2-Hydroxyethyl salicylate

Base Information

• Chemical Name: 2-Hydroxyethyl salicylate
• CAS No.: 87-28-5
• Molecular Formula: C9 H10 O4
• Molecular Weight: 182.176
• Hs Code.: 2918 23 00
• European Community (EC) Number: 201-737-2
• NSC Number: 72097
• UNII: 3I1VBB7AXH
• DSSTox Substance ID: DTXSID4048987
• Nikkaji Number: J55.649A
• Wikidata: Q117422
• RXCUI: 26051
• Metabolomics Workbench ID: 67531
• ChEMBL ID: CHEMBL173562
• Mol file: 87-28-5.mol

Synonyms:ethyleneglycolmonosalicylic acid ester;glycol monosalicylate;glycol salicylate;hydroxyethyl salicylate;Menthoneurin

Chemical Property of 2-Hydroxyethyl salicylate

Chemical Property:

• Appearance/Colour: Colorless oily liquid or low melting solid
• Vapor Pressure: 0.000741mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 294.3 °C at 760 mmHg
• PKA: 8.00±0.30(Predicted)
• Flash Point: 128.3 °C
• PSA: 66.76000
• Density: 1.244g/cm³
• LogP: 0.54130
• Storage Temp.: Store below +30°C.
• Solubility.: 13.1g/l
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

GlycolSalicylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 44

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)OCCO)O
• Uses: Glycol Salicylate, is a derivative of salicylic acid that has been proved to be able to improve the aesthetic appearance of the skin. It is also a building block used in various chemical synthesis.

Technology Process of 2-Hydroxyethyl salicylate

There total 16 articles about 2-Hydroxyethyl salicylate 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: 84.0%

2-methyl-benzyl alcohol (89-95-2) + ethylene glycol (107-21-1) → 2-hydroxyethyl salicylate (87-28-5)

Guidance literature:

With aluminum oxide; methanesulfonic acid; at 80 ℃; for 3h;

DOI:10.1021/jo020724o

Reference yield: 83.5%

potassium salicylate (578-36-9) + 2-chloro-ethanol (107-07-3) → 2-hydroxyethyl salicylate (87-28-5)

Guidance literature:

triethylamine; at 130 - 135 ℃; for 3.5h;

Reference yield: 22.0%

ethylene glycol (107-21-1) + methyl salicylate (119-36-8,8024-54-2) → 2-hydroxyethyl salicylate (87-28-5) + ethane-1,2-diyl bis(2-hydroxybenzoate) (20210-97-3)

Guidance literature:

With sodium; at 100 - 160 ℃; for 0.25h; Microwave irradiation;

upstream raw materials:

2-chloroethyl salicylate

sodium salicylate

ethylene glycol

ethylene dibromide

Downstream raw materials:

ethane-1,2-diyl bis(2-hydroxybenzoate)

phosphoric acid diphenyl ester-(2-salicyloyloxy-ethyl ester)

2-[2,2-Bis-(4-chloro-phenoxy)-acetoxy]-benzoic acid 2-[2,2-bis-(4-chloro-phenoxy)-acetoxy]-ethyl ester

2-[2-(4-Chloro-phenoxy)-2-methyl-propionyloxy]-benzoic acid 2-[2-(4-chloro-phenoxy)-2-methyl-propionyloxy]-ethyl ester

Refernces

• 1、 Chen, Feng,Chen, Jiabao,Gao, Cheng,Li, Junyan,Liu, Siyan,Qian, Shan,Wang, Zhouyu,Yang, Lingling,Zhang, Yuanyuan. "Design and synthesis of tricyclic terpenoid derivatives as novel PTP1B inhibitors with improved pharmacological property and in vivo antihyperglycaemic efficacy". . p. 152 - 164. Retrieved 2019/11/25.
• 2、 Du, Qingshan,Zhu, Weiping,Zhao, Zhenjiang,Qian, Xuhong,Xu, Yufang. "Novel benzo-1,2,3-thiadiazole-7-carboxylate derivatives as plant activators and the development of their agricultural applications". scheme or table. p. 346 - 353. Retrieved 2012/04/10.