p-Nitrobenzoic acid, isobutyl ester

Base Information

• Chemical Name: p-Nitrobenzoic acid, isobutyl ester
• CAS No.: 99-78-5
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• NSC Number: 33845
• DSSTox Substance ID: DTXSID10283862
• Nikkaji Number: J47.228J
• Wikidata: Q63392595
• Mol file: 99-78-5.mol

Synonyms:Isobutyl p-nitrobenzoate;p-Nitrobenzoic acid, isobutyl ester;99-78-5;Benzoic acid, p-nitro-, isobutyl ester;Isobutyl 4-nitrobenzoate;Isobutyl 4-nitrobenzoate #;SCHEMBL10439554;DTXSID10283862;DCZWILGYHRWANR-UHFFFAOYSA-N;NSC33845;NSC-33845;AKOS002270826;4-Nitrobenzoic acid, 2-methylpropyl ester;PARA-NITROBENZOIC ACID ISOBUTYL ESTER;Benzoic acid, 4-nitro-, 2-methylpropyl ester;Q63392595

Chemical Property of p-Nitrobenzoic acid, isobutyl ester

Chemical Property:

• Vapor Pressure: 0.000125mmHg at 25°C
• Boiling Point: 334.8°C at 760 mmHg
• Flash Point: 144°C
• Density: 1.18g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of p-Nitrobenzoic acid, isobutyl ester

There total 8 articles about p-Nitrobenzoic acid, isobutyl 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: 90.0%

2-methyl-propan-1-ol (78-83-1) + 4-nitro-benzoic acid (62-23-7) → isobutyl p-nitrobenzoate (99-78-5)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; at 110 - 120 ℃; for 1h;

Reference yield: 89.5%

2-methyl-propan-1-ol (78-83-1) + 4-nitro-benzoyl chloride (122-04-3) → isobutyl p-nitrobenzoate (99-78-5)

Guidance literature:

With pyridine; at 70 ℃; for 3h;

DOI:10.1021/jo00321a022

Reference yield: 86.0%

2-methyl-propan-1-ol (78-83-1) + 4-nitrobenzaldehdye (555-16-8) → isobutyl p-nitrobenzoate (99-78-5)

Guidance literature:

With water; iodine; sodium nitrite; at 20 - 70 ℃; chemoselective reaction;

DOI:10.1055/s-0029-1217121

upstream raw materials:

2-methyl-propan-1-ol

4-nitro-benzoyl chloride

4-nitro-benzoic acid

1-diazo-2-methyl-propane

Downstream raw materials:

Isobutyl 4-aminobenzoate

4-isobutoxybenzoic acid

4-Isobutoxy-benzoic acid isobutyl ester

4-nitro-benzoic acid

Refernces

• 1、 Hu, Yongke,Li, Bindong. "Efficient and selective palladium-catalyzed direct oxidative esterification of benzylic alcohols under aerobic conditions". . p. 7301 - 7307. Retrieved 2017/11/29.
• 2、 Kiran,Ikeda, Reiko,Sakai, Norio,Konakahara, Takeo. "Single-step conversion of electron-deficient aldehydes into the corresponding esters in aqueous alcohols in the presence of iodine and sodium nitrite". experimental part. p. 276 - 282. Retrieved 2010/03/26.