29704-38-9

Basic information

• Product Name: tert-butyl (4-nitrophenyl)acetate
• CAS NO: 29704-38-9
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.2518
• Mol File: 29704-38-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 337.5°C at 760 mmHg
• Flash Point: 137.6°C
• Density: 1.164g/cm³
• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: tert-butyl (4-nitrophenyl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (4-nitrophenyl)acetate(29704-38-9)
• EPA Substance Registry System: tert-butyl (4-nitrophenyl)acetate(29704-38-9)

Safety Data

• Hazardous Substances Data: 29704-38-9(Hazardous Substances Data)

Usage

General Description

Tert-butyl (4-nitrophenyl)acetate is a chemical compound with the molecular formula C14H17NO4. It is a nitrophenyl ester derivative of tert-butyl acetate, commonly used in organic synthesis as a protecting group for alcohols. It is a yellow crystalline solid that is insoluble in water but soluble in organic solvents such as ethanol and acetone. Tert-butyl (4-nitrophenyl)acetate is a stable compound under normal conditions but may decompose when exposed to high temperatures or strong acids. It is primarily used in the pharmaceutical industry for the synthesis of various medicinal compounds.

Upstream product

• 75-65-0 tert-butyl alcohol 
• 50434-36-1 4-nitrophenylacetyl chloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 104-03-0 4-nitrobenzeneacetic acid 
• 555-21-5 4-Nitrophenylacetonitrile 
• 540-88-5 acetic acid tert-butyl ester 
• 586-78-7 para-nitrophenyl bromide 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 100-00-5 4-chlorobenzonitrile 
• 115-11-7 isobutene 
• 63006-68-8 tert-butyl (phenylthio)acetate 
• 98-95-3 nitrobenzene 
• 107-59-5 tert-Butyl chloroacetate 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 174579-27-2 {4-[Bis-(2-hydroxy-ethyl)-amino]-phenyl}-acetic acid tert-butyl ester 
• 119054-10-3 {4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-acetic acid tert-butyl ester 
• 10477-72-2 4-bis(2-chloroethyl)aminophenylacetic acid 
• 138646-99-8 tert-butyl 2-bromo-2-(4-nitrophenyl)acetate 
• 1337555-71-1 9-(4((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-tert-butoxy-4-oxobutanamido)phenyl)-1-(4-((E)-(4-(dimethylamino)phenyl)diazenyl)phenyl)-1,7,10-trioxo-8-oxa-2,6,11-triazatridecan-13-oic acid 
• 1316832-42-4 (E)-9-(4-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-tert-butoxy-4-oxobutanamido)phenyl)-1-(4-((4-(dimethylamino)phenyl)diazenyl)phenyl)-1,7,10-trioxo-8-oxa-2,6,11-triazatridecan-13-oic acid 
• 1316833-14-3 tert-butyl (4S)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-((4-(1-(4-((E)-(4-(dimethylamino)phenyl)diazenyl)phenyl)-1,7,10,13-tetraoxo-8,14-dioxa-2,6,11-triazaheptadec-16-en-9-yl)phenyl)amino)-5-oxopentanoate 
• 1316832-39-9 (E)-allyl 9-(4-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-tert-butoxy-4-oxobutanamido)phenyl)-1-(4-((4-(dimethylamino)phenyl)diazenyl)phenyl)-1,7,10-trioxo-8-oxa-2,6,11-triazatridecan-13-oate 
• 1316833-11-0 tert-butyl (4S)-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-((4-(2-((2-(allyloxy)-2-oxoethyl)amino)-1-(((4-nitrophenoxy)carbonyl)oxy)-2-oxoethyl)phenyl)amino)-5-oxopentanoate 
• 1316832-35-5 tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate 

Relevant articles and documents

Macrocyclic BACE1 inhibitors with hydrophobic cross-linked structures: Optimization of ring size and ring structure

Based on the X-ray crystallography of recombinant BACE1 and a hydroxyethylamine-type peptidic inhibitor, we introduced a cross-linked structure between the P1 and P3 side chains of the inhibitor to enhance its inhibitory activity. The P1 and P3 fragments bearing terminal alkenes were synthesized, and a ring-closing metathesis of these alkenes was used to construct the cross-linked structure. Evaluation of ring size using P1 and P3 fragments with various side chain lengths revealed that 13-membered rings were optimal, although their activity was reduced compared to that of the parent compound. Furthermore, the optimal ring structure was found to be a macrocycle with a dimethyl branched substituent at the P3 β-position, which was approximately 100-fold more active than the non-substituted macrocycle. In addition, the introduction of a 4-carboxymethylphenyl group at the P1′ position further improved the activity.

Dynamic kinetic resolution of bis-aryl succinic anhydrides: Enantioselective synthesis of densely functionalised γ-butyrolactones

The efficient Dynamic Kinetic Resolution (DKR) of disubstituted anhydrides has been shown to be possible for the first time. Using an ad hoc designed organocatalyst and an enantio- and diastereoselective cycloaddition process with aldehydes, stereochemically complex γ-butyrolactone derivatives can be obtained-with control over three contiguous stereocentres, one of which is all carbon quaternary.

Direct conversion of N -alkoxyamides to carboxylic esters through tandem nbs-mediated oxidative homocoupling and thermal denitrogenation

Treatment of N-alkoxyamides with NBS in toluene was found to conveniently afford the corresponding carboxylic esters, including those bearing a bulky or long-chain substituent, in satisfactory to excellent yields. This approach not only represents a convenient and economic approach to a direct transformation of an alkoxyamide moiety into the carboxylic ester functional group, via oxidative homocoupling and the subsequent thermal denitrogenation, but also facilitates the synthesis of sterically hindered carboxylic esters.