2-Methylpropionic acid, 4-nitrophenyl ester

Base Information

• Chemical Name: 2-Methylpropionic acid, 4-nitrophenyl ester
• CAS No.: 4195-16-8
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• DSSTox Substance ID: DTXSID10336367
• Nikkaji Number: J579.774H
• Wikidata: Q82103412
• ChEMBL ID: CHEMBL3272675
• Mol file: 4195-16-8.mol

Synonyms:2-Methylpropionic acid, 4-nitrophenyl ester;4195-16-8;p-nitrophenyl isobutyrate;SCHEMBL4683792;4-nitrophenyl 2-methylpropanate;CHEMBL3272675;DTXSID10336367;Isobutyric acid 4-nitrophenyl ester;4-NITROPHENYL 2-METHYLPROPANOATE

Chemical Property of 2-Methylpropionic acid, 4-nitrophenyl ester

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)OC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of 2-Methylpropionic acid, 4-nitrophenyl ester

There total 9 articles about 2-Methylpropionic acid, 4-nitrophenyl 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: 99.7%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + isobutyryl chloride (513-36-0) → 4-nitrophenyl isobutyrate (4195-16-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 1h;

Reference yield: 99.5%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2-Methylpropionic anhydride (97-72-3) → 4-nitrophenyl isobutyrate (4195-16-8)

Guidance literature:

dmap; at 20 ℃; for 19h;

DOI:10.1021/ja075824w

Reference yield: 86.0%

trimethylsilyl isobutyrate (16883-61-7) + trimethyl(4-nitrophenoxy)silane (1014-66-0) → 4-nitrophenyl isobutyrate (4195-16-8)

Guidance literature:

With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1246/cl.1992.1747

upstream raw materials:

4-nitro-phenol

isobutyryl chloride

trimethylsilyl isobutyrate

trimethyl(4-nitrophenoxy)silane

Downstream raw materials:

(1R)-1-phenylethyl 2-methylpropanoate

(S)-1-phenylethyl 2-methylpropanoate

1-(2-hydroxy-5-nitrophenyl)-2-methylpropan-1-one

N,N-diisopropylisobutyramide

Refernces

• 1、 Xu, Wei,Xia, Wu,Guan, Yukun,Wang, Yiming,Lu, Cuifen,Yang, Guichun,Nie, Junqi,Chen, Zuxing. "DMAP-based flexible polymer networks formed via Heck coupling as efficient heterogeneous organocatalysts". . p. 15 - 21. Retrieved 2016/06/14.
• 2、 Lu, Norman,Chang, Wei-Hsuan,Tu, Wen-Han,Li, Chieh-Keng. "A salt made of 4-N,N-dimethylaminopyridine (DMAP) and saccharin as an efficient recyclable acylation catalyst: A new bridge between heterogeneous and homogeneous catalysis". supporting information; experimental part. p. 7227 - 7229. Retrieved 2011/09/12.