4-(Benzyloxy)-2-hydroxybenzaldehyde

Base Information

• Chemical Name: 4-(Benzyloxy)-2-hydroxybenzaldehyde
• CAS No.: 52085-14-0
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Hs Code.: 2912499000
• European Community (EC) Number: 676-541-7
• DSSTox Substance ID: DTXSID70340061
• Nikkaji Number: J1.838.597J
• Wikidata: Q72442286
• Mol file: 52085-14-0.mol

Synonyms:4-(Benzyloxy)-2-hydroxybenzaldehyde;52085-14-0;4-Benzyloxy-2-hydroxybenzaldehyde;2-hydroxy-4-phenylmethoxybenzaldehyde;Benzaldehyde, 2-hydroxy-4-(phenylmethoxy)-;4-benzyloxysalicylaldehyde;4-benzyloxy-2-hydroxy-benzaldehyde;SCHEMBL435353;DTXSID70340061;4-Benzyloxy-2-hydoxy-benzaldehyde;4-Bezyloxy-2-hydroxy-benzaldehyde;4-benzyloxy-2-hydroxy benzaldehyde;CCA08514;2-hydroxy-4-(benzyloxy)benzaldehyde;MFCD01075698;2-hydroxy-4(phenylmethoxy)benzaldehyde;AKOS015831368;4-(Benzyloxy)-2-hydroxybenzaldehyde #;DS-7797;s11924;CS-0156189;FT-0617650;EN300-130436;4-(Benzyloxy)-2-hydroxybenzaldehyde, AldrichCPR;A828915;AP-065/10871060;Z1629764590

Chemical Property of 4-(Benzyloxy)-2-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 1.14E-06mmHg at 25°C
• Melting Point: 78-80°C
• Refractive Index: 1.636
• Boiling Point: 390.9 °C at 760 mmHg
• PKA: 7.80±0.10(Predicted)
• Flash Point: 149.9 °C
• PSA: 46.53000
• Density: 1.238g/cm³
• LogP: 2.78370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

4-Benzyloxy-2-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi,N
• Statements: 36/37/38-50-43
• Safety Statements: 26-36-61-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=C(C=C2)C=O)O

Technology Process of 4-(Benzyloxy)-2-hydroxybenzaldehyde

There total 16 articles about 4-(Benzyloxy)-2-hydroxybenzaldehyde 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%

benzyl bromide (100-39-0) + 2,4-Dihydroxybenzaldehyde (95-01-2) → 4-benzoxy-salicylaldehyde (52085-14-0)

Guidance literature:

2,4-Dihydroxybenzaldehyde; With sodium hydrogencarbonate; In acetonitrile; at 20 ℃; for 0.75h; Inert atmosphere;

benzyl bromide; In acetonitrile; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2013.05.032

Reference yield: 94.0%

2,4-dibenzyloxybenzaldehyde (13246-46-3) → 4-benzoxy-salicylaldehyde (52085-14-0)

Guidance literature:

With magnesium bromide; In diethyl ether; benzene; for 24h; Heating;

Reference yield: 88.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-Benzyloxyphenol (3769-41-3) → 4-benzoxy-salicylaldehyde (52085-14-0)

Guidance literature:

With triethylamine; magnesium chloride; In tetrahydrofuran; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2009.08.101

upstream raw materials:

benzyl bromide

2,4-Dihydroxybenzaldehyde

benzyl chloride

2,4-dibenzyloxybenzaldehyde

Downstream raw materials:

(5-benzyloxy-2-formyl-phenoxy)-acetic acid methyl ester

1-(6-(benzyloxy)benzofuran-2-yl)ethan-1-one

4-(benzyloxy)-2-methoxybenzaldehyde

6-(benzyloxy)-2-(4-benzyloxyphenyl)benzofuran

Refernces

• 1、 Kommera, Rajkumar,Bhimapaka, China Raju. "A simple and efficient approach for the preparation of dihydroxanthyletin, xanthyletin, decursinol and marmesin". supporting information. p. 3204 - 3211. Retrieved 2020/08/05.
• 2、 -. "5-FLUORO-C-(ARYL OR HETEROCYCLYL)-GLYCOSIDE DERIVATIVES USEFUL AS DUAL SGLT1 / SGLT2 MODULATORS". Paragraph 0405. . Retrieved 2019/02/28.