3,5-Dibenzyloxybenzaldehyde

Base Information

• Chemical Name: 3,5-Dibenzyloxybenzaldehyde
• CAS No.: 14615-72-6
• Molecular Formula: C21H18O3
• Molecular Weight: 318.372
• Hs Code.: 29125000
• European Community (EC) Number: 604-512-0
• DSSTox Substance ID: DTXSID20340076
• Nikkaji Number: J725.922K
• Wikidata: Q72463636
• Mol file: 14615-72-6.mol

Synonyms:3,5-Dibenzyloxybenzaldehyde;14615-72-6;3,5-Bis(benzyloxy)benzaldehyde;3,5-bis(phenylmethoxy)benzaldehyde;Benzaldehyde, 3,5-bis(phenylmethoxy)-;C21H18O3;MFCD00075777;3,5 dibenzyloxy-benzaldehyde;3,5-dibenzyloxy benzaldehyde;3,5-dibenzyloxy-benzaldehyde;SCHEMBL578947;3,5-bis-benzyloxy benzaldehyde;Benzaldehyde, 3,5-dibenzyloxy-;DTXSID20340076;3,5-Bis(benzyloxy)benzaldehyde #;3,5-Dibenzyloxybenzaldehyde, 98%;AKOS015839494;CS-W002324;GS-3337;SY031002;AM20030002;D3184;FT-0614492;J-008198

Chemical Property of 3,5-Dibenzyloxybenzaldehyde

Chemical Property:

• Appearance/Colour: orange to orange-tan powder or crystalline powder
• Vapor Pressure: 0.00252mmHg at 25°C
• Melting Point: 78-80 °C(lit.)
• Refractive Index: 1.645
• Boiling Point: 502.4 °C at 760 mmHg
• Flash Point: 250 °C
• PSA: 35.53000
• Density: 1.176 g/cm³
• LogP: 4.65710
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 318.125594432
• Heavy Atom Count: 24
• Complexity: 328

Purity/Quality:

98% ^*data from raw suppliers

3,5-Dibenzyloxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=CC(=C2)C=O)OCC3=CC=CC=C3
• Uses: 3,5-Dibenzyloxybenzaldehyde is a useful research chemical. 3,5-Dibenzyloxybenzaldehyde may be used in the synthesis of survivin dimerization modulators.

Technology Process of 3,5-Dibenzyloxybenzaldehyde

There total 18 articles about 3,5-Dibenzyloxybenzaldehyde 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: 98.0%

3,5-dibenzyloxybenzyl alcohol (24131-31-5) → 3,5-dibenzyloxybenzaldehyde (14615-72-6)

Guidance literature:

With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate; In dichloromethane;

DOI:10.1021/jo981322c

Reference yield: 90.2%

3,5-dihydroxybenzaldehyde (26153-38-8) + benzyl bromide (100-39-0) → 3,5-dibenzyloxybenzaldehyde (14615-72-6)

Guidance literature:

With potassium carbonate; In acetone; at 0 - 40 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmcl.2016.10.034

Reference yield:

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) → 3,5-dibenzyloxybenzaldehyde (14615-72-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / K₂CO₃ / dimethylformamide / 8 h / 75 °C

2: 92 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

3: pyridinium chlorochromate / CH₂Cl₂ / 20 °C

With lithium aluminium tetrahydride; potassium carbonate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja060062a

upstream raw materials:

3,5-dibenzyloxybenzyl alcohol

2-bromo-3,5-bis(benzyloxy)benzaldehyde

3,5-dihydroxybenzaldehyde

benzyl bromide

Downstream raw materials:

5,6,7-Trimethoxy-2-<2-<3,5-bis(benzyloxy)phenyl>ethenyl>chromone

(E)-3-(3,5-Bis-benzyloxy-phenyl)-acrylic acid ethyl ester

(Z)-2-Azido-3-(3,5-bis-benzyloxy-phenyl)-acrylic acid methyl ester

3,5-dibenzilossi-1-epossietilbenzene

Refernces

• 1、 -. "Cannabidiol derivative and preparation method thereof". Paragraph 0166-0171. . Retrieved 2021/06/06.
• 2、 Riemer, Daniel,Mandaviya, Bhavdip,Schilling, Waldemar,G?tz, Anne Charlotte,Kühl, Torben,Finger, Markus,Das, Shoubhik. "CO2-Catalyzed oxidation of benzylic and allylic alcohols with DMSO". . p. 3030 - 3034. Retrieved 2018/04/14.