3-Nitrobenzylidene di(acetate)

Base Information

• Chemical Name: 3-Nitrobenzylidene di(acetate)
• CAS No.: 29949-19-7
• Molecular Formula: C11H11NO6
• Molecular Weight: 253.211
• European Community (EC) Number: 249-969-3
• NSC Number: 143713
• UNII: 5G6BJ7N4YH
• DSSTox Substance ID: DTXSID00184051
• Nikkaji Number: J31.545A
• Wikidata: Q83054926
• Mol file: 29949-19-7.mol

Synonyms:3-Nitrobenzylidene di(acetate);29949-19-7;(3-nitrophenyl)methanediyl diacetate;[acetyloxy-(3-nitrophenyl)methyl] acetate;EINECS 249-969-3;NSC-143713;NSC143713;5G6BJ7N4YH;CBDivE_001760;SCHEMBL7273906;Diacetic acid 3-nitrobenzylidene;DTXSID00184051;(m-nitrophenyl)methanediol diacetate;STK396724;AKOS005433766;NSC 143713;Methanediol, (3-nitrophenyl)-, diacetate (ester);Methanediol, 1-(3-nitrophenyl)-, 1,1-diacetate

Chemical Property of 3-Nitrobenzylidene di(acetate)

Chemical Property:

• Vapor Pressure: 2.62E-05mmHg at 25°C
• Melting Point: 72°C
• Refractive Index: 1.537
• Boiling Point: 358 °C at 760 mmHg
• Flash Point: 155 °C
• PSA: 98.42000
• Density: 1.323 g/cm³
• LogP: 2.24280
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 253.05863707
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Nitrobenzylidene di(acetate)

There total 10 articles about 3-Nitrobenzylidene di(acetate) 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: 100.0%

acetic anhydride (108-24-7) + 3-nitro-benzaldehyde (99-61-6) → 1,1-diacetoxy-1-(3-nitrophenyl)methane (29949-19-7)

Guidance literature:

With poly(4-vinylpyridine)-supported sulfuric acid; In dichloromethane; at 20 ℃; for 0.0833333h; chemoselective reaction; Green chemistry;

DOI:10.1080/00397911.2011.635258

Reference yield: 95.0%

acetic anhydride (108-24-7) + 4-methyl-benzaldehyde (104-87-0) + 3-nitro-benzaldehyde (99-61-6) → p-tolylmethylenediacetate (2929-93-3) + 1,1-diacetoxy-1-(3-nitrophenyl)methane (29949-19-7)

Guidance literature:

With ZSM-5 supported sulfuric acid ZSM-5-SO₃H; at 20 ℃; for 0.05h; chemoselective reaction;

DOI:10.1007/s00706-011-0646-8

Reference yield:

acetic anhydride (108-24-7) + 3-nitro-benzaldehyde (99-61-6) + benzaldehyde (100-52-7) → 1,1-diacetoxy-1-(3-nitrophenyl)methane (29949-19-7) + benzylidene 1,1-diacetate (581-55-5)

Guidance literature:

With cross-linked polystyrene-supported aluminium triflate; In dichloromethane; at 20 ℃; for 1.15h; chemoselective reaction;

DOI:10.1080/00397910903537323

upstream raw materials:

acetic anhydride

3-nitro-benzaldehyde

benzylidene 1,1-diacetate

phosphoric acid

Downstream raw materials:

1-amino-3-methylbenzene

nifetepimine

3-nitro-benzaldehyde

α,α'-bis(3-nitrobenzylidene)cyclohexanone

Refernces

• 1、 Yin, Liang,Zhang, Zhan-Hui,Wang, Yong-Mei. "A stable intermediate: a new insight into the mechanism of Lewis acids-promoted formation of acylals from aldehydes". . p. 3119 - 3122. Retrieved 2007.
• 2、 Han, Bingbing,Hu, Junjun,Li, Xianwei,Zheng, Zubiao. "Application of poly(Vinylbenzyltrimethylammonium tribromide) resin as an efficient polymeric catalyst in the acetalization and diacetylation of benzaldehydes". supporting information. p. 287 - 293. Retrieved 2021/04/28.
• 3、 Sajjadifar, Sami,Nasri, Parastoo. "N-Propylsulfamic acid supported onto magnetic Fe3O4 nanoparticles (MNPs-PSA) as a green and reusable heterogeneous nanocatalyst for the chemoselective preparation and deprotection of acylals". . p. 6677 - 6689. Retrieved 2017/10/06.