2-(2-Chloroethoxy)benzaldehyde

Base Information

• Chemical Name: 2-(2-Chloroethoxy)benzaldehyde
• CAS No.: 54373-14-7
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID10397170
• Nikkaji Number: J2.859.025C
• Wikidata: Q82198280
• Mol file: 54373-14-7.mol

Synonyms:2-(2-chloroethoxy)benzaldehyde;54373-14-7;SCHEMBL1888128;2-(2-chloroethyloxy)benzaldehyde;DTXSID10397170;VJQZLVZNOAKWKJ-UHFFFAOYSA-N;AKOS000295522;A1-11385

Chemical Property of 2-(2-Chloroethoxy)benzaldehyde

Chemical Property:

• PSA: 26.30000
• LogP: 2.11670
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

95% ^*data from raw suppliers

2-(2-Chloroethoxy)benzaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)OCCCl

Technology Process of 2-(2-Chloroethoxy)benzaldehyde

There total 7 articles about 2-(2-Chloroethoxy)benzaldehyde 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: 97.0%

→ 2-(2-chloroethoxy)benzoic aldehyde (54373-14-7) + 2-(2-chloroethoxy)benzaldehyde ethylene acetal (103076-66-0)

Guidance literature:

Reference yield: 86.0%

2-chloroethyl tosylate (80-41-1) + salicylaldehyde (90-02-8) → 2-(2-chloroethoxy)benzoic aldehyde (54373-14-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 68h; Ambient temperature;

DOI:10.1248/cpb.35.2394

Reference yield: 79.0%

sodium tetrakis(2-chloroethoxy)borate + 2-chloro-benzaldehyde (89-98-5) → 2-(2-chloroethoxy)benzoic aldehyde (54373-14-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos; In tert-Amyl alcohol; at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c8ob01146j

upstream raw materials:

salicylaldehyde

1,2-dichloro-ethane

1-Bromo-2-chloroethane

2-chloroethyl tosylate

Downstream raw materials:

(Z)-2-(5-Chloro-benzo[d]isoxazol-3-yl)-3-[2-(2-chloro-ethoxy)-phenyl]-acrylonitrile

(Z)-3-[2-(2-Chloro-ethoxy)-phenyl]-2-(5-hydroxy-benzo[d]isoxazol-3-yl)-acrylonitrile

2-(2-N,N-dimethylamino)ethoxybenzaldehyde

2-(2-(pyrrolidin-1-yl)ethoxy)benzaldehyde

Refernces

• 1、 Yang, De-Suo,Ke, Sen,Fan, Ming-Jin,Zhu, Hai-Tao,Wang, Xiao-Ling,Guan, Zheng-Hui. "A Facile and Efficient Synthesis of Six-Membered Enol Carbocyclic Compounds". supporting information. p. 2826 - 2830. Retrieved 2015/12/18.
• 2、 Mukhopadhyay, Chhanda,Tapaswi, Pradip Kumar,Drew, Michael G.B.. "Room temperature synthesis of tri-, tetrasubstituted imidazoles and bis-analogues by mercaptopropylsilica (MPS) in aqueous methanol: application to the synthesis of the drug trifenagrel". scheme or table. p. 3944 - 3950. Retrieved 2010/08/07.