2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester

Base Information

• Chemical Name: 2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester
• CAS No.: 87116-21-0
• Molecular Formula: C₁₂H₁₅NO₅
• Molecular Weight: 253.255
• Mol file: 87116-21-0.mol

Synonyms:2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester

Chemical Property of 2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester

There total 3 articles about 2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester 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: 82.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + iodomethyl pivaloate (53064-79-2) → 2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester (87116-21-0)

Guidance literature:

4-nitro-phenol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

iodomethyl pivaloate; In tetrahydrofuran; N,N-dimethyl-formamide; at -60 - 25 ℃; for 2h; Further stages.;

DOI:10.1002/1521-3765(20011105)7:21<4604::AID-CHEM4604>3.0.CO;2-Z

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Chloromethyl pivalate (18997-19-8) → 4-nitrophenyl pivalate (4195-17-9) + 2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester (87116-21-0)

Guidance literature:

With potassium carbonate; In acetone; for 40h; Yield given. Yields of byproduct given; Heating;

DOI:10.1021/jo00169a035

Reference yield:

Chloromethyl pivalate (18997-19-8) → 2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester (87116-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaI

2.1: NaH / dimethylformamide; various solvent(s) / 0.17 h / 0 °C

2.2: 82 percent / dimethylformamide; various solvent(s); tetrahydrofuran / 2 h / -60 - 25 °C

With sodium hydride; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1002/1521-3765(20011105)7:21<4604::AID-CHEM4604>3.0.CO;2-Z

upstream raw materials:

4-nitro-phenol

Chloromethyl pivalate

iodomethyl pivaloate

Downstream raw materials:

formaldehyd

4-nitro-phenol

Trimethylacetic acid

Refernces

• 1、 Sloan, Kenneth B.,Koch, Suzanne A. M.. "Reaction of (Acyloxy)alkyl α-Halides with Phenols: Effect of Nucleofugicity and Nucleophilicity on Product Distribution". . p. 3777 - 3783. Retrieved 2007/10/02.