5457-30-7

Basic information

• Product Name: 2-(4-iodobutyl)isoindole-1,3-dione
• Synonyms: 2-(4-iodobutyl)isoindole-1,3-dione;2-(4-Iodobutyl) isoindoline-1,3-dione
• CAS NO: 5457-30-7
• Molecular Formula: C₁₂H₁₂INO₂
• Molecular Weight: 329.14
• Mol File: 5457-30-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 389.3°C at 760 mmHg
• Flash Point: 189.2°C
• Appearance: /
• Density: 1.714g/cm³
• Vapor Pressure: 2.88E-06mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: 2-(4-iodobutyl)isoindole-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-iodobutyl)isoindole-1,3-dione(5457-30-7)
• EPA Substance Registry System: 2-(4-iodobutyl)isoindole-1,3-dione(5457-30-7)

Safety Data

• Hazardous Substances Data: 5457-30-7(Hazardous Substances Data)

Usage

Chemical structure

2-(4-iodobutyl)isoindole-1,3-dione is an isoindole-1,3-dione derivative with a 4-iodobutyl substituent.

Usage

It is commonly used in research and pharmaceutical applications as a building block in the synthesis of complex organic molecules and pharmaceutical intermediates.

Biological activities

It has been studied for its potential antimicrobial, antitumor, and anti-inflammatory properties.

Importance of the 4-iodobutyl group

The 4-iodobutyl group on the isoindole-1,3-dione scaffold is crucial in modulating the compound's reactivity and binding affinity to biological targets.

Value in research

2-(4-iodobutyl)isoindole-1,3-dione is a valuable molecule with diverse potential applications in the field of chemistry and pharmaceutical research.

InChI:InChI=1/C12H12INO2/c13-7-3-4-8-14-11(15)9-5-1-2-6-10(9)12(14)16/h1-2,5-6H,3-4,7-8H2

Upstream product

• 628-21-7 1,4-Diiodobutane 
• 1074-82-4 potassium phtalimide 
• 42152-99-8 2-(4-chlorobutyl)isoindoline-1,3-dione 
• 5394-18-3 2-(4-bromobutyl)isoindoline-1,3-dione 
• 86088-65-5 N-(4-hydroxy-1-butyl)phthalimide tosylate 
• 136918-14-4 phthalimide 
• 15544-49-7 N-(N⁴-p-toluenesulfonyl)-4-aminobutylphthalimide 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 3184-61-0 4-phthalimidobutyronitrile 
• 35517-18-1 N-(4-amino-1-butyl)phthalimide hydrochloride 
• 86101-33-9 N-<(4-(N-nitroso-p-toluenesulfonamido)-1-butyl)>phthalimide 
• 24697-70-9 N-(4-hydroxybutyl)phthalimide 
• 85-44-9 phthalic anhydride 

Downstream Products

• 111656-41-8 DL-α-Methyllysin 
• 70-54-2 2,6-diaminocaproic acid 
• 875681-02-0 (S)-N¹-phthaloyl-N⁵-(o-nitrophenylsulfonyl)-N⁸-(tert-butyloxycarbonyl)-1,8-diamino-5-azanonane 
• 875680-91-4 (R)-N¹-phthaloyl-N⁵-(o-nitrophenylsulfonyl)-N⁸-(tert-butyloxycarbonyl)-1,8-diamino-5-azanonane 
• 1111643-48-1 2-(4-{[3-(ethyl(2-nitrobenzenesulfonyl)amino)propyl](2-nitrobenzenesulfonyl)amino}butyl)isoindole-1,3-dione 
• 1111643-95-8 2-(4-{[3-(ethyl(2-nitrobenzenesulfonyl)amino)-1,1-(2H)2-propyl](2-nitrobenzenesulfonyl)amino}butyl)isoindole-1,3-dione 
• 1111643-96-9 2-(4-{[3-(ethyl(2-nitrobenzenesulfonyl)amino)-1,1,2,2-⁽²⁾H₄-propyl](2-nitrobenzenesulfonyl)amino}butyl)isoindole-1,3-dione 
• 1111643-97-0 2-(4-{[3-(benzyl(2-nitrobenzenesulfonyl)amino)propyl](2-nitrobenzenesulfonyl)amino}butyl)isoindole-1,3-dione 
• 1111643-98-1 2-(4-{[3-(benzyl(2-nitrobenzenesulfonyl)amino)-1,1-⁽²⁾H₂-propyl](2-nitrobenzenesulfonyl)amino}butyl)isoindole-1,3-dione 
• 1111644-00-8 2-(4-{[3-(isopropyl(2-nitrobenzenesulfonyl)amino)propyl](2-nitrobenzenesulfonyl)amino}butyl)isoindole-1,3-dione 
• 1111644-01-9 2-(4-{[3-(cyclohexyl(2-nitrobenzenesulfonyl)amino)propyl](2-nitrobenzenesulfonyl)amino}butyl)isoindole-1,3-dione 
• 15102-28-0 5-(1,3-dioxoisoindolin-2-yl)pentanenitrile 
• 132751-72-5 2-{4-[5-Methoxy-2-(4-methoxy-phenyl)-3-methyl-indol-1-yl]-butyl}-isoindole-1,3-dione 
• 1165802-14-1 C₄₁H₃₆N₂O₄ 

Relevant articles and documents

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Copper-Catalyzed Regioselective Borocarbonylative Coupling of Unactivated Alkenes with Alkyl Halides: Synthesis of β-Boryl Ketones

The borocarbonylative coupling of unactivated alkenes with alkyl halides remains a challenge. In this communication, a Cu-catalyzed borocarbonylative coupling of unactivated alkenes with alkyl halides for the synthesis of β-boryl ketones has been developed. A broad range of β-boryl ketone derivatives was prepared in moderate to excellent yields with complete regioselectivity.

Alkyl Carbagermatranes Enable Practical Palladium-Catalyzed sp2-sp3 Cross-Coupling

Pd-catalyzed cross-coupling reactions have achieved tremendous accomplishments in the past decades. However, C(sp3)-hybridized nucleophiles generally remain as challenging coupling partners due to their sluggish transmetalation compared to the C(sp2)-hybridized counterparts. While a single-electron-transfer-based strategy using C(sp3)-hybridized nucleophiles had made significant progress recently, fewer breakthroughs have been made concerning the traditional two-electron mechanism involving C(sp3)-hybridized nucleophiles. In this report, we present a series of unique alkyl carbagermatranes that were proven to be highly reactive in cross-coupling reactions with our newly developed electron-deficient phosphine ligands. Generally, secondary alkyl carbagermatranes show slightly lower, yet comparable activity to its Sn analogue. Meanwhile, primary alkyl carbagermatranes exhibit high activity, and they were also proved stable enough to be compatible with various reactions. Chiral secondary benzyl carbagermatrane gave the coupling product under base/additive-free conditions with its configuration fully inversed, suggesting that transmetalation was carried out in an "SE2(open) Inv" pathway, which is consistent with Hiyama's previous observation. Notably, the cross-coupling of primary alkyl carbagermatranes could be performed under base/additive-free conditions with excellent functional group tolerance and therefore may have potentially important applications such as stapled peptide synthesis.