2033-42-3

Basic information

• Product Name: 1-Iodo-2-naphthol
• Synonyms: 2-HYDROXY-1-IODONAPHTHALENE 97;1-iodo-2-naphtho;2-HYDROXY-1-IODONAPHTHALENE 97%;1-Iodo-2-naphthol;1-Iodo-2-hydroxynaphthalene;1-Iodonaphthalene-2-ol;1-iodonaphthalen-2-ol
• CAS NO: 2033-42-3
• Molecular Formula: C₁₀H₇IO
• Molecular Weight: 270.07
• Product Categories: Methyl Halides;API intermediates;Fused Ring Systems;Halides;Methyl Halides
• Mol File: 2033-42-3.mol

Chemical Properties

• Melting Point: 92-96 °C(lit.)
• Boiling Point: 307 °C at 760 mmHg
• Flash Point: 139.4 °C
• Appearance: /
• Density: 1.875 g/cm³
• Vapor Pressure: 0.000412mmHg at 25°C
• Refractive Index: 1.753
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 7.63±0.50(Predicted)
• CAS DataBase Reference: 1-Iodo-2-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Iodo-2-naphthol(2033-42-3)
• EPA Substance Registry System: 1-Iodo-2-naphthol(2033-42-3)

Safety Data

• Hazard Codes: Xi,N
• Statements: 38-41-52/53
• Safety Statements: 26-36/37/39-61
• WGK Germany: 3
• RTECS: QL4150000
• Hazardous Substances Data: 2033-42-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-Iodo-2-naphthol is utilized as a precursor in the synthesis of iodinated organic compounds, playing a crucial role in the creation of various chemical entities that find applications across different industries.
Used in Nuclear Medicine:
In the field of nuclear medicine, 1-Iodo-2-naphthol is employed for the preparation of iodine-labeled biomolecules. This application is vital for diagnostic imaging and therapeutic procedures, where the iodine label aids in tracking biological processes within the body.
Used in Oncology Research:
1-Iodo-2-naphthol is being investigated for its potential use in cancer treatment. It has shown the ability to induce cell death in cancer cells, suggesting a possible role in oncology. However, ongoing research is necessary to explore its efficacy and safety in medical applications fully.

InChI:InChI=1/C10H7IO/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6,12H

Upstream product

• 135-19-3 β-naphthol 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 
• 7553-56-2 iodine 
• 127-09-3 sodium acetate 
• 546-67-8 lead(IV) tetraacetate 
• 64-19-7 acetic acid 
• 100424-35-9 1,1′-selenobis(naphthalen-2-ol) 
• 10034-85-2 hydrogen iodide 
• 90-15-3 α-naphthol 
• 2283-08-1 2-hydroxy-1-naphthalenecarboxylic acid 
• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 

Downstream Products

• 2283-08-1 2-hydroxy-1-naphthalenecarboxylic acid 
• 129103-76-0 2,3,4-Trimethoxy-benzoic acid 1-iodo-naphthalen-2-yl ester 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 550-60-7 1-nitro-2-naphthol 
• 135-19-3 β-naphthol 
• 78617-33-1 1-(phenylselanyl)naphthalen-2-ol 
• 428509-73-3 (2R,4R)-4-(α-iodo-β-naphthyloxy)-2-(2''-iodo-3''-methoxyphenyloxy)pentane 
• 428861-10-3 5',6'-benzo-6-methoxy-2,2'-biphenol bis-triflate 
• 1294010-17-5 N-(naphtho[1,2-d][1,3]oxathiol-2-ylidene)-4-nitrobenzenamine 
• 93-04-9 2-Methoxynaphthalene 
• 1363650-08-1 α-(2-methoxynaphthyl)-2-naphthylacetonitrile 
• 1393481-78-1 1-(3-phenylbut-1-ynyl)-2-vinyloxynaphthalene 
• 1393481-81-6 1-cyclohexylethynyl-2-vinyloxynaphthalene 
• 1393482-18-2 2-(3-phenylpropyl)-1-vinylnaphtho[2,1-b]furan 

Relevant articles and documents

An efficient domino Sonogashira/double carbopalladation/C-H-activation reaction leading to fluorescent polycyclic aromatic hydrocarbons

A facile synthesis of fluorescent polycyclic aromatic hydrocarbons through a highly productive palladium-catalyzed fourfold domino Sonogashira/double carbopalladation/C-H-activation process was developed.

