(S)-2-Phenoxypropanal

Base Information

• Chemical Name: (S)-2-Phenoxypropanal
• CAS No.: 149646-90-2
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.177
• DSSTox Substance ID: DTXSID801311533
• Mol file: 149646-90-2.mol

Synonyms:149646-90-2;Propanal, 2-phenoxy-, (S)- (9CI);(2S)-2-PHENOXYPROPANAL;(S)-2-Phenoxypropanal;SCHEMBL3276265;Propanal, 2-phenoxy-, (S)-;DTXSID801311533

Chemical Property of (S)-2-Phenoxypropanal

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 117

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C=O)OC1=CC=CC=C1
• Isomeric SMILES: C[C@@H](C=O)OC1=CC=CC=C1

Technology Process of (S)-2-Phenoxypropanal

There total 7 articles about (S)-2-Phenoxypropanal 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: 94.0%

2-phenoxy-1-propanol (4169-04-4) → 2-phenoxypropionaldehyde (52687-81-7,149646-90-2)

Guidance literature:

2-phenoxy-1-propanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 0.5h;

DOI:10.1039/c0cc02456b

Reference yield: 73.0%

methyl 2-phenoxypropanoate (2065-24-9) → 2-phenoxypropionaldehyde (52687-81-7,149646-90-2)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.5h;

DOI:10.1002/ejoc.201000434

Reference yield: 44.0%

2-phenoxypropionic acid (940-31-8) → 2-phenoxypropionaldehyde (52687-81-7,149646-90-2)

Guidance literature:

2-phenoxypropionic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202114235

upstream raw materials:

carbon monoxide

vinyl phenyl ether

2-phenoxy-1-propanol

methyl 2-phenoxypropanoate

Downstream raw materials:

2-phenoxy-propionaldehyde-oxime

Refernces

• 1、 Wan, Kefeng,Zhao, Jiangui,Qin, Song,Zheng, Xueli,Fu, Haiyan,Li, Ruixiang,Chen, Hua,Yang, Jijun,Yang, Chunji. "Linear-selective hydroformylation of vinyl ether using Rh (acac)(2,2′-bis{(di[1H-indol-1-yl]phosphanyl)oxy}-1,1′-binaphthalene) – Possible way to synthesize 1,3-propanediol". . . Retrieved 2020/07/24.
• 2、 Ling, Kenneth B.,Smith, Andrew D.. "α-Aroyloxyaldehydes: Scope and limitations as alternatives to α-haloaldehydes for NHC-catalysed redox transformations". supporting information; experimental part. p. 373 - 375. Retrieved 2011/02/24.