18437-63-3

Basic information

• Product Name: TERT-BUTYL 4-NITROPHENYLCARBAMATE
• Synonyms: TERT-BUTYL 4-NITROPHENYLCARBAMATE;tert-Butyl N-(4-nitrophenyl)carbamate;N-(tert-Butoxycarbonyl)-4-nitroaniline;4-Nitro-N-(tert-butoxycarbonyl)aniline;(4-Nitrophenyl)carbamic acid 1,1-dimethylethyl ester
• CAS NO: 18437-63-3
• Molecular Formula: C₁₁H₁₄N₂O₄
• Molecular Weight: 238.23986
• Mol File: 18437-63-3.mol
• Article Data: 56

Chemical Properties

• Boiling Point: 313.8 °C at 760 mmHg
• Flash Point: 143.6 °C
• Appearance: /
• Density: 1.251 g/cm³
• Vapor Pressure: 0.000485mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: TERT-BUTYL 4-NITROPHENYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 4-NITROPHENYLCARBAMATE(18437-63-3)
• EPA Substance Registry System: TERT-BUTYL 4-NITROPHENYLCARBAMATE(18437-63-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 18437-63-3(Hazardous Substances Data)

Usage

General Description

TERT-BUTYL 4-NITROPHENYLCARBAMATE, also known as N-tert-butyl-4-nitrophenylcarbamate, is a chemical compound with the formula C11H14N2O4. It is a white to light yellow crystalline solid that is commonly used as a reagent in organic synthesis. TERT-BUTYL 4-NITROPHENYLCARBAMATE is often utilized as a protecting group for amines in peptide synthesis and other organic reactions. It is known for its ability to selectively protect primary and secondary amines, while being readily removable under mild conditions. TERT-BUTYL 4-NITROPHENYLCARBAMATE is considered to be an important building block in the production of pharmaceuticals and other fine chemicals.

InChI:InChI=1/C11H14N2O4/c1-11(2,3)17-10(14)12-8-4-6-9(7-5-8)13(15)16/h4-7H,1-3H3,(H,12,14)

Upstream product

• 75-65-0 tert-butyl alcohol 
• 62-23-7 4-nitro-benzoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-01-6 4-nitro-aniline 
• 4248-19-5 tert-butyl carbazate 
• 100-00-5 4-chlorobenzonitrile 
• 586-78-7 para-nitrophenyl bromide 
• 122-04-3 4-nitro-benzoyl chloride 
• 18437-66-6 N-(t-butoxycarbonyl)-4-chloroaniline 
• 131818-17-2 tert-butyl (4-bromophenyl)carbamate 
• 35657-41-1 tert-butyl [(4-nitrobenzoyl)oxy]carbamate. 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 3422-01-3 tert-butyl phenylcarbamate 
• 636-98-6 p-nitrobenzene iodide 

Downstream Products

• 100-28-7 4-Nitrophenyl isocyanate 
• 75-65-0 tert-butyl alcohol 
• 100-01-6 4-nitro-aniline 
• 5198-52-7 3-(4-nitrophenyl)-2-oxazolidinone 
• 3393-96-2 p-nitrobenzanilide 
• 53821-12-8 benzyl 4-(nitro)phenylcarbamate 
• 71026-66-9 N-(tert-butoxycarbonyl)-1,4-phenylenediamine 
• 1357161-44-4 4-[(4'-aminophenyl)amino]-2H-benzo[h]chromen-2-one 
• 885057-40-9 tert-butyl ethyl(4-nitrophenyl)carbamate 
• 1082936-94-4 C₂₃H₂₀ClN₅O₃S 
• 1082936-75-1 C₂₁H₂₁ClN₄O₃S 
• 1082936-73-9 C₂₀H₂₁ClN₄O₃S 

Relevant articles and documents

Nanoceria as an efficient and green catalyst for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions

Nanocerium oxide mediated an efficient and green protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at ambient temperature. Various aliphatic, aromatic and heteroaromatic amines were protected using developed protocol and several functional groups such as alcohol, phenol and ester were well tolerated under these conditions. The rapid reaction rate, mild conditions, very good functional group tolerance, excellent yield, solvent-free, easy recovery products and excellent catalyst recyclability are the advantages of this protocol. This makes the protocol feasible, economical and environmentally benign.

Ultrasound promoted environmentally benign, highly efficient, and chemoselective N-tert-butyloxycarbonylation of amines by reusable sulfated polyborate

The sulfated polyborate catalyzed an efficient and chemoselective N-tert-butyloxycarbonylation of amines under ultrasonic irradiation is developed. A broad substrate scope has been demonstrated for N-Boc protection of various primary/secondary amines. It allows converting several aliphatic/aryl/heteroaryl amines, amino alcohol, aminoester, and chiral amines to their N-Boc-protected derivatives under solvent-free conditions with excellent yields. The protocol has several advantages such as easy catalyst, and product isolation, short reaction time, excellent yields, outstanding chemoselectivity, and catalyst recyclability, among others. This makes the process practicable, economical, and environmentally benign.

Mild deprotection of the: N-tert -butyloxycarbonyl (N -Boc) group using oxalyl chloride

We report a mild method for the selective deprotection of the N-Boc group from a structurally diverse set of compounds, encompassing aliphatic, aromatic, and heterocyclic substrates by using oxalyl chloride in methanol. The reactions take place under room temperature conditions for 1-4 h with yields up to 90percent. This mild procedure was applied to a hybrid, medicinally active compound FC1, which is a novel dual inhibitor of IDO1 and DNA Pol gamma. A broader mechanism involving the electrophilic character of oxalyl chloride is postulated for this deprotection strategy. This journal is