29949-19-7

Basic information

• Product Name: 3-nitrobenzylidene di(acetate)
• Synonyms: 3-nitrobenzylidene di(acetate);(3-Nitrophenyl)methanediol diacetate;1-(Bisacetoxymethyl)-3-nitrobenzene;3-Nitrobenzaldehyde diacetyl acetal;3-Nitrophenylmethanediol diacetate;Diacetic acid m-nitrobenzylidene ester
• CAS NO: 29949-19-7
• Molecular Formula: C₁₁H₁₁NO₆
• Molecular Weight: 253.20814
• EINECS: 249-969-3
• Mol File: 29949-19-7.mol
• Article Data: 97

Chemical Properties

• Melting Point: 72°C
• Boiling Point: 396.4°C (rough estimate)
• Flash Point: 155 °C
• Appearance: /
• Density: 1.3930
• Vapor Pressure: 2.62E-05mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• CAS DataBase Reference: 3-nitrobenzylidene di(acetate)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-nitrobenzylidene di(acetate)(29949-19-7)
• EPA Substance Registry System: 3-nitrobenzylidene di(acetate)(29949-19-7)

Safety Data

• Hazardous Substances Data: 29949-19-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 1765, 1983 DOI: 10.1021/jo00158a036Tetrahedron Letters, 36, p. 601, 1995 DOI: 10.1016/0040-4039(94)02292-J

InChI:InChI=1/C11H11NO6/c1-7(13)17-11(18-8(2)14)9-4-3-5-10(6-9)12(15)16/h3-6,11H,1-2H3

Upstream product

• 581-55-5 benzylidene 1,1-diacetate 
• 99-61-6 3-nitro-benzaldehyde 
• 108-24-7 acetic anhydride 
• 104-87-0 4-methyl-benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-52-7 benzaldehyde 
• 7697-37-2 nitric acid 
• 86119-84-8 phosphoric acid 

Downstream Products

• 108-44-1 1-amino-3-methylbenzene 
• 99-61-6 3-nitro-benzaldehyde 
• 1026157-82-3 1-(3-nitrophenyl)pentyl acetate 
• 42792-81-4 α,α'-bis(3-nitrobenzylidene)cyclohexanone 
• 113651-73-3 [3-(3-nitro-phenyl)-3-oxo-1-phenyl-propyl]-malonic acid diethyl ester 
• 113651-72-2 [1-(3-nitro-phenyl)-3-oxo-3-phenyl-propyl]-malonic acid diethyl ester 
• 111294-68-9 3-(4-methoxyphenyl)-3-(3-nitrophenyl)-1-phenylpropan-1-one 
• 110531-69-6 3-(3-nitro-phenyl)-1,3-diphenyl-propan-1-one 
• 107523-37-5 [1-(3-nitro-phenyl)-3-oxo-3-phenyl-propylsulfanyl]-acetic acid 
• 108714-19-8 (E)-1-(3′-aminophenyl)-3-phenylprop-2-en-1-one 
• 123371-44-8 nifetepimine 
• 71787-52-5 1-(3-nitrophenyl)-3-buten-1-ol 
• 23229-30-3 3-nitrophenyl-1,3-dithiolane 
• 614-48-2 (E)-3-nitrochalcone 

Relevant articles and documents

Solvent-free chemoselective synthesis of 1,1-diacetates catalyzed by Cu(NO3)2·3H2O

1,1-Diacetates have been synthesized by the reaction of a variety of aldehydes with acetic anhydride in the presence of cupric nitrate as catalyst under solvent-free conditions. Ketones were not converted to the corresponding diacetates under these conditions. Copyright Taylor & Francis Group, LLC.

Solid superacids as catalysts for the synthesis of acylals from aldehydes and acetic anhydride

Sulfated tin, aluminum, and titanium oxides are efficient catalysts for reactions of aldehydes with acetic anhydride leading to acylals.

Chemoselective synthesis of 1,1-diacetates under solvent-free condition using efficient heterogeneous ecofriendly catalyst: P2O5/kaolin

An efficient and chemoselective method for the preparation of acylals from different aldehydes and acetic anhydride using.....kaolin supported catalyst (P2O5). under solvent-free conditions is described herein. The present protocol offers several advantages including use of inexpensive and non-toxic catalyst support i.e., natural kaolin. Preparation of the supported catalyst is easy, the process is simple in operation, maintaining solvent free conditions, with short reaction times, high yields and affording selective protection of aldehyde in presence of ketone.

Microwave-assisted green synthesis of 1,1-diacetates (acylals) using selectfluor as an environmental-friendly catalyst under solvent-free conditions

An efficient and simple procedure has been developed for the acetylation of aldehyde by selectfluor [1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2,2,2]octane bis(tetrafluoroborate)] as a chemoselective and environmentally friendly catalyst under solvent-free conditions or microwave irradiation. The application of microwave irradiation improved the yields and reduced the reaction times. In this study, selective conversion of aldehydes was observed in the presence of ketones, and the deprotection of 1,1-diacetates has also been achieved using selectfluor in water as green solvent in reflux conditions. The methodology provides synergy of microwave irradiation which offers several advantages such the simple work-up procedure, short reaction time, excellent yields and environmentally benign procedure.