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

L09837 Bromomethyl methyl ether, tech. 90%

CAS-Nummer
13057-17-5
Synonyme
BMME
Methoxymethyl bromide

Größe Preis ($) Menge Verfügbarkeit
5g 34,30
25g 114,33
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Bromomethyl methyl ether, tech. 90%

MDL
MFCD00000171

Chemische Eigenschaften

Formel
BrCH2OCH3
Molmasse
124.97
Siedepunkt
86-87°
Flammpunkt
26°(78°F)
Dichte
1.531
Brechungsindex
1.4520-1.4600
Sensitivität
Moisture Sensitive
Löslichkeit
Sparingly soluble in water.

Anwendungen

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.

Bemerkungen

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.

Literaturverweise

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).

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): 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.

Sicherheitshinweise: 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.

Weitere Referenzen

Beilstein
1730853
Gefahrenklasse
3
Verpackungsgruppe
II
Harmonized Tariff Code
2909.19
TSCA
Yes

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