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

L09837 Bromomethyl methyl ether, tech. 90%

Codice CAS
13057-17-5
Sinonimi
BMME
Methoxymethyl bromide

Dimensioni Prezzo ($) Quantità Disponibilità
5g 34,00
25g 113,00
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Bromomethyl methyl ether, tech. 90%

MDL
MFCD00000171

Proprietà chimiche

Formula
BrCH2OCH3
Peso formula
124.97
Punto di ebollizione
86-87°
Punto di infiammabilità
26°(78°F)
Densità
1.531
Indice di rifrazione
1.4520-1.4600
Sensibilità
Moisture Sensitive
Solubilità
Sparingly soluble in water.

Applicazioni

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.

Note

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.

Letteratura

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).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H226-H302-H312-H332-H315-H319-H351-H335

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

Dichiarazioni precauzionali: P210-P201-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Obtain special instructions before use. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
1730853
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2909.19
TSCA
Yes

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