2-Benzyloxybenzaldehyde

Base Information

• Chemical Name: 2-Benzyloxybenzaldehyde
• CAS No.: 5896-17-3
• Molecular Formula: C14H12 O2
• Molecular Weight: 212.248
• Hs Code.: 2912499000
• European Community (EC) Number: 611-766-6
• NSC Number: 401884
• DSSTox Substance ID: DTXSID30322707
• Nikkaji Number: J32.017J
• Wikidata: Q72441754
• ChEMBL ID: CHEMBL61500
• Mol file: 5896-17-3.mol

Synonyms:Benzaldehyde,o-(benzyloxy)- (6CI,7CI,8CI); 2-(Benzyloxy)benzaldehyde;2-(Phenylmethoxy)benzaldehyde; NSC 401884; O-Benzylsalicylaldehyde;o-(Benzyloxy)benzaldehyde

Chemical Property of 2-Benzyloxybenzaldehyde

Chemical Property:

• Appearance/Colour: Clear pale yellow liquid
• Vapor Pressure: 2.45E-05mmHg at 25°C
• Melting Point: 46-47°C
• Refractive Index: n20/D 1.6(lit.)
• Boiling Point: 326 ºC
• Flash Point: >110 ºC
• PSA: 26.30000
• Density: 1.339
• LogP: 3.07810
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

2-(Benzyloxy)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC=C2C=O
• Uses: 2-Benzyloxybenzaldehyde is used as an organic chemical synthesis intermediate. 2-Benzyloxybenzaldehyde may be used in the synthesis of:2-benzyloxy-2′-hydroxy-3′,4′,6′-trimethoxychalcone N2-(2-benzyloxy)benzylidenyl isonicotinic acid hydrazide2-hydroxy-2′-methoxybenzophenone2′-hydroxy-5,6,7-trimethoxyflavone

Technology Process of 2-Benzyloxybenzaldehyde

There total 24 articles about 2-Benzyloxybenzaldehyde 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) + salicylaldehyde (90-02-8) → 2-(phenylmethoxy)benzaldehyde (5896-17-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol100316k

Reference yield: 99.7%

2-benzyloxybenzyl alcohol (3381-87-1) → 2-(phenylmethoxy)benzaldehyde (5896-17-3)

Guidance literature:

With silica-supported Jones reagent; In dichloromethane; for 0.00269444h;

DOI:10.1016/j.tetlet.2006.05.157

Reference yield: 99.0%

benzyl chloride (100-44-7) + salicylaldehyde (90-02-8) → 2-(phenylmethoxy)benzaldehyde (5896-17-3)

Guidance literature:

salicylaldehyde; With potassium carbonate; In ethanol; at 20 ℃; for 0.166667h; Inert atmosphere;

benzyl chloride; In ethanol; at 70 ℃; Inert atmosphere;

DOI:10.1039/c5ob02680f

upstream raw materials:

benzyl bromide

salicylaldehyde

benzyl chloride

2-methyl-benzyl alcohol

Downstream raw materials:

4-((Z)-2-benzyloxy-benzylidene)-2-phenyl-4H-oxazol-5-one

2-benzyloxy-2'-hydroxy-4'-methoxy-chalcone

2-benzyloxy-5-bromobenzaldehyde

(E)-2-(2-(benzyloxy)benzylidene)hydrazinecarbothioamide

Refernces

• 1、 Reiser, Patrick,Benneckendorf, Frank S.,Barf, Marc-Michael,Müller, Lars,B?uerle, Rainer,Hillebrandt, Sabina,Beck, Sebastian,Lovrincic, Robert,Mankel, Eric,Freudenberg, Jan,J?nsch, Daniel,Kowalsky, Wolfgang,Pucci, Annemarie,Jaegermann, Wolfram,Bunz, Uwe H. F.,Müllen, Klaus. "N-Type Doping of Organic Semiconductors: Immobilization via Covalent Anchoring". . p. 4213 - 4221. Retrieved 2019.
• 2、 Chopade, A. U.,Chopade, M. U.,Nikalje, M. D.,Patil, H. S.. "Enantioselective Reduction of Ketones and Synthesis of 2-Methyl-2,3-dihydro-1-benzofuran Catalyzed by Chiral Spiroborate Ester". . p. 611 - 618. Retrieved 2021/06/02.
• 3、 Wang, Yinhu,Alenazy, Rawaf,Gu, Xinjie,Polyak, Steven W.,Zhang, Panpan,Sykes, Matthew J.,Zhang, Na,Venter, Henrietta,Ma, Shutao. "Design and structural optimization of novel 2H-benzo[h]chromene derivatives that target AcrB and reverse bacterial multidrug resistance". . . Retrieved 2020/12/07.