14227-18-0

Basic information

• Product Name: 1,3,5-TRIMETHOXY-2-NITROBENZENE
• Synonyms: 1-NITRO-2,4,6-TRIMETHOXYBENZENE;2,4,6-TRIMETHOXYNITROBENZENE;1,3,5-TRIMETHOXY-2-NITROBENZENE;Benzene, 1,3,5-trimethoxy-2-nitro-;2,4,6-Trimethoxybitrobenzene;2-Nitro-1,3,5-trimethoxybenzene~2,4,6-Trimethoxynitrobenzene;2-Nitro-1,3,5-trimethoxybenzene;2,4,6-Trimethoxynitrobenzene, 98+%
• CAS NO: 14227-18-0
• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.19
• EINECS: -0
• Product Categories: Aromatic Ethers
• Mol File: 14227-18-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 149-151 °C
• Boiling Point: 353.17°C (rough estimate)
• Flash Point: 169.9 °C
• Appearance: yellow crystalline powder
• Density: 1.3707 (rough estimate)
• Vapor Pressure: 5.67E-05mmHg at 25°C
• Refractive Index: 1.5270 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Soluble in water.
• BRN: 2277262
• CAS DataBase Reference: 1,3,5-TRIMETHOXY-2-NITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-TRIMETHOXY-2-NITROBENZENE(14227-18-0)
• EPA Substance Registry System: 1,3,5-TRIMETHOXY-2-NITROBENZENE(14227-18-0)

Safety Data

• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 14227-18-0(Hazardous Substances Data)

Usage

Description

1,3,5-Trimethoxy-2-nitrobenzene is an organic compound characterized by its chemical structure, which includes three methoxy groups (-OCH3) attached to the 1st, 3rd, and 5th carbon positions of a benzene ring, and a nitro group (-NO2) attached to the 2nd carbon position. It is a yellow crystalline powder with potential applications in various industries due to its chemical properties.

Uses

Used in Chemical Industry:
1,3,5-Trimethoxy-2-nitrobenzene is used as a chemical intermediate for the synthesis of various compounds. Its unique structure allows it to be a versatile building block in the creation of a wide range of chemical products.
Used in Pharmaceutical Industry:
1,3,5-Trimethoxy-2-nitrobenzene is used as a pharmaceutical intermediate, playing a crucial role in the development of new drugs. Its chemical properties make it a valuable component in the synthesis of various pharmaceutical compounds.
Used in Chemical Research:
As a chemical research compound, 1,3,5-Trimethoxy-2-nitrobenzene is utilized in the study of chemical reactions, mechanisms, and the development of new synthetic methods. Its unique structure provides opportunities for exploring novel chemical pathways and understanding the reactivity of similar compounds.
Used in Pharmaceutical Reagents:
1,3,5-Trimethoxy-2-nitrobenzene is employed as a reagent in the pharmaceutical industry, where it is used to facilitate specific chemical reactions or to analyze the properties of other compounds. Its presence can help researchers understand the behavior of various pharmaceutical substances and optimize their synthesis processes.

InChI:InChI=1/C9H11NO5/c1-13-7-5-9(15-3)8(14-2)4-6(7)10(11)12/h4-5H,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 16600-92-3 1,3,5-Trihydroxy-2-nitrobenzene 
• 18708-70-8 2,4,6-trichloronitrobenzene 
• 124-41-4 sodium methylate 
• 77-78-1 dimethyl sulfate 
• 621-23-8 1,2,3-trimethoxybenzene 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 

Downstream Products

• 18523-15-4 1,3,5-trimethoxy-2,4-dinitro-benzene 
• 14227-17-9 2,4,6-trimethoxyaniline 
• 16600-87-6 3,5-Dimethoxy-2-nitro-phenol 
• 115591-40-7 N-formyl-2,4,6-trimethoxyaniline 
• 115603-32-2 2,4,6-trimethoxyphenyl isocyanide 
• 957476-07-2 N¹,N²-bis(2,4,6-trimethoxyphenyl)oxalamide 

Relevant articles and documents

NITRATION

The present invention relates to a process for preparing a nitrated compound, comprising the step of reacting a compound (A) comprising at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein said heteroaromatic ring comprises at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I) wherein Y is selected from the group consisting of hydrogen and nitro.

Electrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples

A new one-pot nitration employing tetramethylammonium nitrate and trifluoromethanesulfonic anhydride in dichloromethane to provide a ready source of the nitronium triflate nitrating agent is presented. Rapid and selective nitration with a variety of aromatic and heteroaromatic substrates is achieved resulting in the synthesis of several novel organic compounds. A distinct advantage is the removal of undesired byproducts by aqueous workup. This very mild nitration permits large-scale syntheses and gives high isolated product yields that often require no further purification. This tetramethylammonium nitrate-based nitration also has been applied to microwave-assisted conditions, and the results with several compounds are outlined.

Nitration, Amination, and Halogenation of Di-O-methylphloracetophenone

Chlorination of the title compound gave 5'- and 3'-chloro-2'-hydroxy-4',6'-dimethoxyacetophenone.The nitration of its acetate, followed successively by reduction, diazotization, and reaction with cuprous chloride, gave the 3'-substituted series, 2'-acetoxy-4',6'-dimethoxy-3'-nitroacetophenone, 3'-amino-2'-hydroxy-4',6'-dimethoxyacetophenone, and 3'-chloro-2'-hydroxy-4',6'-methoxyacetophenone, respectively.The orientation of substituents in the products was proved.The amino and chloro members of the isomeric 5'-substituted series were available via 2'-hydroxy-4',6'-dimethoxy-5'-phenylazoacetophenone, the product of the reaction of the title compound with benzenediazonium chloride. - Keywords: Acetophenone; Aromatic substitution; Nuclear regioselectivity