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161756

Sigma-Aldrich

Bromomethyl methyl ether

technical grade, 90%

Synonym(s):

1-Bromomethyl methyl ether, Bromomethoxymethane, Methoxymethyl bromide

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About This Item

Linear Formula:
BrCH2OCH3
CAS Number:
Molecular Weight:
124.96
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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grade

technical grade

Quality Level

Assay

90%

form

liquid

refractive index

n20/D 1.456 (lit.)

bp

87 °C (lit.)

density

1.531 g/mL at 25 °C (lit.)

functional group

bromo
ether

storage temp.

2-8°C

SMILES string

COCBr

InChI

1S/C2H5BrO/c1-4-2-3/h2H2,1H3

InChI key

JAMFGQBENKSWOF-UHFFFAOYSA-N

Application

Bromomethyl methyl ether was used in enantiocontrolled synthesis of intermediate containing carbons 18 to 35 of the macrocyclic immunosuppressant FK-506[1]. It was used in the synthesis of 1-methoxymethyl-4-tritylthio-2-azetidinone[2].

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

80.6 °F - closed cup

Flash Point(C)

27 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Nuclear analogs of β-lactam antibiotics. XVI. Aldol condensations of N-protected 4-tritylthio-2-azetidinones.
Martel A, et al.
Canadian Journal of Chemistry, 61(3), 613-618 (1983)
Enantioselective synthesis of the C (18)-C (35) segment of immunosuppressant FK-506 using efficient new methodology.
Corey EJ and Huang H-C.
Tetrahedron Letters, 30(39), 5235-5238 (1989)
Archana Prasad et al.
Scientific reports, 6, 39490-39490 (2016-12-22)
Amyotrophic lateral sclerosis (ALS) is a fatal neurodegenerative disease associated with aggregation of TAR DNA-binding protein-43 (TDP-43) in neuronal cells and manifests as motor neuron dysfunction &muscle atrophy. The carboxyl-terminal prion-like domain of TDP-43 can aggregate in vitro into toxic

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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