5471-81-8

Basic information

• Product Name: METHYL 4-IODO-3-METHYLBENZOATE
• Synonyms: METHYL 4-IODO-3-METHYLBENZOATE;METHYL 4-IODO-M-TOLUATE;4-IODO-3-METHYLBENZOIC ACID METHYL ESTER;4-IODO-M-TOLUIC ACID METHYL ESTER;4-Iodo-m-toluic Acid Methyl Ester 4-Iodo-3-methylbenzoic Acid Methyl Ester Methyl 4-Iodo-m-toluate;2-Iodo-5-(methoxycarbonyl)toluene, Methyl 4-iodo-m-toluate
• CAS NO: 5471-81-8
• Molecular Formula: C₉H₉IO₂
• Molecular Weight: 276.07
• Product Categories: Aromatic Esters;Acids & Esters;Iodine Compounds;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 5471-81-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 59-62°C
• Boiling Point: 106 °C / 4mmHg
• Flash Point: 134.6 °C
• Appearance: /
• Density: 1.666 g/cm³
• Vapor Pressure: 0.00123mmHg at 25°C
• Refractive Index: 1.588
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Slightly soluble in methanol.
• Sensitive: Light Sensitive
• CAS DataBase Reference: METHYL 4-IODO-3-METHYLBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-IODO-3-METHYLBENZOATE(5471-81-8)
• EPA Substance Registry System: METHYL 4-IODO-3-METHYLBENZOATE(5471-81-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25-37-26
• Hazardous Substances Data: 5471-81-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 5471-81-8 differently. You can refer to the following data:
1. METHYL 4-IODO-3-METHYLBENZOATE is used in the synthesis of novel colchicine-derived nitrate esters
2. Methyl 4-iodo-3-methylbenzoate is used in the synthesis of novel colchicine-derived nitrate esters as immunosuppressant agents.

InChI:InChI=1/C9H9IO2/c1-6-5-7(9(11)12-2)3-4-8(6)10/h3-5H,1-2H3

Upstream product

• 18595-14-7 methyl 4-amino-3-methylbenzoate 
• 52107-87-6 4-iodo-3-methylbenzoic acid 
• 67-56-1 methanol 

Downstream Products

• 892843-59-3 2-methyl-biphenyl-4-carboxylic acid methyl ester 
• 42113-13-3 methyl 4-hydroxy-3-methylbenzoate 
• 863886-93-5 4-acetoxy-3-methyl-benzoic acid methyl ester 
• 158429-38-0 (4-(methoxycarbonyl)-2-methylphenyl)boronic acid 

Relevant articles and documents

Palladium-Catalyzed Norbornene-Mediated Tandem Amination/Cyanation Reaction: A Method for the Synthesis of ortho-Aminated Benzonitriles

A palladium-catalyzed, norbornene-mediated tandem amination/cyanation reaction via Catellani-type C-H functionalization was developed using N-benzoyloxyamines as the amination reagent and Zn(CN)2 as the terminating agent. This transformation, in which one C-N bond and one C-C bond are formed, provides an efficient approach for the synthesis of ortho-aminated benzonitriles in one pot from easily accessible starting materials.

Design, synthesis and identification of novel colchicine-derived immunosuppressant

Synthesis and biological evaluation of various colchicine analogues through the mixed-lymphocyte reaction (MLR), lymphoproliferation, and inhibitory effects on the inflammatory genes are described. In addition, a new series of immunosuppressive agents developed on the structural basis of colchicine, as well as their structure-activity relationships is reported. The most potent analogue 20a exhibited an excellent immunosuppressive activity on in vivo skin-allograft model, which is comparable to that of cyclosporin A.

Preparation of annulated nitrogen-containing heterocycles via a one-pot palladium-catalyzed alkylation/direct arylation sequence

A palladium-catalyzed/norbornene-mediated sequential coupling reaction involving an aromatic sp2 C-H functionalization as the key step is described, in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one pot. A variety of hig