64283-87-0

Usage

Uses

Used in Organic Synthesis:
(4-iodobutyl)Benzene is used as a reagent in organic synthesis for its unique chemical properties, facilitating various chemical reactions and contributing to the formation of different compounds.
Used in Pharmaceutical Industry:
(4-iodobutyl)Benzene is used as a precursor for the development of biologically active compounds, potentially leading to the creation of new pharmaceutical products.
Used in Agrochemical Industry:
(4-iodobutyl)Benzene is also utilized in the agrochemical industry, where it may be involved in the synthesis of compounds with applications in agriculture, such as pesticides or fertilizers.

Upstream product

• 4830-93-7 1-Chloro-4-phenylbutane 
• 593-71-5 Chloroiodomethane 
• 1462-75-5 3-phenylpropylmagnesium bromide 
• 3360-41-6 4-phenyl-butan-1-ol 
• 112775-09-4 4-phenylbutyl 4-methylbenzenesulfonate 
• 1821-12-1 4-Phenylbutyric acid 
• 2046-17-5 methyl 3-(benzyl)propanoate 
• 124-63-0 methanesulfonyl chloride 
• 54555-84-9 benzyl iodoethyl ether 
• 1462-37-9 bromoethyl-2-benzyl ether 
• 1229444-43-2 4-(diphenylphosphino)-benzyltrimethylammonium bromide 
• 1229444-44-3 N-methyl-N-[4-(diphenylphosphino)benzyl]pyrrolidinium bromide 
• 104-51-8 1-butylbenzene 
• 2832-92-0 4-(4-phenylbutyl)morpholine 

Downstream Products

• 119-64-2 tetralin 
• 768-56-9 4-Phenylbut-1-ene 
• 104-51-8 1-butylbenzene 
• 1560-06-1 1-phenyl-2-butene 
• 95688-71-4 Bis-(4-phenyl-butyl)-phosphinic acid ethyl ester 
• 78429-26-2 1-Chloro-8-phenyl-octan-4-one 
• 95688-72-5 Bis-(4-phenyl-butyl)-phosphinic acid 
• 78429-20-6 1,8-diphenyloctan-4-one 
• 1821-12-1 4-Phenylbutyric acid 
• 1667-00-1 benzylcyclopropane 
• 1026251-92-2 6-Methyl-3-(4-phenyl-butoxy)-pyridine-2-carbaldehyde 
• 189269-51-0 5-(4-Phenylbutyl)-5,6,7,8-tetrahydroisoquinoline 
• 223419-72-5 4-(8-Phenyl-oct-3-ynyl)-1-trityl-1H-imidazole 
• 17337-03-0 4-phenylbutyl nitrite 

Relevant academic research and scientific papers

Nucleophilic substitution reactions of unbranched alkyl amines using triazine reagents

Since amines are present in many organic, biological, and drug molecules, a strategy of synthesizing desired compounds by nucleophilic substitution reactions of these amines is very attractive. By using triazine reagents, we have found that nucleophilic substitution reactions of unbranched alkyl amines via morpholine derivatives are feasible. This method can be performed under milder reaction conditions than those in previously reported methods.

A click-based modular approach to introduction of peroxides onto molecules and nanostructures

Copper-promoted azide/alkyne cycloadditions (CuAAC) are explored as a tool for modular introduction of peroxides onto molecules and nanomaterials. Dialkyl peroxide-substituted alkynes undergo Cu(i)-promoted reaction with azides in either organic or biphas

Electrophilic Iron Catalyst Paired with a Lithium Cation Enables Selective Functionalization of Non-Activated Aliphatic C?H Bonds via Metallocarbene Intermediates

Combining an electrophilic iron complex [Fe(Fpda)(THF)]2 (3) [Fpda=N,N′-bis(pentafluorophenyl)-o-phenylenediamide] with the pre-activation of α-alkyl-substituted α-diazoesters reagents by LiAl(ORF)4 [ORF=(OC(CF3)3] provides unprecedented access to selective iron-catalyzed intramolecular functionalization of strong alkyl C(sp3)?H bonds. Reactions occur at 25 °C via α-alkyl-metallocarbene intermediates, and with activity/selectivity levels similar to those of rhodium carboxylate catalysts. Mechanistic investigations reveal a crucial role of the lithium cation in the rate-determining formation of the electrophilic iron-carbene intermediate, which then proceeds by concerted insertion into the C?H bond.

Halogenation through Deoxygenation of Alcohols and Aldehydes

An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)3P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)3Pa?O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.

Dehydroxylation of alcohols for nucleophilic substitution

The Ph3P/ICH2CH2I system-promoted dehydroxylative substitution of alcohols was achieved to construct C-O, C-N, C-S and C-X (X = Cl, Br, and I) bonds. Compared with the previous approaches such as the Appel reaction and Mitsunobu reaction, this protocol offers some practical advantages such as safe operation and a convenient amination process.

Substrate and Catalyst Effects in the Enantioselective Copper-Catalysed C–H Insertion Reactions of α-Diazo-β-oxo Sulfones

Excellent enantioselectivities of up to 98 % ee are achieved by employing the copper-bis(oxazoline)-NaBARF catalyst system in the C–H insertion reactions of α-diazo-β-oxo sulfones. The influence of variation of the bis(oxazoline) ligand, copper salt, additive and substrate on both the efficiency and the enantioselectivities of these intramolecular C–H insertion reactions has been explored. Optimum enantioselectivities are achieved with phenyl and diphenyl ligands across the substrate series.

Visible-Light-Promoted Remote C-H Functionalization of o-Diazoniaphenyl Alkyl Sulfones

Visible-light irradiation of ortho-diazoniaphenyl alkyl sulfones in the presence of Ru(bpy)32+ results in remote Csp3-H functionalization. Key mechanistic steps in these processes involve intramolecular hydrogen atom transfer from Csp3-H bonds to aryl radicals to generate alkyl/benzyl radicals. Subsequent polar crossover occurs by single-electron oxidation of the alkyl/benzyl radicals to carbenium ions that then intercept nucleophiles. We have developed remote hydroxylations, etherifications, an amidation, and C-C bond formation processes using this strategy.

One-Pot Transformation of Aliphatic Carboxylic Acids into N-Alkylsuccin-imides with NIS and NCS/NaI

Primary aliphatic carboxylic acids were treated with N-iodosuccinimide (NIS) in 1,2-dichloroethane to form the corresponding alkyl iodides under warming conditions. Based on these results, those aliphatic carboxylic acids were treated with NIS, followed by the reaction with K2CO3to give the corresponding N-alkylsuccinimides in good yields in one pot. Moreover, those aliphatic carboxylic acids were treated with N-chlorosuccinimide (NCS) and NaI, followed by the reaction with K2CO3to provide the corresponding N-alkylsuccinimides in good to moderate yields in one pot. By using the present method, successive treatment of primary aliphatic carboxylic acids (10 mmol) with NIS, K2CO3, and then hydrazine provided the corresponding decarboxylated primary amines in good yield.

Catalytic Access to Alkyl Bromides, Chlorides and Iodides via Visible Light-Promoted Decarboxylative Halogenation

Herein is reported the catalytic, visible light-promoted, decarboxylative halogenation (bromination, chlorination, and iodination) of aliphatic carboxylic acids. This operationally-simple reaction tolerates a range of functional groups, proceeds at room temperature, and is redox neutral. By employing an iridium photocatalyst in concert with a halogen atom source, the use of stoichiometric metals such as silver, mercury, thallium, and lead can be circumvented. This reaction grants access to valuable synthetic building blocks from the large pool of cheap, readily available carboxylic acids.