939-26-4

Basic information

• Product Name: 2-(Bromomethyl)naphthalene
• Synonyms: 2-(BROMOMETHYL)NAPHTHALENE;2-BMN;BROMOMETHYLNAPTHALENE-2;2-Bromomethylnaphthalene98%;2-(Bromomethyl)naphthalene,96%;Naphthalene, 2-(bromomethyl)-;2-naphthylmethyl bromide;2-(Bromomethyl)naphthalene 96%
• CAS NO: 939-26-4
• Molecular Formula: C₁₁H₉Br
• Molecular Weight: 221.09
• EINECS: 213-359-5
• Product Categories: Naphthalene derivatives;Aryl;C9 to C12;Halogenated Hydrocarbons;Naphthalene series
• Mol File: 939-26-4.mol
• Article Data: 59

Chemical Properties

• Melting Point: 51-54 °C(lit.)
• Boiling Point: 213 °C100 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Slightly yellow to light beige/Fine Crystalline Powder
• Density: 1.3971 (rough estimate)
• Vapor Pressure: 0.00304mmHg at 25°C
• Refractive Index: 1.6411 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Very Slightly)
• Water Solubility: Soluble in water (reacts), and chloroform.
• BRN: 636546
• CAS DataBase Reference: 2-(Bromomethyl)naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Bromomethyl)naphthalene(939-26-4)
• EPA Substance Registry System: 2-(Bromomethyl)naphthalene(939-26-4)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-43-36/37/38-36
• Safety Statements: 26-28-36/37/39-45-37-27
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 939-26-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 939-26-4 differently. You can refer to the following data:
1. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
2. 2-(Bromomethyl)naphthalene (2-BMN) can be employed as a starting material in the synthesis of 2-(fluoromethyl)naphthalene , 2-naphthylmethyl azide , 2-naphthalenecarboxaldehyde , diselenide, bis(2-naphthalenylmethyl) , 1H-1,2,3-triazole, 4,4′-(1,4-phenylene)bis[1-(2-naphthalenylmethyl).

Purification Methods

Dissolve the bromo compound in toluene, wash it with saturated aqueous NaHCO3, dry (Mg SO4), evaporate, fractionally distil the residue and recrystallise the solidified distillate from EtOH. [Chapman & Williams J Chem Soc 5044, 1952, Bergmann & Szmuszkovicz Bull Soc Chim Fr 20 566 1953, Beilstein 5 IV 1698.]

InChI:InChI=1/C11H9Br/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7H,8H2

Upstream product

• 56-23-5 tetrachloromethane 
• 128-08-5 N-Bromosuccinimide 
• 91-57-6 2-Methylnaphthalene 
• 6571-72-8 1a,2,7,7a-tetrahydro-1H-cyclopropa[b]naphthalene 
• 7726-95-6 bromine 
• 77-48-5 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione 
• 2459-25-8 methyl naphthalene-2-carboxylate 
• 93-09-4 naphthalene-2-carboxylate 
• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 33223-85-7 2-methyl-1,2,3,4-tetrahydronaphthalen-2-ol 
• 66-99-9 β-naphthaldehyde 
• 774197-64-7 3-(2-naphthylmethoxy)-3-bromoaziridine 
• 613-54-7 2-Bromo-2'-acetonaphthone 
• 77196-31-7 2-(dimethoxymethyl)naphthalene 

Downstream Products

• 210759-18-5 [2]naphthylmethyl-o-tolyl ether 
• 57987-81-2 N-(4-methoxyphenyl)-N'-(2-naphthylmethyl)piperazine 
• 19641-88-4 N-<4--benzoyl>-glutaminsaeure 
• 180600-10-6 1,3-bis(2-naphthylmethyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylethylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine 2-oxide 
• 53034-14-3 (Z)-1-(p-bromophenyl)-2-(2-naphthyl)ethylene 
• 53034-14-3 (E)-1-(4-bromophenyl)-2-(2-naphthyl)ethylene 
• 260411-26-5 phenyl 6-O-(2-naphthylmethyl)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 207-83-0 13H-dibenzo[a,g]fluorene 

Relevant articles and documents

A general and efficient method to form self-assembled cucurbit[n]uril monolayers on gold surfaces

A general protocol based on spontaneous adsorption of cucurbit[n]uril (CB[n]) molecules through a strong multivalence interaction between CB[n] and gold is described, by which the formation of self-assembled CB[n] monolayers on gold surfaces can be efficiently achieved. The Royal Society of Chemistry.

