Isobutyl salicylate

Base Information

• Chemical Name: Isobutyl salicylate
• CAS No.: 87-19-4
• Molecular Formula: C11H14 O3
• Molecular Weight: 194.23
• Hs Code.: 2918230000
• European Community (EC) Number: 201-729-9
• NSC Number: 62140
• UNII: S122C080GX
• DSSTox Substance ID: DTXSID3047186
• Nikkaji Number: J36.460F
• Wikidata: Q2214311
• Metabolomics Workbench ID: 47350
• ChEMBL ID: CHEMBL2260712
• Mol file: 87-19-4.mol

Synonyms:isobutyl salicylate

Chemical Property of Isobutyl salicylate

Chemical Property:

• Vapor Pressure: 5Pa at 20℃
• Melting Point: 21.4oC
• Refractive Index: n20/D 1.509(lit.)
• Boiling Point: 267 ºC
• PKA: 8.11±0.30(Predicted)
• Flash Point: 110 ºC
• PSA: 46.53000
• Density: 1.064
• LogP: 2.20500
• Water Solubility.: 19.5mg/L at 20℃
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

Isobutyl Salicylate >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)COC(=O)C1=CC=CC=C1O
• Description: Isobutyl salicylate has an orchid, wintergreen-like odor similar to amyl salicylate and a bitter taste. May be synthesized by esterification of isobutyl alcohol and salicylic acid.
• Uses: isobutyl salicylate is used as a reactant in the new boron(III)-catalyzed esterifications and amidations of carboxylic acids and Ritter addition reaction. Perfumery, flavoring.

Technology Process of Isobutyl salicylate

There total 3 articles about Isobutyl 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: 85.0%

2-methyl-propan-1-ol (78-83-1) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → isobutyl salicylate (87-19-4)

Guidance literature:

With 4-(dihydroxyboranyl)-1-methylpyridin-1-ium iodide; for 17h; Heating;

DOI:10.1021/ol052061d DOI:10.1016/j.tet.2007.03.157

Reference yield:

2-methyl-propan-1-ol (78-83-1) + dibenzoyl peroxide (94-36-0) → isobutyl salicylate (87-19-4) + 4-isobutoxybenzoic acid (30762-00-6) + methylammonium carbonate (15719-64-9,15719-76-3,97762-63-5) + biphenyl-4-carboxylic acid (92-92-2)

Guidance literature:

Reference yield:

→ isobutyl salicylate (87-19-4)

Guidance literature:

Saeure, Alkohol (Ionenaustauscher);

upstream raw materials:

2-methyl-propan-1-ol

salicylic acid

dibenzoyl peroxide

Downstream raw materials:

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

tert-butylbenzene

5-tert-butylsalicylic acid

salicylic acid

Refernces

• 1、 Zhou, Qian,Wang, Ailian,Li, Huayi,Luo, Zhi,Zheng, Tao,Zhang, Liaoyun,Hu, Youliang. "Microstructure of polypropylene and active center in Ziegler-Natta catalyst: Effect of novel salicylate internal donor". . p. 75023 - 75031. Retrieved 2016/08/24.
• 2、 Maki, Toshikatsu,Ishihara, Kazuaki,Yamamoto, Hisashi. "N-alkyl-4-boronopyridinium halides versus boric acid as catalysts for the esterification of α-hydroxycarboxylic acids". . p. 5047 - 5050. Retrieved 2007/10/03.