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13057-17-5 - Bromomethyl methyl ether, tech. 90% - BMME - Methoxymethyl bromide - L09837 - Alfa Aesar

L09837 Bromomethyl methyl ether, tech. 90%

Número CAS
13057-17-5
Nombre Alternativo
BMME
Methoxymethyl bromide

Tamaño Precio ($) Cantidad Disponibilidad
5g 34,30
25g 114,33
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Bromomethyl methyl ether, tech. 90%

MDL
MFCD00000171

Propiedades químicas

Fórmula
BrCH2OCH3
Peso molecular
124.97
Punto de ebullición
86-87°
Punto de inflamabilidad
26°(78°F)
Densidad
1.531
Índice de refracción
1.4520-1.4600
Sensibilidad
Moisture Sensitive
Solubilidad
Sparingly soluble in water.

Aplicaciones

Bromomethyl methyl ether is used as reagent for protection of OH groups as their methoxymethyl (MOM) ethers. It is used in enantiocontrolled synthesis of intermediate containing carbons 18 to 35 of the macrocyclic immunosuppressant FK-506. It was used in the synthesis of 1-methoxymethyl-4-tritylthio-2-azetidinone.

Notas

Moisture Sensitive. Store at 4°C. Do not store together with acids. Store away from water and strong bases. Incompatible with acids, bases, moisture, heat and oxidizing agents.

Referencias documentales

Takeshi Oriyama; Mikio Kimura; Gen Koga. A One-Step Conversion of p-Methoxybenzyl Ethers into Methoxymethyl Ethers by the Action of Dimethoxymethane in the Presence of Tin(II) Bromide and Bromomethyl Methyl Ether.Bulletin of the Chemical Society of Japan.1994, 67 (3), 885-887.

Reagent for protection of OH groups as their methoxymethyl (MOM) ethers. The group can be introduced in the presence of a base such as N-ethyldiisopropylamine: Tetrahedron Lett., 26, 6461 (1986); 30, 1971 (1989). Aryl acetates are converted directly into aryl methoxymethyl ethers in the presence of NaOMe in DMF: Synth. Commun., 29, 2217 (1999).

A method for the ɑ-methylenation of lactones involves alkylation of the ɑ-lithio derivative, followed by elimination of methanol: J. Am. Chem. Soc., 102, 3964 (1980).

For a review of the use of ɑ-monohalo ethers in synthesis, see: Synthesis, 1 (1995).

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H226-H351-H302-H312-H332-H315-H319-H335

Flammable liquid and vapour. Suspected of causing cancer. Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Indicaciones de precaución: P210-P201-P261-P280-P281-P303+P361+P353-P305+P351+P338-P304+P340-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Use personal protective equipment as required. 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 INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
1730853
Clase de peligro
3
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2909.19
TSCA
Yes

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