Acid-catalysed selective monoiodination of electron-rich arenes by alkali metal iodides

The reaction of electron-rich arenes with alkali metal iodides such as sodium and potassium iodides in the presence of cone. H2SO 4 gives p-iodoarenes in high yields.

Gold-Catalyzed Atroposelective Synthesis of 1,1′-Binaphthalene-2,3′-diols

A highly atroposelective (up to 97 % ee) Au-catalyzed synthesis of 1,1′-binaphthalene-2,3′-diols is reported starting from a range of substituted benzyl alkynones. Essential for the achievement of high enantioselectivity during the key assembly of the nap

Synthesis and stereochemical behavior of a new chiral oxa[7]heterohelicene

A new chiral oxa[7]heterohelicene 1b was synthesized by catalytic aerobic-oxidative tandem cyclization of the o-phenylene-linked bis(2-naphthol) derivative 3 with palladium acetate in dimethyl sulfoxide. Optical resolution of 1b was possible on chiral HPLC, but it was found stereochemically rather unstable at ambient temperature. Kinetic analysis and DFT calculation for the dynamics of racemization of 1b were also disclosed.

Generation of Dimethyl Sulfoxide Coordinated Thermally Stable Halogen Cation Pools for C?H Halogenation

A method to generate halogen cation pools from the reaction of 1,2-dihaloethanes (hal=Br, I) and dimethyl sulfoxide (DMSO) for C?H halogenation of arenes and heteroarenes was reported. The initial reaction of DMSO and 1,2-dihaloethane generates the sulfur

Dearomatization/Deiodination of o-Iodophenolic Compounds with α,β-Unsaturated Imines for Accessing Benzofuran Derivatives

A dearomatization/deiodination/rearomatization strategy for the [3 + 2] cyclization of o-iodophenolic substrates with α,β-unsaturated imines to construct various dihydrobenzofuran-related skeletons has been established. Tolerance to different functional g

Electrochemical C-H Halogenations of Enaminones and Electron-Rich Arenes with Sodium Halide (NaX) as Halogen Source for the Synthesis of 3-Halochromones and Haloarenes

Without employing an external oxidant, the simple synthesis of 3-halochromones and various halogenated electron-rich arenes has been realized with electrode oxidation by employing the simplest sodium halide (NaX, X = Cl, Br, I) as halogen source. This electrochemical method is advantageous for the simple and mild room temperature operation, environmental friendliness as well as broad substrate scope in both C-H bond donor and halogen source components.

TRICYCLIC SUBSTITUTED PIPERIDINE DIONE COMPOUND

Disclosed is a series of tricyclic substituted piperidine dione compounds, and applications thereof in the preparation of medicines for treating diseases related to CRBN protein; specifically disclosed are the derivative compound represented by formula (I) or a pharmaceutically acceptable salt thereof.

Catalytic asymmetric construction of C-4 alkenyl substituted pyrazolone derivatives bearing multiple stereoelements

An organocatalytic asymmetric process was reported for the sterically precise construction of C-4 alkenyl substituted pyrazolone derivatives bearing multiple stereoelements. A series of interesting products featuring the union of a centrally chiral pyrazolone moiety and an axially chiral styrene unit were obtained in high yield with excellent diastereoselectivity and enantioselectivity (up to 99% ee, >20?:?1 dr). The process has the characteristics of mild reaction conditions, simple operation and broad substrate scope. The result of gram-scale reaction indicates that the reaction has good practicability.

Organocatalytic Higher-Order [8+2] Cycloaddition for the Assembly of Atropoenantiomeric 3-Arylindolizines

We present an unprecedented atroposelective [8+2] cycloaddition reaction between pyridinium/isoquinolinium ylides and ynals. It is worth noting that this protocol represents a new example of the organocatalyzed atropoenantioselective higher-order cycloaddition reaction, providing various axial chiral 3-arylindolizines in good yields and high enantioselectivities. In addition, the obtained axially chiral 3-aryldolizines also provide many opportunities for structural transformations and potential drug discovery.