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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:
13057-17-5
Molecular Weight:
124.96
MDL number:
MFCD00000171
UNSPSC Code:
12352100
PubChem Substance ID:
24849953
NACRES:
NA.22

grade

technical grade

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. It was used in the synthesis of 1-methoxymethyl-4-tritylthio-2-azetidinone.

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

80.6 °F - closed cup

flash_point_c

27 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW2544
MKCR9212
MKCR0221
MKCQ1432
MKCP7363

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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)
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)
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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