17356-09-1

Basic information

• Product Name: 1-IODO-4-ISOPROPYLBENZENE
• Synonyms: P-IODOISOPROPYLBENZENE;4-(ISOPROPYL)IODOBENZENE;4-IODOCUMENE;4-IODOISOPROPYLBENZENE;1-IODO-4-ISOPROPYLBENZENE;2-(4'-IODOPHENYL)PROPANE;p-iodocumene;1-IODO-4-ISOPROPYLBENZENE 98%
• CAS NO: 17356-09-1
• Molecular Formula: C₉H₁₁I
• Molecular Weight: 246.09
• EINECS: 241-384-1
• Product Categories: Iodine Compounds
• Mol File: 17356-09-1.mol

Chemical Properties

• Boiling Point: 236-238°C
• Flash Point: 236-238°C
• Appearance: /
• Density: 1.525
• Vapor Pressure: 0.116mmHg at 25°C
• Refractive Index: 1.5780
• Storage Temp.: 2-8°C(protect from light)
• Sensitive: Light Sensitive
• BRN: 2205506
• CAS DataBase Reference: 1-IODO-4-ISOPROPYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-IODO-4-ISOPROPYLBENZENE(17356-09-1)
• EPA Substance Registry System: 1-IODO-4-ISOPROPYLBENZENE(17356-09-1)

Safety Data

• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-50/53-22-36/38
• Safety Statements: 26-37/39-61-60-37-23
• HazardClass: IRRITANT
• Hazardous Substances Data: 17356-09-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-IODO-4-ISOPROPYLBENZENE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 1-IODO-4-ISOPROPYLBENZENE is utilized as a precursor in the production of agrochemicals, playing a crucial role in the formulation of compounds that protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
1-IODO-4-ISOPROPYLBENZENE is employed as a reagent in organic synthesis processes, facilitating the creation of a wide array of organic compounds for diverse applications across various industries.

InChI:InChI=1/C9H11I/c1-7(2)8-3-5-9(10)6-4-8/h3-7H,1-2H3

Upstream product

• 98-82-8 Isopropylbenzene 
• 591-50-4 iodobenzene 
• 187737-37-7 propene 
• 115764-62-0 bis(p-isopropylphenyl)thallium trifluoroacetate 
• 7553-56-2 iodine 
• 104442-19-5 (cyclo-C₆H₁₁)3SnC₆H₄-p-CH(CH₃)2 
• 41485-62-5 4-isopropylphenyl lithium 
• 16152-51-5 (4-isopropylphenyl)boronic acid 
• 86364-01-4 4-isopropylphenyl trifluoromethanesulfonate 
• 561023-21-0 1-iodo-4-(prop-1-en-2-yl)benzene 
• 586-61-8 4-iso-propylbromobenzene 

Downstream Products

• 18970-30-4 4,4' diisopropylbiphenyl 
• 37163-82-9 (E)-1,2-bis(4-isopropylphenyl)ethene 
• 69358-86-7 (E)-methyl 3-(p-isopropylphenyl)prop-2-enoate 
• 103-26-4 Methyl cinnamate 
• 29778-23-2 1-(p-isopropylphenyl)-2-phenylacetylene 
• 79135-52-7 1,2-bis(4-isopropylphenyl)acetylene 
• 288101-00-8 3-(4-isopropyl-phenyl)-prop-2-yn-1-ol 
• 645388-88-1 2-(4-isopropylphenyl)-6-methoxy-3,4-dihydroisoquinolin-1(2H)-one 
• 384850-37-7 1-(4-isopropylphenyl)-2-trimethylsilylacetylene 
• 40231-48-9 (E)-1-isopropyl-4-styrylbenzene 
• 41485-62-5 4-isopropylphenyl lithium 
• 874947-55-4 N-Acetyl-N,N-di(4-isopropylphenyl)amine 
• 870220-86-3 N¹-(3-(dimethylamino)propyl)-4-isopropyl-N¹-methylbenzene-1,2-diamine 

Relevant articles and documents

Rapid access to (cycloalkyl)tellurophene oligomer mixtures and the first poly(3-aryltellurophene)

Polytellurophenes represent an emerging class of π-conjugated polymers that possess important characteristics for flexible electronics, such as narrow HOMO-LUMO gaps (Eg) and charge mobilities that can be orders of magnitude larger than their ubiquitous polythiophene counterparts. Herein we use the reactivity of pinacolboronate (BPin) groups attached to tellurophene scaffolds to directly prepare new 2,5-diiodinated monomers, which are then polymerized to afford new low Eg oligomers and polymers. Specifically, mixtures of (cycloalkyl)tellurophene oligomers (of 5 to 12 repeat units) with ring-fused 5- and 6-membered cyclic side chains were prepared via Yamamoto coupling, with a dramatic narrowing of band gap noted when less bulky 5-membered cycloalkyl side groups were present, due to enhanced tellurophene ring coplanarity. Grignard metathesis (GRIM) was also used to gain access to the first poly(3-aryltellurophene) with 94% regioregularity, along with a low Eg of 1.3 eV and an onset of light absorption at ca. 1000 nm.

