Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

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

L09837 Bromomethyl methyl ether, tech. 90%

CAS Number
13057-17-5
Synonyms
BMME
Methoxymethyl bromide

Size Price ($) Quantity Availability
5g 34.00
25g 113.00
Add to Cart Add to Quote Request View Item

Bromomethyl methyl ether, tech. 90%

MDL
MFCD00000171

Chemical Properties

Formula
BrCH2OCH3
Formula Weight
124.97
Boiling Point
86-87°
Flash Point
26°(78°F)
Density
1.531
Refractive Index
1.4520-1.4600
Sensitivity
Moisture Sensitive
Solubility
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.

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: 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.

Precautionary Statements: 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.

Other References

Beilstein
1730853
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2909.19
TSCA
Yes

Recommended

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware