3-Allyl-4-hydroxy-5-methoxy-benzaldehyde

Base Information

• Chemical Name: 3-Allyl-4-hydroxy-5-methoxy-benzaldehyde
• CAS No.: 20240-58-8
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 2912499000
• DSSTox Substance ID: DTXSID50364184
• Nikkaji Number: J398.219J
• Wikidata: Q82148001
• Mol file: 20240-58-8.mol

Synonyms:20240-58-8;3-Allyl-4-hydroxy-5-methoxy-benzaldehyde;3-Allyl-4-hydroxy-5-methoxybenzaldehyde;4-hydroxy-3-methoxy-5-(prop-2-en-1-yl)benzaldehyde;4-hydroxy-3-methoxy-5-prop-2-enylbenzaldehyde;Benzaldehyde, 4-hydroxy-3-methoxy-5-(2-propenyl)-;SCHEMBL1001391;DTXSID50364184;BBL000121;MFCD01590282;STK188424;AKOS000274305;SB85385;VS-00454;EN300-60113;Z57772356;F1274-0234

Chemical Property of 3-Allyl-4-hydroxy-5-methoxy-benzaldehyde

Chemical Property:

• Vapor Pressure: 0.000172mmHg at 25°C
• Melting Point: 84-85°C
• Boiling Point: 320.2oC at 760 mmHg
• Flash Point: 123.7oC
• PSA: 46.53000
• Density: 1.144g/cm3
• LogP: 1.94180
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

3-Allyl-4-hydroxy-5-methoxy-benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)CC=C)C=O

Technology Process of 3-Allyl-4-hydroxy-5-methoxy-benzaldehyde

There total 8 articles about 3-Allyl-4-hydroxy-5-methoxy-benzaldehyde 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: 92.0%

4-allyloxy-3-methoxybenzaldehyde (22280-95-1) → 3-allyl-4-hydroxy-5-methoxybenzaldehyde (20240-58-8)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 200 ℃; for 3h; Microwave irradiation;

Reference yield:

vanillin (121-33-5,8014-42-4) → 3-allyl-4-hydroxy-5-methoxybenzaldehyde (20240-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃ / acetone / 8 h / Heating

2: 88 percent / 1,3,5-trimethyl-benzene / 20 h / Heating

With potassium carbonate; In acetone; 1,3,5-trimethyl-benzene; 2: Claisen rearrangement;

DOI:10.1002/hlca.200390036

Reference yield:

vanillin (121-33-5,8014-42-4) → 3-allyl-4-hydroxy-5-methoxybenzaldehyde (20240-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 6 h / Reflux

2: 0.25 h / 195 - 205 °C / Microwave irradiation

With potassium carbonate; In acetone; 2: |Claisen Rearrangement;

DOI:10.1016/j.ejmech.2014.03.079 DOI:10.1016/j.ejmech.2018.06.025

upstream raw materials:

4-allyloxy-3-methoxybenzaldehyde

2-allyloxy-3-methoxy-benzaldehyde

vanillin

3-methoxy-2-hydroxybenzaldehyde

Downstream raw materials:

5-formylvanillin

4-hydroxy-3-methoxy-5-propyl-benzyl alcohol

4-hydroxy-3-methoxy-5-propylbenzaldehyde

4-hydroxy-3-methoxy-5-cis-propenyl-benzaldehyde