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

L09837 Bromomethyl methyl ether, tech. 90%

Numéro CAS
13057-17-5
Synonymes
BMME
Methoxymethyl bromide

Dimensions Prix ($) Quantité Disponibilité
5g 34,30
25g 114,33
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Bromomethyl methyl ether, tech. 90%

MDL
MFCD00000171

Propriétés chimiques

Formule
BrCH2OCH3
Poids formulaire
124.97
Point d'ébullition
86-87°
Point d'éclair
26°(78°F)
Densité
1.531
Indice de réfraction
1.4520-1.4600
Sensibilité
Moisture Sensitive
Solubilité
Sparingly soluble in water.

Applications

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.

Notes

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.

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (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.

Mentions de prudence: 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.

Autres références

Beilstein
1730853
Classe de danger
3
Groupe d'emballage
II
Code tarifaire harmonisé
2909.19
TSCA
Yes

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Catalyseurs

Analytique et matériel de laboratoire