3-Hydroxy-5-methoxybenzaldehyde

Base Information

• Chemical Name: 3-Hydroxy-5-methoxybenzaldehyde
• CAS No.: 57179-35-8
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• European Community (EC) Number: 851-535-9
• DSSTox Substance ID: DTXSID10415661
• Nikkaji Number: J155.612F
• Wikidata: Q82224622
• ChEMBL ID: CHEMBL1956167
• Mol file: 57179-35-8.mol

Synonyms:3-hydroxy-5-methoxybenzaldehyde;57179-35-8;Benzaldehyde, 3-hydroxy-5-methoxy-;ghl.PD_Mitscher_leg0.685;SCHEMBL378297;3-Methoxy-5-hydroxybenzaldehyde;CHEMBL1956167;3-hydroxy-5-methoxy-benzaldehyde;DTXSID10415661;FGQOOHJZONJGDT-UHFFFAOYSA-N;AMY21399;MFCD16998726;AKOS016014471;AB71613;CS-W021937;DS-6776;C75678;EN300-175004;A869742;Z1255401668

Chemical Property of 3-Hydroxy-5-methoxybenzaldehyde

Chemical Property:

• Melting Point: 130.5°C
• Refractive Index: 1.4945 (estimate)
• Boiling Point: 234.6°C (rough estimate)
• PKA: 8.87±0.10(Predicted)
• Density: 1.2143 (rough estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxy-5-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)O)C=O
• Uses: 3-Hydroxy-5-methoxybenzaldehyde, can be used as an intermediate for the synthesis of various pharmaceutical compounds. It is used for the synthesis of Phenathrenes from cyclophanes.

Technology Process of 3-Hydroxy-5-methoxybenzaldehyde

There total 15 articles about 3-Hydroxy-5-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: 88.0%

3,5-dimethoxybenzaldehdye (7311-34-4) → 3-hydroxy-5-methoxybenzaldehyde (57179-35-8)

Guidance literature:

With formaldehyd; sodium thioethylate; In N,N-dimethyl-formamide; at 145 ℃; for 1h;

Reference yield: 81.0%

3-hydroxy-5-methoxy-benzaldehyde oxime → 3-hydroxy-5-methoxybenzaldehyde (57179-35-8)

Guidance literature:

With N-Bromosuccinimide; β‐cyclodextrin; In water; acetone; at 20 ℃; for 0.75h;

DOI:10.1081/SCC-200034766

Reference yield: 80.0%

N,N-diethyl 3-hydroxy-5-methoxybenzamide (908609-54-1) → 3-hydroxy-5-methoxybenzaldehyde (57179-35-8)

Guidance literature:

N,N-diethyl 3-hydroxy-5-methoxybenzamide; With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

With zirconocene dichloride; In tetrahydrofuran; at 20 ℃; for 0.0333333h; Inert atmosphere;

DOI:10.1021/ol403183a

upstream raw materials:

3-(chlorocarbonyl)-5-methoxyphenyl acetate

3-methoxy-5-methoxycarbonyloxy-benzoyl chloride

3,5-dimethoxybenzaldehdye

methanol

Downstream raw materials:

3-Methoxy-5-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethoxy]-benzaldehyde

3-{[(E)-5-(2-Hydroxy-phenyl)-[1,3,4]thiadiazol-2-ylimino]-methyl}-5-methoxy-phenol

3-(benzyloxy)-5-methoxybenzaldehyde

3-(tert-butyldimethylsilyloxy)-5-methoxybenzaldehyde

Refernces

• 1、 Vargas, Didier F.,Larghi, Enrique L.,Kaufman, Teodoro S.. "Synthesis of Polysubstituted 3-Methylisoquinolines through the 6π-Electron Cyclization/Elimination of 1-Azatrienes derived from 1,1-Dimethylhydrazine". supporting information. p. 5605 - 5614. Retrieved 2018/10/09.
• 2、 -. "SKIN LIGHTENING COMPOUNDS". Page/Page column 25. . Retrieved 2016/02/12.