85864-84-2

Basic information

• Product Name: (8-IODO-1-NAPHTHYL)METHANOL
• Synonyms: (8-IODO-1-NAPHTHYL)METHANOL;1-HYDROXYMETHYL-8-IODONAPHTHALENE
• CAS NO: 85864-84-2
• Molecular Formula: C₁₁H₉IO
• Molecular Weight: 284.09
• Mol File: 85864-84-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 396.8 °C at 760 mmHg
• Flash Point: 193.8 °C
• Appearance: /
• Density: 1.781 g/cm³
• Vapor Pressure: 5.24E-07mmHg at 25°C
• Refractive Index: 1.727
• CAS DataBase Reference: (8-IODO-1-NAPHTHYL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (8-IODO-1-NAPHTHYL)METHANOL(85864-84-2)
• EPA Substance Registry System: (8-IODO-1-NAPHTHYL)METHANOL(85864-84-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 85864-84-2(Hazardous Substances Data)

Usage

General Description

(8-Iodo-1-naphthyl)methanol is a chemical compound with the formula C11H9IO. It is a white to off-white solid that is soluble in organic solvents. (8-IODO-1-NAPHTHYL)METHANOL is often used as a synthetic intermediate in the production of various pharmaceuticals and agrochemicals. It can also be used as a reagent in chemical reactions, such as in the preparation of chiral ligands and catalysts. Additionally, (8-iodo-1-naphthyl)methanol has potential applications in the fields of medical research and drug development due to its unique chemical structure and properties. However, it is important to handle this compound with care and adhere to proper safety precautions when working with it in a laboratory setting.

InChI:InChI=1/C11H9IO/c12-10-6-2-4-8-3-1-5-9(7-13)11(8)10/h1-6,13H,7H2

Upstream product

• 186581-53-3 diazomethane 

Downstream Products

• 199111-38-1 1-iodo-8-methylnaphthalene 
• 66-77-3 1-naphthaldehyde 
• 1037295-13-8 1-(benzyloxymethyl)-8-iodonaphthalene 
• 232-89-3 3H-benzindazole 
• 85864-88-6 8-iodo-1-naphthaldehyde p-tosylhydrazone 
• 85864-86-4 8-iodonaphthalene-1-carbaldehyde 

Relevant articles and documents

Chemistry of 8-Substituted 1-Naphtylmethylenes and 2-Substituted Benzylidenes. A simple Entry to 1H-Cyclobutanaphthalenes

Study has been made of neighobing heteroatom interaction in thermolysis and photolysis of proximally substituted aryldiazomethanes.Thus, (8-bromo-1-naphthyl)diazomethane (1c) isomerize at 132 deg C to 9-bromo- (18a), 9-iodo- (18b), and 6,9-dichloro-3H-benzindazoles (18c).Indazoles 18a and 18b are reduced by lithium aluminum hydride to 3H-benzindazole (21), identical with that from decomposition of N-(1-methyl-2-naphthyl)-N-nitrosoacetamide (19). 1-Naphthyldiazomethane (1e) does not isomerize however to 21; in benzene at -78 deg c, 1e converts to trans-bis(1-naphthyl)ethylene (22b), 1-naphthalzine (26), and 7-(1-naphthyl)cycloheptatriene (24) wich rearranges to 1-(1-naphthyl)cycloheptatriene (25) whean heated.Irradiation of 1a in ethyl ether results in trans-bis(8-bromo-1-naphthyl)ethylene (22c) and 1-bromo-1Hcyclobutanaphthalene (4a), the first aryne bridged in its peri positions by a single carbon atom moiety.Aqueous silver nitrate converts 4a tp 1H-cyclobutanaphthyl nitrate (4b) and 1-naphthaldehyde (28), presumably by ring opening of 1-hydroxy-1H-cyclobutanaphhtalene (27).Reaction of 4a with magnesium and hydrolysis of the resulting Grignard reagent yield 1H-cyclobutanaphthalene (4d), a hydrocarbon acid wich udergoes deuterium exchange at C-1 considerably slower than to acenaphthene (29) and diphenylmethane (30).Thermolysis and photolysis of diazomethane (1d) to give 2-methyl-2H-naphthothiophene (33) are of note in that methylthio participation in 8-(methylthio)-1-naphthylidene (2d) and thia-Stevens rearrangement appear to be involved. (o-Iodophenyl)diazomethane (5a) thermolyzes to trans-bis(o-iodophenyl)ethylene and o-iodobenzalazine (36); products of reaction of the iodine moiety with the carbenic center in o-iodobenzylidene (6a) were not found.Thermolysis however of (o-(methylthio)phenyl)diazpmethane (5b) results in inrtamolecular C-H insertion to yield 4,5-dihydrothiophene (37) along with trans-bisethylene (38) and o-(methylthio)benzalazine(39).Intermolecular carbenic interception does occur in photolysis of 5b iin that 2-(2-ethoxy-1-propyl)thioanisole (40) is formed along with 398 and 39.The mechanisms of the various participation processes in the above substituted 1-naphthylidenes are discussed.