Propyl 4-nitrobenzoate

Base Information

• Chemical Name: Propyl 4-nitrobenzoate
• CAS No.: 94-22-4
• Molecular Formula: C10H11 N O4
• Molecular Weight: 209.202
• Hs Code.: 2916399090
• NSC Number: 406847
• DSSTox Substance ID: DTXSID00240186
• Nikkaji Number: J935.146I
• Wikidata: Q83122914
• Mol file: 94-22-4.mol

Synonyms:Propyl 4-nitrobenzoate;94-22-4;Benzoic acid, 4-nitro-, propyl ester;n-Propyl p-nitrobenzoate;Propyl p-nitrobenzoate;p-Nitrobenzoic acid, n-propyl ester;SCHEMBL1246017;p-Nitrobenzoesaure-n-propylester;4-Nitrobenzoic acid propyl ester;DTXSID00240186;NSC406847;STK427724;AKOS003239618;Benzoic acid, p-nitro-, propyl ester;NSC 406847;NSC-406847;FT-0705512

Chemical Property of Propyl 4-nitrobenzoate

Chemical Property:

• Vapor Pressure: 0.000194mmHg at 25°C
• Boiling Point: 328.1°C at 760 mmHg
• Flash Point: 148.1°C
• PSA: 72.12000
• Density: 1.214g/cm³
• LogP: 2.68480
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

PROPYL 4-NITROBENZOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Propyl 4-nitrobenzoate

There total 19 articles about Propyl 4-nitrobenzoate 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: 93.0%

1-Chloropropane (540-54-5) + 4-nitro-benzoic acid (62-23-7) → propyl 4-nitrobenzoate (94-22-4)

Guidance literature:

With 1,1'-(hexane-1,6-diyl)bis(1,8-diazabicyclo[5.4.0]undec-7-enium) dichlorine; In ethanol; water; at 70 ℃; for 2h; Green chemistry;

DOI:10.1007/s10562-017-2184-4

Reference yield: 93.0%

propyl bromide (106-94-5) + 4-nitro-benzoic acid (62-23-7) → propyl 4-nitrobenzoate (94-22-4)

Guidance literature:

With 3,3'-(2,2'-(hexane-1,6-diylbis(azanediyl))bis(2-oxoethane-2,1-diyl))bis(1-propyl-1H-benzo[d]imidazol-3-ium) chloride; triethylamine; at 60 ℃; for 0.3h;

DOI:10.1016/j.apcata.2014.06.004

Reference yield: 91.0%

propan-1-ol (71-23-8) + 4-nitrobenzaldehdye (555-16-8) → propyl 4-nitrobenzoate (94-22-4)

Guidance literature:

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

DOI:10.1055/s-0029-1217121

upstream raw materials:

propan-1-ol

4-nitro-benzoyl chloride

4-nitro-benzoic acid

1-diazopropane

Downstream raw materials:

(4-nitro-benzoyl)-guanidine

risocaine

N-benzoyl-N'-(4-nitro-benzoyl)-guanidine

(4-amino-benzoyl)-guanidine

Refernces

• 1、 Tan, Hui,Wang, Shen-An,Yan, Zixi,Liu, Jianzhong,Wei, Jialiang,Song, Song,Jiao, Ning. "N-Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air". supporting information. p. 2140 - 2144. Retrieved 2020/12/01.
• 2、 Liu, Yang,Mao, Guijie,Zhao, Hongyan,Song, Jinyi,Han, Huatao,Li, Zhuofei,Chu, Wenyi,Sun, Zhizhong. "DBU-Based Dicationic Ionic Liquids Promoted Esterification Reaction of Carboxylic Acid with Primary Chloroalkane Under Mild Conditions". . p. 2764 - 2771. Retrieved 2017/09/14.