2-Phenoxybenzaldehyde

Base Information

• Chemical Name: 2-Phenoxybenzaldehyde
• CAS No.: 19434-34-5
• Molecular Formula: C13H10O2
• Molecular Weight: 198.221
• Hs Code.: 2912490090
• European Community (EC) Number: 243-061-0
• UNII: K5R9AE3HNK
• DSSTox Substance ID: DTXSID10173057
• Nikkaji Number: J242.814H
• Wikidata: Q72500961
• ChEMBL ID: CHEMBL1402072
• Mol file: 19434-34-5.mol

Synonyms:2-phenoxybenzaldehyde;19434-34-5;o-Phenoxybenzaldehyde;2-phenoxybenzenecarbaldehyde;2-Formyldiphenyl ether;phenoxybenzaldehyde;Benzaldehyde, 2-phenoxy-;MFCD00800666;K5R9AE3HNK;MLS000326714;EINECS 243-061-0;SMR000179267;Opera_ID_1384;UNII-K5R9AE3HNK;SCHEMBL95238;CHEMBL1402072;DTXSID10173057;2-phenoxybenzaldehyde, AldrichCPR;HMS2185J19;AKOS000260314;NCGC00246527-01;AM807387;SY003189;CS-0132386;FT-0637847;P2475;11N-013;A813722;W-111731;Boc-(R)-3-Amino-3-(2-hydroxy-phenyl)-propionicacid

Chemical Property of 2-Phenoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00104mmHg at 25°C
• Refractive Index: 1.609
• Boiling Point: 301.7 °C at 760 mmHg
• Flash Point: 131.9 °C
• PSA: 26.30000
• Density: 1.154 g/cm³
• LogP: 3.29140
• Sensitive.: Air Sensitive
• Water Solubility.: Very slightly soluble in water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Phenoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=CC=C2C=O
• Uses: 2-Phenoxybenzaldehyde is used as a reagent in the synthesis of chiral 1,3,4-oxadiazol-2-ones as potent and highly selective FAAH inhibitors. Also used as a reagent in the synthesis of [4-(phenoxy)pyridin-3-yl]methylamines; a new class of selective noradrenaline reuptake inhibitors (NRI).

Technology Process of 2-Phenoxybenzaldehyde

There total 46 articles about 2-Phenoxybenzaldehyde 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: 96.0%

2-Fluorobenzaldehyde (446-52-6) + phenol (108-95-2,27073-41-2) → 2-(phenoxy)benzaldehyde (19434-34-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; at 170 ℃; for 4h;

DOI:10.1021/ol4000857

Reference yield: 96.0%

2-nitro-benzaldehyde (552-89-6) + phenol (108-95-2,27073-41-2) → 2-(phenoxy)benzaldehyde (19434-34-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 5h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.3184/174751917X15122516000113

Reference yield: 90.0%

2-(2-phenoxyphenyl)-1,3-oxathiolane → 2-(phenoxy)benzaldehyde (19434-34-5)

Guidance literature:

With eosin Y disodium salt; In acetonitrile; at 20 ℃; for 3h; Irradiation;

DOI:10.1039/c9ob02517k

upstream raw materials:

hexamethylenetetramine

2-bromomethylphenyl phenyl ether

2-(4-nitrophenoxy)benzaldehyde

o-phenoxybenzonitrile

Downstream raw materials:

(2-Mercapto-3-methyl-3H-imidazol-4-yl)-(2-phenoxy-phenyl)-methanol

2-phenoxybenzaldoxime

(E)-3-(2-phenoxyphenyl)propenoic acid ethyl ester

C₂₀H₁₈O₃

Refernces

• 1、 Holland, Richard,Spencer, John,Deadman, John J.. "Synthesis of para-substituted 3-formyl arylboronic esters". . p. 2379 - 2382. Retrieved 2002.
• 2、 K?nig, Burkhard,Kumar, Sumit,Stahl, Jessica,Yatham, Veera Reddy,Yedase, Girish Suresh. "Cerium-photocatalyzed aerobic oxidation of benzylic alcohols to aldehydes and ketones". supporting information. p. 1727 - 1732. Retrieved 2021/08/05.
• 3、 Verma, Shashi Kant,Prajapati, Anamika,Saini, Manoj Kumar,Basak, Ashok K.. "Lewis Acid Catalyzed Reductive Cyclization of 2-Aryloxybenzaldehydes and 2-(Arylthio)benzaldehydes to Unsubstituted 9H-Xanthenes and Thioxanthenes in Diisopropyl Ether". supporting information. p. 532 - 539. Retrieved 2020/11/30.