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429120

Sigma-Aldrich

3-Methoxybenzyl bromide

98%

Sinonimo/i:

1-Bromomethyl-3-methoxybenzene

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About This Item

Formula condensata:
CH3OC6H4CH2Br
Numero CAS:
874-98-6
Peso molecolare:
201.06
Numero MDL:
MFCD00216590
Codice UNSPSC:
12352100
ID PubChem:
24866839
NACRES:
NA.22

Saggio

98%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.575 (lit.)

P. eboll.

152 °C (lit.)

Densità

1.436 g/mL at 25 °C (lit.)

Stringa SMILE

COc1cccc(CBr)c1

InChI

1S/C8H9BrO/c1-10-8-4-2-3-7(5-8)6-9/h2-5H,6H2,1H3
ZKSOJQDNSNJIQW-UHFFFAOYSA-N

Descrizione generale

3-Methoxybenzyl bromide is a benzyl bromide derivative.

Applicazioni

3-Methoxybenzyl bromide (1-bromomethyl-3-methoxybenzene) may be used in the diastereoselective alkylation of vicinal dianions of chiral succinic acid derivatives.
It may be used in the synthesis of the following:
  • 6-(3-methoxyphenyl)-hexane-2,4-dione
  • N-(3-methoxybenzyl)-N-(1-methyl-1-phenylethyl)-amine
  • 2-(3-methoxybenzyl)-3-[(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]-(3S)-2-thionia-bicyclo [2.2.1]- heptane tetrafluoroborate
  • 1-(3-methoxybenzyl)-5-(1-methyl-1H-imidazol-5-yl)-1H-1,2,3-triazole

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314

Classi di pericolo

Eye Dam. 1 - Skin Corr. 1B

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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Yang Zhang et al.
The Journal of organic chemistry, 71(12), 4516-4520 (2006-06-06)
A mild protocol for the conversion of beta-ketoesters and beta-diketones to carboxylic acids with use of CAN in CH3CN is described. The method is compatible with a number of functional groups, and can generate carboxylic acids under neutral conditions at
Highly diastereoselective alkylation of vicinal dianions of chiral succinic acid derivatives: a new general strategy to (R)-?-arylmethyl-?-butyrolactones.
Pohmakotr M, et al.
Tetrahedron Letters, 45(22), 4315-4318 (2004)
Synthesis of (-)-kainic acid using chiral lithium amides in an asymmetric dearomatizing cyclization.
Clayden J, et al.
Tetrahedron, 58(23), 4727-4733 (2002)
Application of sulfur ylide mediated epoxidations in the asymmetric synthesis of ?-hydroxy-d-lactones. Synthesis of a mevinic acid analogue and (+)-prelactone B.
Aggarwal VK, et al.
Tetrahedron Asymmetry, 60(43), 9725-9733 (2004)
Johan R Johansson et al.
The Journal of organic chemistry, 76(7), 2355-2359 (2011-03-11)
An experimentally simple sequential one-pot RuAAC reaction, affording 1,5-disubstituted 1H-1,2,3-triazoles in good to excellent yields starting from an alkyl halide, sodium azide, and an alkyne, is reported. The organic azide is formed in situ by treating the primary alkyl halide
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