)-3-methoxy-4-allyloxycinnamoyl chloride

Refernces

• 1、 Ngameni, Bathélémy,Erdo?an, Musa,Kuete, Victor,Dalk?l??, Erdin,Ngadjui, Bonaventure T,Da?tan, Arif. "Synthesis and structural characterization of novel O-substituted phenolic and chalcone derivatives with antioxidant activity". . p. 159 - 165. Retrieved 2021.
• 2、 Retini, Michele,Bartolucci, Silvia,Bartoccini, Francesca,Mari, Michele,Piersanti, Giovanni. "Concise and Convergent Enantioselective Total Syntheses of (+)-and (-)-Fumimycin". . p. 12221 - 12227. Retrieved 2019.
• 3、 Santoso, Prio,Anwar, Chairil,Jumina,Siswanta, Dwi,Suharso,Ohto, Keisuke. "Synthesis of a Novel calix[4]resorcinarene-Chitosan hybrid". . p. 30 - 37. Retrieved 2018.
• 4、 Gaikwad, Sunil V.,Gaikwad, Milind V.,Lokhande, Pradeep D.. "Iodine-DMSO catalyzed chemoselective oxidative aromatization and deallylation, nondeallylation of aryl allyl ether of tetrahydro-β-carboline". supporting information. p. 1408 - 1414. Retrieved 2021/04/26.