143390-49-2

Basic information

• Product Name: (3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
• Synonyms: TERT-BUTYL 3-IODOPHENYLCARBAMATE;(3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;N-(3-Iodophenyl)-1,1-diMethylethyl Ester CarbaMic Acid;1-Iodo-3-[(tert-butyloxycarbonyl)aMino]benzene;N-Boc 3-iodoaniline;N-(tert-Butoxycarbonyl)-3-iodoaniline
• CAS NO: 143390-49-2
• Molecular Formula: C₁₁H₁₄INO₂
• Molecular Weight: 319.13883
• Product Categories: Aromatics;Intermediates
• Mol File: 143390-49-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 71-75°C
• Boiling Point: 434.1 °C at 760 mmHg
• Flash Point: 216.3 °C
• Appearance: /
• Density: 1.601 g/cm³
• Solubility: Dichloromethane, Ethyl Acetate
• PKA: 13.30±0.70(Predicted)
• CAS DataBase Reference: (3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(143390-49-2)
• EPA Substance Registry System: (3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(143390-49-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-43-50
• Safety Statements: 36/37-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 143390-49-2(Hazardous Substances Data)

Usage

Description

(3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER, also known as N-(3-Iodophenyl)-1,1-dimethylethyl Ester Carbamic Acid (CAS# 143390-49-2), is an organic compound with significant utility in the field of chemical synthesis. It is characterized by its yellow oil appearance and plays a crucial role in the creation of various chemical compounds.

Uses

Used in Organic Synthesis:
(3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER is used as a synthetic intermediate for the development of a wide range of chemical compounds. Its unique structure and reactivity make it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER is used as a key component in the synthesis of various drugs. Its ability to react with other molecules allows for the creation of new drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, (3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER is utilized as a starting material for the synthesis of pesticides, herbicides, and other crop protection agents. Its versatility in chemical reactions enables the development of novel compounds with improved efficacy and selectivity.
Used in Research and Development:
(3-IODO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER is also employed in research and development laboratories for the exploration of new chemical reactions and the synthesis of innovative molecules. Its unique properties make it an essential tool for scientists working on the cutting edge of chemical research.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 626-01-7 3-Iodoaniline 

Downstream Products

• 151721-60-7 [3-(3-Hydroxy-prop-1-ynyl)-phenyl]-carbamic acid tert-butyl ester 
• 557077-99-3 tri-(tert-butyl) N,N',N''-(benzene-1,3,5-triyl)tris[ethyne-1,2-diyl(1,3-phenylene)]tricarbamate 
• 945413-48-9 1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(3-(tert-butyloxycarbonyl)aminophenyl)hept-6-yne 
• 945413-19-4 1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(3-(tert-butyloxycarbonyl)aminophenyl)-heptane 
• 557078-00-9 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline 
• 557078-01-0 tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate 
• 185619-66-3 (3-ethynyl-phenyl)-carbamic acid tert-butyl ester 
• 126146-36-9 N-(1-hydroxy-5-oxocyclopent-1-enyl)-7-(3-aminophenyl)hepta-2,4,6-trienamide 
• 151721-61-8 [3-(3-Oxo-prop-1-ynyl)-phenyl]-carbamic acid tert-butyl ester 
• 151721-07-2 (E)-5-(3-tert-Butoxycarbonylamino-phenyl)-pent-2-en-4-ynoic acid methyl ester 
• 151720-90-0 (E)-5-(3-Benzenesulfonylamino-phenyl)-pent-2-en-4-ynoic acid 
• 151721-13-0 (E)-5-[3-(Toluene-4-sulfonylamino)-phenyl]-pent-2-en-4-ynoic acid 
• 151720-89-7 (E)-5-(3-Benzenesulfonylamino-phenyl)-pent-2-en-4-ynoic acid methyl ester 
• 151721-25-4 (E)-5-[3-(4-Fluoro-benzenesulfonylamino)-phenyl]-pent-2-en-4-ynoic acid 

Relevant articles and documents

Deeper insight into protease-sensitive "covalent-assembly" fluorescent probes for practical biosensing applications

We report a rational and systematic study devoted to the structural optimisation of a novel class of protease-sensitive fluorescent probes that we recently reported (S. Debieu and A. Romieu, Org. Biomol. Chem., 2017, 15, 2575-2584), based on the "covalent-assembly" strategy and using the targeted enzyme penicillin G acylase as a model protease to build a fluorescent pyronin dye by triggering a biocompatible domino cyclisation-aromatisation reaction. The aim is to identify ad hoc probe candidate(s) that might combine fast/reliable fluorogenic "turn-on" response, full stability in complex biological media and ability to release a second molecule of interest (drug or second fluorescent reporter), for applications in disease diagnosis and therapy. We base our strategy on screening a set of active methylene compounds (C-nucleophiles) to convert the parent probe to various pyronin caged precursors bearing Michael acceptor moieties of differing reactivities. In vitro stability and fluorescent enzymatic assays combined with HPLC-fluorescence analyses provide data useful for defining the most appropriate structural features for these fluorogenic scaffolds depending on the specifications inherent to biological application (from biosensing to theranostics) for which they will be used.

Efficient and expeditious chemoselective BOC protection of amines in catalyst and solvent-free media

A green and eco-friendly route for the almost quantitative BOC protection of a large variety of aliphatic and aromatic amines, amino acids, and amino alcohols is reported in catalyst and solvent-free media under mild reaction conditions. The products were confirmed by 1H, 13C NMR, IR spectroscopy, and in some cases, elemental analysis. This protocol does not require any water quenches, solvent separations, and purification steps, such as recrystallization and column chromatography.

A Stille approach to unsaturated amides derived from 2-amino-3-hydroxycyclopentenone: The synthesis of asuka-mABA and limocrocin

A Stille palladium-catalysed vinyl halide-vinyl stannane coupling approach to the title compounds is described.