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

B24568 2-(Bromomethyl)naphthalene, 96%

CAS Number
2-Naphthylmethyl bromide

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


Chemical Properties

Formula Weight
Melting point
Boiling Point
Flash Point
Soluble in water (reacts), and chloroform.


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


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.

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