Ethyl 2-isopropylbenzoate

Base Information

• Chemical Name: Ethyl 2-isopropylbenzoate
• CAS No.: 105337-82-4
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• DSSTox Substance ID: DTXSID201303661
• Nikkaji Number: J2.523.744G
• Mol file: 105337-82-4.mol

Synonyms:ETHYL 2-ISOPROPYLBENZOATE;105337-82-4;2-Isopropylbenzoic acid ethyl ester;ethyl 2-(propan-2-yl)benzoate;ethyl 2-propan-2-ylbenzoate;SCHEMBL739464;Ethyl 2-(1-methylethyl)benzoate;DTXSID201303661;MFCD10566222;AKOS006303122;2-Isopropylbenzoic acid ethyl ester, 97%

Chemical Property of Ethyl 2-isopropylbenzoate

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1C(C)C

Technology Process of Ethyl 2-isopropylbenzoate

There total 7 articles about Ethyl 2-isopropylbenzoate 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: 55.0%

ethyl 2-iodobenzoate (1829-28-3) + iso-propylzinc chloride (38111-45-4) → ethyl 2-isopropylbenzoate (105337-82-4) + 2-propyl-benzoic acid ethyl ester

Guidance literature:

With C₁₅H₂₄ClN₃PdS₂⁽¹⁺⁾*Cl^(1-); In tetrahydrofuran; at 25 ℃; Inert atmosphere;

DOI:10.1002/chem.200801860

Reference yield:

ethyl 2-iodobenzoate (1829-28-3) + isopropylmagnesium bromide (920-39-8) → ethyl 2-isopropylbenzoate (105337-82-4) + 2-propyl-benzoic acid ethyl ester

Guidance literature:

isopropylmagnesium bromide; With zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 1h;

ethyl 2-iodobenzoate; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; at 20 ℃; for 2h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ol701995t

Reference yield:

ethyl 2-iodobenzoate (1829-28-3) + diisopropyl zinc (625-81-0) → ethyl 2-isopropylbenzoate (105337-82-4) + 2-propyl-benzoic acid ethyl ester + isopropylzinc iodide (38614-18-5)

Guidance literature:

With C₁₅H₂₄ClN₃PdS₂⁽¹⁺⁾*Cl^(1-); In tetrahydrofuran; at 25 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.200801860

upstream raw materials:

ethanol

2-isopropylbenzoic acid

ethyl 2-iodobenzoate

isopropylmagnesium bromide

Downstream raw materials:

(2-isopropylphenyl)acetonitrile

diethyl 2-(2-isopropylphenyl)malonate

2-Isopropyl-phenyl-essigsaeure-ethylester

1-(chloromethyl)-2-isopropylbenzene

Refernces

• 1、 W?glarz, Izabela,Michalak, Karol,Mlynarski, Jacek. "Zinc-Catalyzed Asymmetric Hydrosilylation of Cyclic Imines: Synthesis of Chiral 2-Aryl-Substituted Pyrrolidines as Pharmaceutical Building Blocks". supporting information. p. 1317 - 1321. Retrieved 2020/12/09.
• 2、 Liu, Qiang,Duan, Hui,Luo, Xiancai,Tang, Yang,Li, Gang,Huang, Rong,Lei, Aiwen. "An electron-deficient diene as ligand for palladium-catalyzed cross-coupling reactions: An efficient alkylation of aryl iodides by primary and secondary alkylzinc reagents". supporting information; experimental part. p. 1349 - 1354. Retrieved 2009/05/30.