5327-44-6

Basic information

• Product Name: 3,5-DINITROANISOLE
• Synonyms: 3,5-DINITROANISOLE;1-methoxy-3,5-dinitro-benzen;3,5-dinitro-anisol;3,5-Dinitrophenylmethylether;1,3-Dinitro-5-methoxybenzene;1-Methoxy-3,5-dinitrobenzene;NSC 3331;Anisole, 3,5-dinitro-
• CAS NO: 5327-44-6
• Molecular Formula: C₇H₆N₂O₅
• Molecular Weight: 198.13294
• Product Categories: Aromatic Ethers
• Mol File: 5327-44-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 105.3°C
• Boiling Point: 335.43°C (rough estimate)
• Flash Point: 175 °C
• Appearance: colorless needle crystal
• Density: 1.5580
• Vapor Pressure: 0.000148mmHg at 25°C
• Refractive Index: 1.5460 (estimate)
• CAS DataBase Reference: 3,5-DINITROANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DINITROANISOLE(5327-44-6)
• EPA Substance Registry System: 3,5-DINITROANISOLE(5327-44-6)

Safety Data

• Hazardous Substances Data: 5327-44-6(Hazardous Substances Data)

Usage

Purification Methods

Crystallise the anisole from aqueous EtOH. The naphthalene complex has m 50o (from EtOH). [Beilstein 6 H 254, 6 III 858, 6 IV 1372.]

InChI:InChI=1/C7H6N2O5/c1-14-7-3-5(8(10)11)2-6(4-7)9(12)13/h2-4H,1H3

Upstream product

• 124-41-4 sodium methylate 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 67-56-1 methanol 
• 99-35-4 1,3,5-trinitrobenzene 
• 95192-59-9 4-methoxy-2,6-dinitrobenzoic acid 
• 5350-56-1 4-amino-1-methoxy-3,5-dinitrobenzene 
• 100383-16-2 4-methoxy-2,6-dinitro-m-phenylenediamine 
• 369-18-6 1-fluoro-2,4-dinitrobenzene 

Downstream Products

• 586-11-8 3,5-dinitrophenol 
• 100-96-9 1-methoxy-3,5-diamino-benzene 
• 586-10-7 3-methoxy-5-nitroaniline 
• 859945-37-2 2,3,5,6-tetranitro-anisole 
• 344324-66-9 1,3-diiodo-5-methoxybenzene 
• 116496-83-4 acetic acid-(3-methoxy-5-nitro-anilide) 
• 7539-25-5 1-methoxy-2,3,5-trinitrobenzene 
• 92241-35-5 2-Benzenesulfonylmethyl-1-methoxy-3,5-dinitro-benzene 
• 871895-50-0 3,4,5-trinitro-anisole 
• 1186605-01-5 1-methoxy-3-methylsulfanyl-5-nitrobenzene 
• 37472-98-3 3c,5c-bis-acetylamino-cyclohexan-r-ol 
• 37472-97-2 3,5-Diacetylaminophenol 
• 106652-41-9 2-methoxy-N-methyl-4,6,N-trinitro-aniline 
• 98018-25-8 (2-methoxy-4,6-dinitro-phenyl)-phenyl-amine 

Relevant articles and documents

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Urea-linked, iodinated bis phenyl compounds for X-ray contrast media

The invention provides iodinated bis phenyl compounds, useful as X-ray contrast agents, of formula I STR1 (wherein each C6 R5 moeity may be the same or different; each R denotes a hydrogen or iodine atom or a group M, two or three non-adjacent R groups on each C6 R5 moiety denoting iodine atoms and one, two or three R groups on each C6 R5 moiety denoting M groups; X denotes a group providing a 1, 2 or 3 atom chain linking the two C6 R5 groups, preferably where X is or contains in the bridging chain a carbonyloxy group each C6 R5 group being a triodophenyl group or a group in which each R is other than hydrogen; and each M is independently a non-ionic hydrophilic moiety, M preferably being a non-ionic hydrophilic moiety comprising a monohydroxy- or polyhydroxy-alkyl group) and isomers, especially stereoisomers and rotamers, thereof.

Substituent Effects on the Decarboxylation of Dinitrobenzoate Ions, Representative Aromatic SE1 Reactions

Kinetics of decarboxylation, in water solution, of several 4-substituted 2,6-dinitrobenzoic and 2-substituted 4,6-dinitrobenzoic acids were determined, at several temperatures.The reactions are first order at the low concentrations employed, at which the acids are fully dissociated.Decarboxylation is accelerated by electron-attracting substituents; the Hammett ρ for the effects of 4-substituents is about +2.6.All the decarboxylations involve large positive enthalpies and entropies of activation.The solvent kinetic isotope effect (D2O/H2O) is not significantly different from unity.The data support a mechanism where in the substituted benzoate ion loses CO2 in the rate-determining step, forming a substituted aryl anion, which is then rapidly hydronated by the solvent.In the case of 2-methoxy-4,6-dinitrobenzoate ion, reaction occured with strikingly different activation parameters.