The reactivity of organothallium compounds. Kinetics and mechanism of iodination of diarylthallium salts by molecular iodine in dioxane

The kinetics and mechanism of the reactions of diarylthallium trifluoroacetates with molecular iodine in dioxane solutions have been studied. The reaction has the overall second order with the first order with respect to each reagent. The effect of substi

Olefin-Stabilized Cobalt Nanoparticles for C=C, C=O, and C=N Hydrogenations

The development of cobalt catalysts that combine easy accessibility and high selectivity constitutes a promising approach to the replacement of noble-metal catalysts in hydrogenation reactions. This report introduces a user-friendly protocol that avoids complex ligands, hazardous reductants, special reaction conditions, and the formation of highly unstable pre-catalysts. Reduction of CoBr2 with LiEt3BH in the presence of alkenes led to the formation of hydrogenation catalysts that effected clean conversions of alkenes, carbonyls, imines, and heteroarenes at mild conditions (3 mol % cat., 2–10 bar H2, 20–80 °C). Poisoning studies and nanoparticle characterization by TEM, EDX, and DLS supported the notion of a heterotopic catalysis mechanism.

Simple and Efficient Generation of Aryl Radicals from Aryl Triflates: Synthesis of Aryl Boronates and Aryl Iodides at Room Temperature

Despite the wide use of aryl radicals in organic synthesis, current methods to prepare them from aryl halides, carboxylic acids, boronic acids, and diazonium salts suffer from limitations. Aryl triflates, easily obtained from phenols, are promising aryl radical progenitors but remain elusive in this regard. Inspired by the single electron transfer process for aryl halides to access aryl radicals, we developed a simple and efficient protocol to convert aryl triflates to aryl radicals. Our success lies in exploiting sodium iodide as the soft electron donor assisted by light. This strategy enables the scalable synthesis of two types of important organic molecules, i.e., aryl boronates and aryl iodides, in good to high yields, with broad functional group compatibility in a transition-metal-free manner at room temperature. This protocol is anticipated to find potential applications in other aryl-radical-involved reactions by using aryl triflates as aryl radical precursors.

A practical and general ipso iodination of arylboronic acids using N-iodomorpholinium iodide (NIMI) as a novel iodinating agent: mild and regioselective synthesis of aryliodides

A mild and efficient protocol for the ipso-iodination of aryl boronic acids using N-iodomorpholinium iodide (NIMI) generated in situ from morpholine and molecular iodine as a novel iodinating agent has been developed. The addition of a catalytic amount of copper iodide found to promote rate enhancement of the iodination reaction and dramatic increase in the yield depending upon the nature of the boronic acid was observed. The mechanistic study revealed that depending upon the nature of the substrate, either the classical ipso substitution or copper catalysed iododeborylation pathway overall dominates the present iodination reaction. The features such as mild reaction conditions, operational simplicity, high to excellent yields, excellent functional group compatibility and low catalyst loading make this method potentially useful in organic synthesis.

Metal-free iodination of arylboronic acids and the synthesis of biaryl derivatives

A simple, general and efficient method is developed for the metal-free iodination of arylboronic acids. The protocol uses very cheap molecular iodine as the halide source and potassium carbonate as the base. The method is highly tolerant of various functional groups present in the substrates. Importantly, the iodination strategy can also be applied very effectively in the one-pot, two-step synthesis of biaryl derivatives. Georg Thieme Verlag Stuttgart New York.

METHOD OF PRODUCING IODIZING AGENT, AND METHOD OF PRODUCING AROMATIC IODINE COMPOUND

A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved.

Practical electrochemical iodination of aromatic compounds

A practical method for electrochemical iodination of aromatic compounds was developed. The method involves the generation of I+ by electrochemical oxidation of I2 in CH3CN using H 2SO4 as supporting electrolyte followed by the reaction with aromatic compounds. The para/ortho selectivity for the reaction of mono-substituted benzenes was significantly improved using dimethoxyethane as cosolvent in the second step. The reaction with highly reactive aromatic compounds led to the formation of significant amounts of diiodo compounds in a macrobatch reactor. This problem was solved by fast 1:1 mixing of I+ with an aromatic compound using a microflow system consisting of a T-shaped micromixer and a microtube reactor.

Efficient method for the preparation of aromatic bromides and iodides by ferrocenium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate-catalyzed halogenation with bromine and iodine monochloride

Direct iodination and bromination of various aromatic compounds with 1.1-2.0 molar amounts of iodine monochloride (ICl) and 1.1-3.0 molar amounts of bromine proceeded smoothly to afford the corresponding aromatic iodides and bromides, respectively, in good to excellent yields by using 0.05 molar amount of ferrocenium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, Cp2FeB[3,5-(CF3)2C6H 3]4 (1), in the presence of ZnO. Iodination of toluene in the co-existence of 0.5 molar amount of DDQ also proceeded to give iodotoluenes in high yield.

Selective and effective iodination of alkyl-substituted benzenes with elemental iodine activated by Selectfluor F-TEDA-BF4

Selective direct introduction of an iodine atom into alkyl-substituted benzene derivatives was effectively achieved by reaction of target molecules with elemental iodine in the presence of 1-chloromethyl-4-fluoro- 1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor F-TEDA-BF4). The number of iodine atoms introduced could be modulated by the molar ratio between substrate, iodine and F-TEDA-BF4.