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939-26-4 - 2-(Bromomethyl)naphthalene, 96% - 2-Naphthylmethyl bromide - B24568 - Alfa Aesar

B24568 2-(Bromomethyl)naphthalene, 96%

CAS Number
939-26-4
Synonyms
2-Naphthylmethyl bromide

Size Price ($) Quantity Availability
5g 41.31
25g 119.25
100g 349.20
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2-(Bromomethyl)naphthalene, 96%

MDL
MFCD00004123
EINECS
213-359-5

Chemical Properties

Formula
C11H9Br
Formula Weight
221.10
Melting point
51-55°
Boiling Point
213°/100mm
Flash Point
>110°(230°F)
Solubility
Soluble in water (reacts), and chloroform.

Applications

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Notes

Store in a cool, dry place in tightly closed container. Incompatible with oxidizing agents.

Literature References

Ilaria Donelli; Paola Taddei; Philippe F Smet; Dirk Poelman; Vincent A Nierstrasz; Giuliano Freddi. Enzymatic surface modification and functionalization of PET: a water contact angle, FTIR, and fluorescence spectroscopy study. Biotechnology and Bioengineering. 2009, 103 (5), 845-856.

Kuppuswamy Arumugam; James E Bollinger; Mark Fink; James P Donahue. Preparation and isolation of dithiolene thiophosphoryl molecules as stable, protected forms of dithiolene ligands. Inorganic Chemistry. 2007, 46 (8), 3283-3288.

Primary or secondary OH groups can be protected as 2-naphthylmethyl (NAP) ethers, e.g. with NaH in DMF. The NAP ether is stable to dilute aqueous HCl or NaOH, but is cleanly hydrogenolyzed with Pd/C; preferential cleavage in the presence of a benzyl ether can be achieved in high yield: J. Org. Chem., 63, 4172 (1998). NAP protection has been utilized in carbohydrate synthesis where stability to 4% TFA in CHCl3, hot 80% AcOH, SnCl2/AgOTf, or HCl/EtOH were demonstrated, conditions under which the 4-methoxybenzyl (PMB) group is cleaved; both NAP and PMB groups are efficiently cleaved with DDQ: Tetrahedron Lett., 41, 169 (2000).

NAP protection of amino groups and other N functions has also been reported. Cleavage was effected under mild condtions with DDQ: Synlett, 2065 (2003).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
636546
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2903.99
TSCA
No

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