Isopropyl salicylate

Base Information

• Chemical Name: Isopropyl salicylate
• CAS No.: 607-85-2
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 29182300
• European Community (EC) Number: 210-143-2
• UNII: B2265SZU9K
• DSSTox Substance ID: DTXSID1060556
• Nikkaji Number: J47.838E
• Wikipedia: Isopropyl_salicylate
• Wikidata: Q27117952
• Metabolomics Workbench ID: 55970
• Mol file: 607-85-2.mol

Synonyms:ISOPROPYL SALICYLATE;607-85-2;Isopropyl 2-Hydroxybenzoate;propan-2-yl 2-hydroxybenzoate;Salicylic acid, isopropyl ester;Salicylic Acid Isopropyl Ester;Isopropyl o-hydroxybenzoate;Iso-propyl salicylate;Benzoic acid, 2-hydroxy-, 1-methylethyl ester;1-methylethyl 2-hydroxybenzoate;AI3-00511;B2265SZU9K;EINECS 210-143-2;2-Hydroxybenzoic Acid Isopropyl Ester;MFCD00035703;607-06-7;OPROPYL SALICYLATE;UNII-B2265SZU9K;SCHEMBL39139;DTXSID1060556;CHEBI:38703;Isopropyl salicylate, AldrichCPR;2-hydroxy-benzoic acid isopropyl ester;AKOS008947777;BS-23587;CS-0154174;FT-0627496;S0014;D92211;A832885;Q27117952

Chemical Property of Isopropyl salicylate

Chemical Property:

• Appearance/Colour: clear colourless to very slightly yellow liquid
• Vapor Pressure: 0.0237mmHg at 25°C
• Refractive Index: 1.509-1.511
• Boiling Point: 241 °C at 760 mmHg
• PKA: 8.37±0.30(Predicted)
• Flash Point: 96.5 °C
• PSA: 46.53000
• Density: 1.132 g/cm³
• LogP: 1.95740
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

98% ^*data from raw suppliers

Isopropyl Salicylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 24/25-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C1=CC=CC=C1O
• Uses: Isopropyl Salicylate is bactericidal against gram positive and gram negative bacteria.

Technology Process of Isopropyl salicylate

There total 14 articles about Isopropyl 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: 98.0%

isopropyl alcohol (67-63-0,8013-70-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → isopropyl salicylate (607-85-2)

Guidance literature:

With nano-SiO₂-supported Preyssler heteropolyacid; In dichloroethane; at 80 ℃; for 0.05h; Microwave irradiation;

DOI:10.1016/S1872-2067(10)60219-7

Reference yield: 91.0%

isopropyl alcohol (67-63-0,8013-70-5) + 2-hydroxy-benzoic acid ethyl ester (118-61-6) → isopropyl salicylate (607-85-2)

Guidance literature:

With di(n-butyl)tin oxide; In methanol; for 5h; Heating;

DOI:10.1002/1521-3773(20011001)40:19<3672::AID-ANIE3672>3.0.CO;2-Y

Reference yield: 91.0%

isopropyl alcohol (67-63-0,8013-70-5) + methyl salicylate (119-36-8,8024-54-2) → isopropyl salicylate (607-85-2)

Guidance literature:

With potassium phosphate; N-benzyl-N,N,N-triethylammonium chloride; for 8h; Reflux;

upstream raw materials:

isopropyl alcohol

salicylic acid

salicyloyl chloride

1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione

Downstream raw materials:

2-(tetra-O-acetyl-β-D-glucopyranosyloxy)-benzoic acid isopropyl ester

Isopropyl-2-(4-methylbenzyloxy)benzoat

Isopropylbenzene

2-Hydroxy-3-isopropylbenzoic acid

Refernces

• 1、 Kahovec,Kohlrausch. "-". . p. 333,343. Retrieved 1943.
• 2、 -. "Isocarbophos semiantigen, and preparation method and application thereof". Paragraph 0075. . Retrieved 2017/03/18.
• 3、 Fabian, Lucas,Gomez, Matias,Kuran, Juan A. Caturelli,Moltrasio, Graciela,Moglioni, Albertina. "Efficient microwave-assisted esterification reaction employing methanesulfonic acid supported on alumina as catalyst". . p. 2386 - 2392. Retrieved 2014/07/22.