4195-17-9

Basic information

• Product Name: 4-NITROPHENYL TRIMETHYLACETATE
• Synonyms: 4-NITROPHENYL PIVALATE;4-NITROPHENYL TRIMETHYLACETATE;p-nitrophenyl pivalate;4-Nitrophenyl trimethylacetate, 98+%;Propanoic acid, 2,2-dimethyl-, 4-nitrophenyl ester;4-Nitrophenylacetic acid trimethyl ester;2,2-Dimethylpropionic acid p-nitrophenyl;2,2-Dimethylpropionic acid p-nitrophenyl ester
• CAS NO: 4195-17-9
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.23
• EINECS: 224-076-1
• Product Categories: Acetics acid and esters;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks
• Mol File: 4195-17-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 92-95 °C(lit.)
• Boiling Point: 364.51°C (rough estimate)
• Flash Point: 136.5 °C
• Appearance: light yellow crystalline powder
• Density: 1.2446 (rough estimate)
• Vapor Pressure: 0.000258mmHg at 25°C
• Refractive Index: 1.4960 (estimate)
• CAS DataBase Reference: 4-NITROPHENYL TRIMETHYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENYL TRIMETHYLACETATE(4195-17-9)
• EPA Substance Registry System: 4-NITROPHENYL TRIMETHYLACETATE(4195-17-9)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 24/25-36/37
• WGK Germany: 3
• Hazardous Substances Data: 4195-17-9(Hazardous Substances Data)

Usage

Description

4-Nitrophenyl trimethylacetate is a light yellow crystalline powder that undergoes hydrolysis catalyzed by cytoplasmic aldehyde dehydrogenase in the presence of various modifiers such as NAD+, NADH, propionaldehyde, chloral hydrate, diethylstilboestrol, and p-nitrobenzaldehyde.

Uses

Used in Enzyme Research:
4-Nitrophenyl trimethylacetate is used as a sensitive probe for studying the catalytic activity of carboxypeptidase Y, an enzyme involved in various biological processes.
Used in Pharmaceutical Industry:
4-Nitrophenyl trimethylacetate serves as a valuable compound in the development of drug delivery systems and enzyme inhibitors, contributing to advancements in pharmaceutical research and drug design.
Used in Chemical Synthesis:
As a light yellow crystalline powder, 4-Nitrophenyl trimethylacetate can be utilized as an intermediate in the synthesis of various chemical compounds, particularly in the fields of organic chemistry and medicinal chemistry.

InChI:InChI=1/C11H13NO4/c1-11(2,3)10(13)16-9-6-4-8(5-7-9)12(14)15/h4-7H,1-3H3

Upstream product

• 1014-66-0 trimethyl(4-nitrophenoxy)silane 
• 37170-49-3 trimethylsilyl 2,2-dimethylpropionate 
• 4920-92-7 pivalic acid phenyl ester 
• 69515-74-8 mitomycin-C 
• 159857-66-6 Carbonic acid 4-((S)-2-{(S)-2-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-phenyl-propionylamino}-6-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-hexanoylamino)-benzyl ester 4-nitro-phenyl ester 
• 75-98-9 Trimethylacetic acid 
• 100-02-7 4-nitro-phenol 
• 18997-19-8 Chloromethyl pivalate 
• 32707-03-2 thallium(I) 4-nitrophenoxide 
• 3282-30-2 pivaloyl chloride 
• 108-95-2 phenol 
• 1538-75-6 2,2-dimethylpropanoic anhydride 

Downstream Products

• 14609-74-6 p-nitrophenolate 
• 100-02-7 4-nitro-phenol 
• 75-98-9 Trimethylacetic acid 
• 14065-07-7 2-Hydroxy-5-nitro-diphenylsulfid 
• 173034-99-6 4-((trimethylacetyl)oxy)aniline 
• 354116-70-4 2-[5-(2,2-dimethyl-propionyloxy)-2-methoxycarbonylamino-phenyl]-2-phenylsulfanyl-propionic acid 
• 354116-69-1 5-(2,2-dimethyl-propionyloxy)-3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester 
• 354116-65-7 C-methoxy-N-(4'-trimethylacetyloxyphenyl)-O-(2-phenylsulfanylpropanoyl)hydroxamic acid 
• 354116-64-6 C-methoxy-N-(4-trimethylacetyloxyphenyl)hydroxamic acid 
• 34949-25-2 pivalate de methyle d3 
• 14909-78-5 tert-butyl hydroperoxide 
• 26209-45-0 N-benzyl-2,2-dimethylpropanamide 
• 120226-49-5 N-(4-methoxybenzyl)pivalamide 
• 120226-55-3 N-pivaloyl-p-chlorophenylmethylamine 

Relevant articles and documents

Efficient mitomycin C coupling with stable p-nitrophenyl-benzyl carbonates using N-hydroxybenzotriazole as a catalytic additive

Mitomycin C benzyl carbamates were prepared in high yield from stable p-nitrophenyl carbonates in the presence of catalytic amounts of 1-hydroxybenzotriazole/diisopropylethylamine in DMF.

Enantioselective, Lewis Base-Catalyzed, Intermolecular Sulfenoamination of Alkenes

A method for the catalytic, enantioselective, intermolecular, 1,2-sulfenoamination of alkenes is described. Functionalization is achieved through the intermediacy of an enantioenriched, configurationally stable thiiranium ion generated by Lewis base activation of a readily available sulfur electrophile. A diverse set of anilines and benzylamines react with different styrenes to afford products in good yield and stereoselectivity. Downstream manipulation of the products is facilitated by deprotonation of the amines to enable carbon-sulfur bond cleavage.

Erbium(III) chloride: A very active acylation catalyst

Erbium(iii) chloride is a powerful catalyst for the acylation of alcohols and phenols. The reaction works well for a large variety of simple and functionalized substrates by using different kinds of acidic anhydrides (Ac 2O, (EtCO)2O, (PriCO)2O, (Bu tCO)2O, and (CF3CO)2), without isomerization of chiral centres. Moreover, the catalyst can be easily recycled and reused without significant loss of activity. CSIRO 2007.