222555-02-4

Basic information

• Product Name: 1-BROMO-2 3-DIMETHOXYNAPHTHALENE 97
• Synonyms: 1-BROMO-2 3-DIMETHOXYNAPHTHALENE 97
• CAS NO: 222555-02-4
• Molecular Formula: C₁₂H₁₁BrO₂
• Molecular Weight: 267.121
• Product Categories: Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 222555-02-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 48-52 °C(lit.)
• Boiling Point: 337°C at 760 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.422g/cm³
• Vapor Pressure: 0.000211mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 1-BROMO-2 3-DIMETHOXYNAPHTHALENE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-2 3-DIMETHOXYNAPHTHALENE 97(222555-02-4)
• EPA Substance Registry System: 1-BROMO-2 3-DIMETHOXYNAPHTHALENE 97(222555-02-4)

Safety Data

• Hazard Codes: Xi,N
• Statements: 41-50/53
• Safety Statements: 26-39-60-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 222555-02-4(Hazardous Substances Data)

Usage

Structure

Naphthalene derivative with two methoxy (CH3O) groups at the 2 and 3 positions, and a bromine (Br) atom at the 1 position.

Usage

Commonly used as a reactant in organic synthesis.

Reactions

Capable of undergoing cross-coupling, oxidation, and cyclization reactions.

Applications

Employed in the production of pharmaceuticals, industrial chemicals, and research compounds.

Safety

Handle with caution due to potential harm if ingested, inhaled, or absorbed through the skin.

Hazards

Can cause irritation to the eyes, skin, and respiratory system.

InChI:InChI=1/C12H11BrO2/c1-14-10-7-8-5-3-4-6-9(8)11(13)12(10)15-2/h3-7H,1-2H3

Upstream product

• 10103-06-7 2,3-dimethoxynaphthalene 
• 92-44-4 2,3-naphthalenediol 

Relevant articles and documents

Enantioselective catalyses; 126:1 Axially chiral N,N-Ligands with binaphthyl/bipyridyl structure

N,N-Ligands with combined binaphthyl/bipyridyl structure were synthesized by palladium-catalyzed coupling of 1-naphthylboronic acids with 1-halogenoisoquinoline derivates and with 4-bromo-2-(2-pyridyl)naphtho[2,3- d]-1,3-oxazole. Racemic 1-(2-methoxy-1-naphthyl)-3-(2-pyridyl)isoquinoline was resolved via diastereomeric salt formation with (-)-3-bromocamphor-8- sulfonic acid and the absolute configuration was determined by X-ray analysis.

Catalytic Enantioselective Synthesis of Axially Chiral Diarylmethylidene Indanones

We describe the first atropselective Suzuki-Miyaura cross-coupling of β-keto enol triflates to access axially chiral (Z)-diarylmethylidene indanones (DAIs). The chemical, physical, and biological properties of DAIs are unknown, despite their being structurally similar to arylidene indanones, primarily due to the lack of racemic or chiral methods. Through this work, we demonstrate a general and efficient protocol for the racemic as well as the atropselective synthesis of (Z)-DAIs. An unusual intramolecular Morita-Baylis-Hillman reaction is utilized for the Z-selective synthesis of β-keto enol triflates.