4-Nitrobenzylidene di(acetate)

Base Information

• Chemical Name: 4-Nitrobenzylidene di(acetate)
• CAS No.: 2929-91-1
• Molecular Formula: C11H11 N O6
• Molecular Weight: 253.211
• Hs Code.: 2916399090
• European Community (EC) Number: 220-896-9
• NSC Number: 46887
• DSSTox Substance ID: DTXSID00183544
• Nikkaji Number: J31.547H
• Wikidata: Q83054358
• Mol file: 2929-91-1.mol

Synonyms:2929-91-1;4-Nitrobenzylidene di(acetate);(4-nitrophenyl)methylene diacetate;[acetyloxy-(4-nitrophenyl)methyl] acetate;(acetyloxy)(4-nitrophenyl)methyl acetate;p-Nitrobenzal diacetate;EINECS 220-896-9;Methanediol, 1-(4-nitrophenyl)-, 1,1-diacetate;Methanediol, (4-nitrophenyl)-, diacetate (ester);NSC46887;CBMicro_029310;4-nitrobenzylidene diacetate;Diacetic acid 4-nitrobenzylidene;DTXSID00183544;(4-nitrophenyl)methanediyl diacetate;NSC 46887;NSC-46887;STK726999;AKOS005524427;Methanediol, (4-nitrophenyl)-, diacetate;BIM-0029357.P001;CS-0328105;FT-0634564;4-NITROTOLUENE-ALPHA,ALPHA-DIOL DIACETATE;SR-01000196383;SR-01000196383-1

Chemical Property of 4-Nitrobenzylidene di(acetate)

Chemical Property:

• Vapor Pressure: 1.26E-05mmHg at 25°C
• Boiling Point: 368.6°Cat760mmHg
• Flash Point: 161.9°C
• PSA: 98.42000
• Density: 1.323g/cm³
• LogP: 2.24280
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 253.05863707
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

p-NitrobenzalDiacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Nitrobenzylidene di(acetate)

There total 24 articles about 4-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: 95.0%

acetic anhydride (108-24-7) + 4-methyl-benzaldehyde (104-87-0) + 4-nitrobenzaldehdye (555-16-8) → p-tolylmethylenediacetate (2929-93-3) + 4-nitrobenzylidene diacetate (2929-91-1)

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: 84.0%

4-nitrobenzaldehyde acetylhydrazone + acetic anhydride (108-24-7) → 4-nitrobenzylidene diacetate (2929-91-1)

Guidance literature:

With zinc(II) chloride; for 60h;

DOI:10.1002/jhet.5570440603

Reference yield: 75.0%

acetic anhydride (108-24-7) + 4-nitrobenzaldehdye (555-16-8) + 4-methoxy-benzaldehyde (123-11-5) → 4-methoxybenzaldehyde-1,1-diacetate (14202-31-4) + 4-nitrobenzylidene diacetate (2929-91-1)

Guidance literature:

With cobalt(II) bromide; at 20 ℃; for 0.5h; chemoselective reaction; Neat (no solvent);

DOI:10.1080/00397910902985499

upstream raw materials:

1-methyl-4-nitrobenzene

acetic anhydride

(4-nitro-phenyl)-(toluene-4-sulfonyl)-methanol

4-nitrobenzaldehdye

Downstream raw materials:

ethyl 6-methyl-4-(4-nitrophenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

4-nitrobenzaldehdye

(4-nitrophenyl)methylene 1,1'-bis(2-methylpropanoate)

(4-nitrophenyl)methylene 1,1'-dipentanoate

Refernces

• 1、 Kalla, Reddi Mohan Naidu,Reddy, Sirigireddy Sudharsan,Kim, Il. "Acylation of Phenols, Alcohols, Thiols, Amines and Aldehydes Using Sulfonic Acid Functionalized Hyper-Cross-Linked Poly(2-naphthol) as a Solid Acid Catalyst". . p. 2696 - 2705. Retrieved 2019/05/28.
• 2、 KarimKoshteh, Mostafa,Bagheri, Marziyeh,Zeynizadeh, Behzad. "SiO2@FeSO4 nano composite as nanocatalyst for the green synthesis 1,1-diacetates from aldehydes under solvent-free conditions". . p. 2780 - 2783. Retrieved 2016/07/12.