77047-87-1

Basic information

• Product Name: 2-PROPYLZINC BROMIDE SOLUTION 0.5M IN T&
• Synonyms: 2-PROPYLZINC BROMIDE SOLUTION 0.5M IN T&;2-propylzinc bromide solution;isopropylzinc bromide;2-Propylzinc bromide solution 0.5 in THF;Isopropylzinc broMide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles;2-Propylzinc broMide solution 0.5 M in THF;2-Propylzinc broMide, 0.5 M solution in THF, SpcSeal;Zinc,bromo(1-methylethyl)- (9CI)
• CAS NO: 77047-87-1
• Molecular Formula: C₃H₇BrZn
• Molecular Weight: 188.38168
• Mol File: 77047-87-1.mol

Chemical Properties

• Flash Point: -20 °C
• Appearance: /
• Density: 0.963 g/mL at 25 °C
• Storage Temp.: 2-8°C
• Water Solubility: Reacts with water.
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-PROPYLZINC BROMIDE SOLUTION 0.5M IN T&(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PROPYLZINC BROMIDE SOLUTION 0.5M IN T&(77047-87-1)
• EPA Substance Registry System: 2-PROPYLZINC BROMIDE SOLUTION 0.5M IN T&(77047-87-1)

Safety Data

• Hazard Codes: F+,Xi,Xn,F
• Statements: 11-19-36/37/38-40-14/15
• Safety Statements: 7-26-43-36/37-16
• RIDADR: UN 3399 4.3/PG 2
• WGK Germany: 3
• HazardClass: 4.3
• Hazardous Substances Data: 77047-87-1(Hazardous Substances Data)

Usage

Uses

Used in Cross-Coupling Reactions:
2-PROPYLZINC BROMIDE SOLUTION 0.5M IN T& is used as a reagent for cross-coupling reactions in organic chemistry. It facilitates the formation of carbon-carbon bonds, which are essential in the synthesis of complex organic molecules and pharmaceutical compounds.
Used in Nickel-Catalyzed Dehalogenation:
In the Chemical Industry, 2-PROPYLZINC BROMIDE SOLUTION 0.5M IN T& is used as a reagent in a protocol for the nickel-catalyzed dehalogenation of organic halides. This process is crucial for the synthesis of various organic compounds and the production of fine chemicals.

InChI:InChI=1/C3H7.BrH.Zn/c1-3-2;;/h3H,1-2H3;1H;/q;;+1/p-1/rC3H7BrZn/c1-3(2)5-4/h3H,1-2H3

Upstream product

• 75-26-3 isopropyl bromide 
• 7440-66-6 zinc 

Downstream Products

• 65860-53-9 2-isopropyl-3-butenoic acid 
• 1606-47-9 isopropyl vinyl ketone 
• 38071-66-8 methyl 5-isopropylfuran-2-carboxylate 
• 104-45-0 4-n-propylanisole 
• 4132-48-3 1-methoxy-4-(1-methylethyl)benzene 
• 6380-20-7 3-isopropylanisole 
• 62103-69-9 3-propylanisole 
• 34246-57-6 3-isopropylbenzaldehyde 
• 103528-31-0 m-propylbenzaldehyde 
• 40751-59-5 3-isopropyl benzonitrile 
• 151963-09-6 3-propylbenzonitrile 
• 2944-47-0 o-isopropylanisole 
• 13629-73-7 o-propylanisole 
• 13816-33-6 p-Cyanocumen 

Relevant articles and documents

Efficient analoging around ethionamide to explore thioamides bioactivation pathways triggered by boosters in Mycobacterium tuberculosis

Ethionamide is a key antibiotic prodrug of the second-line chemotherapy regimen to treat tuberculosis. It targets the biosynthesis of mycolic acids thanks to a mycobacterial bioactivation carried out by the Baeyer-Villiger monooxygenase EthA, under the control of a transcriptional repressor called EthR. Recently, the drug-like molecule SMARt-420, which triggers a new transcriptional regulator called EthR2, allowed the derepression a cryptic alternative bioactivation pathway of ethionamide. In order to study the bioactivation of a collection of thioisonicotinamides through the two bioactivation pathways, we developed a new two-step chemical pathway that led to the efficient synthesis of eighteen ethionamide analogues. Measurements of the antimycobacterial activity of these derivatives, used alone and in combination with boosters BDM41906 or SMARt-420, suggest that the two different bioactivation pathways proceed via the same mechanism, which implies the formation of similar metabolites. In addition, an electrochemical study of the aliphatic thioisonicotinamide analogues was undertaken to see whether their oxidation potential correlates with their antitubercular activity measured in the presence or in the absence of the two boosters.

Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction

We report the first example of a silyl-Negishi reaction between secondary zinc organometallics and silicon electrophiles. This palladium-catalyzed process provides direct access to alkyl silanes. The delicate balance of steric and electronic parameters of the employed DrewPhos ligand is paramount to suppressing isomerization and promoting efficient and selective cross-coupling.

Highly regioselective three-component domino heck-negishi coupling reaction for the functionalization of purines at C6

A highly regioselective three-component domino Heck-Negishi coupling reaction has been developed. Organozinc reagents are used to trap an alkylpalladium intermediate of olefins for a first example in the domino Heck reaction. This reaction is applicable t

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No migration? No problem. A series of new N-heterocyclic carbene based Pd complexes has been created and evaluated in the Negishi cross-coupling of aryl and heteroaryl chlorides, bromides, and triflates with a variety of secondary alkylzinc reagents (see scheme). The direct elimination product is nearly exclusively formed; in most examples there is no migratory insertion at all. Copyright

Pd-PEPPSI-IPentCl: A highly effective catalyst for the selective cross-coupling of secondary organozinc reagents

No migration? No problem! A series of new N-heterocyclic carbene based Pd complexes has been created and evaluated in the Negishi cross-coupling of aryl and heteroaryl chlorides, bromides, and triflates with a variety of secondary alkylzinc reagents (see scheme). The direct elimination product is nearly exclusively formed; in most examples there is no migratory insertion at all. Copyright

Highly reactive zinc form, method for the production thereof, and use of the same

The invention relates to a highly reactive zinc form, to a method for the production thereof, and to the use of said highly reactive zinc form in synthetic chemistry.