52807-27-9

Basic information

• Product Name: 4-CHLORO-2-IODOANISOLE
• Synonyms: 4-CHLORO-2-IODO-1-METHOXYBENZENE;4-CHLORO-2-IODOANISOLE;5-CHLORO-2-METHOXYIODOBENZENE;4-Chloro-2-iodoanisol;Chloro-2-iodoanisole;2-IODO-4-CHLOROANISOLE;2-iodin-4chloro- anisole
• CAS NO: 52807-27-9
• Molecular Formula: C₇H₆ClIO
• Molecular Weight: 268.48
• Product Categories: Miscellaneous;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds;Iodine Compounds;Benzenes
• Mol File: 52807-27-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 48 °C
• Boiling Point: 133-135°C 15mm
• Flash Point: 133-135°C/15mm
• Appearance: /
• Density: 1.84
• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Soluble in methanol.
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-CHLORO-2-IODOANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-2-IODOANISOLE(52807-27-9)
• EPA Substance Registry System: 4-CHLORO-2-IODOANISOLE(52807-27-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 52807-27-9(Hazardous Substances Data)

Usage

Description

4-CHLORO-2-IODOANISOLE is an organic compound that serves as a versatile intermediate in the synthesis of various chemical compounds. It is characterized by the presence of a chlorine atom at the 4th position and an iodine atom at the 2nd position on the anisole molecule.

Uses

Used in Chemical Synthesis:
4-CHLORO-2-IODOANISOLE is used as a chlorinating agent, brominating agent, and iodinating agent for the synthesis of various chemical compounds. Its unique structure allows for selective substitution and functionalization, making it a valuable building block in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-CHLORO-2-IODOANISOLE is used as a key intermediate in the synthesis of various drugs and drug candidates. Its ability to undergo demethylation and alkylation reactions enables the formation of aryl Grignard reagents, which are essential for constructing complex molecular structures with potential therapeutic applications.
Used in Material Science:
4-CHLORO-2-IODOANISOLE can also be utilized in the development of novel materials with specific properties, such as optoelectronic materials or advanced polymers. Its unique structure and reactivity make it a promising candidate for the design and synthesis of new materials with tailored characteristics for various applications.

InChI:InChI=1/C7H6ClIO/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3

Upstream product

• 623-12-1 4-chloromethoxybenzene 
• 118700-33-7 2-dichloroiodanyl-anisole 
• 67-66-3 chloroform 
• 220970-33-2 4-chloro-2-dichloroiodanyl-anisole 
• 103-84-4 Acetanilid 
• 71643-66-8 4-chloro-2-iodo phenol 
• 74-88-4 methyl iodide 
• 529-28-2 4-iodoanisol 
• 106-48-9 4-chloro-phenol 

Downstream Products

• 220970-33-2 4-chloro-2-dichloroiodanyl-anisole 
• 71643-66-8 4-chloro-2-iodo phenol 
• 905815-84-1 4-Chloro-2-(3-fluoro-phenylsulfanyl)-1-methoxy-benzene 
• 850864-61-8 2-(2-bromo-cyclopent-1-enyl)-4-chloro-1-methoxy-benzene 
• 741713-44-0 (4-amino-2-ethylsulfanylpyrimidin-5-yl)(5-chloro-2-methoxyphenyl)methanone 
• 612832-86-7 3-{2-[5-chloro-2-(benzyloxy)phenyl]cyclopent-1-enyl}benzoic acid ethyl ester 
• 791643-89-5 4-chloro-2-(3-fluoro-phenylsulfanyl)-phenol 
• 905816-00-4 2-[4-chloro-2-(3-fluoro-phenylsulfanyl)-phenoxy]-ethanol 
• 905816-09-3 1-{2-[4-chloro-2-(3-fluoro-phenylsulfanyl)-phenoxy]-ethyl}-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 850913-67-6 3-[2-(benzyloxy)-5-chloro-phenyl]-2-bromopyridine 
• 850913-65-4 4-[2-(benzyloxy)-5-chloro-phenyl]-3-bromopyridine 
• 887495-80-9 3-[2-(2-benzyloxy-5-chloro-phenyl)-pyridin-3-yl]-benzoic acid ethyl ester 
• 850913-63-2 3-{3-[2-(benzyloxy)-5-chloro-phenyl]-pyridin-4-yl}-benzoic acid ethyl ester 
• 850913-68-7 3-{3-[2-(benzyloxy)-5-chloro-phenyl]-pyridin-2-yl}-benzoic acid ethyl ester 

Relevant articles and documents

Pd-Catalyzed ipso, meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source

A methyl group can have a profound impact on the pharmacological properties of organic molecules. Hence, developing methylation methods and methylating reagents is essential in medicinal chemistry. We report a palladium-catalyzed dimethylation reaction of ortho-substituted iodoarenes using dimethyl carbonate as a methyl source. In the presence of K2CO3 as a base, iodoarenes are dimethylated at the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C-H methylation. With KOAc as the base, subsequent oxidative C(sp3)-H/C(sp3)-H coupling occurs; in this case, the overall transformation achieves triple C-H activation to form three new C-C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous structural motifs and essential synthetic intermediates of biologically and pharmacologically active compounds.

Facile and practical synthesis of π-extended oxepins by benzannulation and intramolecular cyclization

π-Extended oxepins 1 and dimer 8 were synthesized by the benzannulation of the corresponding asymmetric diarylacetylene derivatives and 2-(phenylethynyl)benzaldehyde followed by the Cu-catalyzed intramolecular cyclization. The optical properties of the π-extended oxepins 1 and 8 are also investigated.

Regioselective heterohalogenation of 4-halo-anisoles via a series of sequential ortho-aluminations and electrophilic halogenations

As the aluminate base [LiAl(TMP)2(iBu)2] 1 displays halogen tolerance towards substituted aromatics, 4-halo-anisoles have been ortho-aluminated and electrophilically quenched to form synthetically useful multi-heterohalogenated aniso