4542-77-2

Basic information

• Product Name: 2 6-BIS(BROMOMETHYL)NAPHTHALENE 97
• Synonyms: 2 6-BIS(BROMOMETHYL)NAPHTHALENE 97;2,6-Bis(bromomethyl)naphthalene;2,6-Bis(bromomethyl)naphthalene 95%
• CAS NO: 4542-77-2
• Molecular Formula: C₁₂H₁₀Br₂
• Molecular Weight: 314.019
• Product Categories: Aryl;C9 to C12;Halogenated Hydrocarbons
• Mol File: 4542-77-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 183-187 °C(lit.)
• Boiling Point: 386.3 °C at 760 mmHg
• Flash Point: 219.2 °C
• Appearance: /
• Density: 1.72 g/cm³
• Vapor Pressure: 7.95E-06mmHg at 25°C
• Refractive Index: 1.685
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2 6-BIS(BROMOMETHYL)NAPHTHALENE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 2 6-BIS(BROMOMETHYL)NAPHTHALENE 97(4542-77-2)
• EPA Substance Registry System: 2 6-BIS(BROMOMETHYL)NAPHTHALENE 97(4542-77-2)

Safety Data

• Hazard Codes: C,N
• Statements: 34-50/53
• Safety Statements: 26-36/37/39-45-60-61
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 4542-77-2(Hazardous Substances Data)

Usage

General Description

2,6-Bis(bromomethyl)naphthalene 97 is a chemical compound used primarily as a reagent in organic synthesis. It is a derivative of naphthalene that contains two bromomethyl groups attached to the 2 and 6 positions of the naphthalene ring. The compound is known for its ability to undergo nucleophilic substitution reactions, making it useful in the synthesis of various organic compounds. It is commonly used in the production of pharmaceuticals, agrochemicals, and other advanced materials. However, as a brominated compound, it should be handled with care due to its potential hazards to human health and the environment.

InChI:InChI=1/C12H10Br2/c13-7-9-1-3-11-6-10(8-14)2-4-12(11)5-9/h1-6H,7-8H2

Upstream product

• 840-65-3 dimethyl 2,6-naphthalenedicarboxylate 
• 581-42-0 2.6-dimethylnaphthalene 
• 5859-93-8 naphthalene-2,6-dimethanol 

Downstream Products

• 130800-10-1 C₂₄H₂₈O₂ 
• 1187784-79-7 C₃₀H₂₈N₂O₄ 
• 1187784-85-5 2,6-bis(2-formylphenoxymethyl)naphthalene 
• 1187784-88-8 2,6-bis(4-amino-5-phenyl-1,2,4-triazol-3-ylsulfanylmethyl)naphthalene 
• 6251-01-0 9,9,10,10-tetracyano-2,6-naphthoquinodimethane 

Relevant articles and documents

Molecular recognition in ternary complexes of γ-cyclodextrin with naphthalenedicarboxylate ions and a space-regulator ion

Complexation of γ-cyclodextrin (γ-CD) with the 2,6- naphthalenedicarboxylate ion (2,6-NDC) in alkaline D2O was greatly enhanced by the addition of 2,6-bis(1-pyridiniomethyl)naphthalene dibromide (2,6-PMN) as a space-regulator. Formation of a ternary 1:1:1 complex between γ-CD, 2,6-NDC, and 2,6-PMN was confirmed by means of 1H NMR spectroscopy, together with the measurements of induced circular dichroism spectra and UV absorption spectra. Changes in chemical shifts (δ) of the γ-CD protons in the presence of an excess amount of 2,6-PMN with the addition of NDC regioisomers were analyzed by a curve-fitting procedure to give binding constants (K6) for complexation of NDC's with a γ-CD-2,6-PMN binary complex. The K6 values increased in the order of 1,5-NDC 1,4-NDC 1,8-NDC 1,3-NDC 1,6-NDC 2,3-NDC 2,7-NDC 2,6-NDC, indicating that a binary complex of γ-CD with 2,6-PMN is able to recognize the molecular structures of NDC's. The open space between the γ-CD cavity and 2,6-PMN will be favorable for the accommodation of a slender molecule such as 2,6-NDC, but unfavorable for the accommodation of a bulky molecule such as 1,5-NDC.

Facile synthesis of fluorescent distyrylnaphthalene derivatives for bioapplications

A series of novel 2,6-bis(4-aminostyryl)naphthalene based derivatives were synthesized and their spectroscopic properties investigated. Due to their low cytotoxicity, suitable optical properties and potential affinity towards biological structures these d

Gold(I) styrylbenzene, distyrylbenzene, and distyrylnaphthalene complexes: High emission quantum yields at room temperature

One gold(I)-substituted styrylbenzene, six digold(I) distyrylbenzenes, one tetragold distyrylbenzene, and four digold distyrylnaphthalene complexes were synthesized using base-promoted auration, alkynylation, triazolate formation, and Horner-Wadsworth-Emmons reactions. The gold(I) fragments are either σ-bonded to the aromatic system, or they are attached through an alkynyl or triazolate spacer. Product formation was monitored using 31P{ 1H} NMR spectroscopy. Systems in which gold(I) binds to the central benzene ring or the terminal phenyl rings were designed. All of these complexes have strong ultraviolet absorptions and emit blue light. The position of the gold(I) attachment influences the luminescence efficiency. Complexes with two gold(I) fragments attached to the ends of the conjugated system have fluorescence quantum yields up to 0.94, when using 7-diethylamino-4- methylcoumarin as the emission standard. Density-functional theory calculations on three high-yielding emitters suggest that luminescence originates from the distyrylbenzene or -naphthalene bridge. Copyright