| Identification | More | [Name]
1-(Bromomethyl)naphthalene | [CAS]
3163-27-7 | [Synonyms]
1-BROMOMETHYL NAPHTHALENE
Naphthalene, 1-(bromomethyl)-
1-BROMOMETHYL NAPHTHALENE 99.73%
1-(Bromomthy)Naphthalene
1-(Bromomethy)naphthalene
(1-Naphtyl)bromomethane
1-Naphtylmethyl bromide | [EINECS(EC#)]
801-817-2 | [Molecular Formula]
C11H9Br | [MDL Number]
MFCD00010804 | [Molecular Weight]
221.09 | [MOL File]
3163-27-7.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
3261 | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29036990 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white powder | [Uses]
It is employed as a intermediate for organic synthesis and pharmaceutical. | [Synthesis]
The general procedure for the synthesis of 1-bromomethylnaphthalene from 1-naphthalenemethanol: Ethyl α,α-diacetoacetate (0.41 mmol, 1.2 eq.), 1-naphthalenemethanol (0.34 mmol, 1.0 eq.), and triphenylphosphine (0.68 mmol, 2.0 eq.) were added to 3 mL of dichloroethane (DCE) at room temperature and the reaction took place in air. The progress of the reaction was monitored by thin layer chromatography (TLC) during the reaction. Upon completion of the reaction, the reaction was quenched by the addition of 3 mL of water, followed by extraction with ethyl acetate (3 x 3 mL). The organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography, and the eluent was petroleum ether or a mixed solvent of petroleum ether and ethyl acetate, and the target product 1-bromomethyl naphthalene was finally obtained. | [References]
[1] Synthetic Communications, 2010, vol. 40, # 11, p. 1646 - 1649
[2] Organic Letters, 2003, vol. 5, # 8, p. 1167 - 1169
[3] Tetrahedron Letters, 2014, vol. 55, # 1, p. 90 - 93
[4] Canadian Journal of Chemistry, 1981, vol. 59, p. 2629 - 2641
[5] Tetrahedron, 2003, vol. 59, # 52, p. 10453 - 10463 |
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