Fluorescence response of anthracene modified D-π-A heterocyclic chromophores containing nitrogen atom to mechanical force and acid vapor

Three new 9-vinyl anthracene derivatives functionalized naphthalene (ANNP), quinoline (ANQL) and quinoxaline (ANQX) have been synthesized, and they exhibit excellent solid state luminescence. Optical properties and quantum chemical calculations indicate the absence of D-π-A structure in ANNP, and the presence of typical D-π-A structures in ANQL and ANQX. Though the differences between the three molecules are marginal, their stimuli-responsive behaviors are contrasting. Non-heteroatom-assisted ANNP has no clear chromic property. In contrast, heteroatom-assisted ANQL and ANQX show a clear response to external stimuli such as mechanical force (mechanofluorochromism) and protons (acidofluorochromism). On one hand, both of them exhibit contrasting MFC effects. Upon grinding, emission wavelength shifts are 16 nm and 28 nm, respectively. ANQX shows a large spectral change, which might be originated from nitrogen atom induced ICT process and twisted molecular conformation. On the other hand, two molecules show difference acidofluorochromic response. The presence of nitrogen atom leads to the formation of a stable complex between target molecule and TFA. The solution and film of ANQX achieve a fast response to TFA with high sensitivity and low detection limit. The present results suggest that the anthracene modified D-π-A heterocyclic chromophores containing nitrogen atom can achieve fluorescence response to mechanical forces and acid vapor.

METHOD FOR MANUFACTURING AROMATIC NITRILE COMPOUND

The present invention provides a method for industrially producing a highly pure aromatic nitrile compound and a highly pure aromatic carboxylic acid compound safely and highly efficiently at low costs. Compound (2) is subjected to Willgerodt reaction in the presence of an additive as necessary, and the obtained amide compound (3) is hydrolyzed and neutralized to give carboxylic acid compound (4). Carboxylic acid compound (4) is reacted with a halogenating agent in the presence of a catalyst as necessary in an organic solvent, and further reacted with an amidating agent, and the obtained amide compound (5) or (6) is reacted with a dehydrating agent to give nitrile compound (1). Alternatively, carboxylic acid compound (4) is reacted with a halogenating agent and a compound represented by the formula R6SO2R7 in the presence of a catalyst as necessary in an organic solvent to give nitrile compound (1). Np is a naphthyl group optionally having substituent(s), R5 is an alkylene group having 1-3 carbon atoms, and other symbols are as described in the DESCRIPTION.

Investigating the influence of a CrO42?/Cr2O72? template in the formation of a series of silver-chalcogenide clusters

Three new silver-chalcogenide clusters protected by naphthyl ligands are described in this work, namely [Ag14(SCH2C10H7)6(CF3COO)8(DMAc)6] (1), [Ag30(SCH2C10H7)18(CrO4)2(DMAc)2 (CF3COO)8] (DMAc = dimethylacetamide) (2) and {Ag12(SCH2C10H7)6(CF3COO)4(CH3CN)6(Cr2O7)}n (3). Their crystal structures were studied by X-ray crystallography, and they show hollow-core-shell (1), template-core-shell (2) and 1D infinite (3) structures, respectively. The luminescence properties of cluster 1 were investigated, which showed interesting thermochromic variation from red to bright yellow. Moreover, the chromate ions were proven to act as templates in forming the silver clusters through a series of experiments to prepare compounds 2 and 3, which could be considered as derivatives of cluster 1.