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411531

Sigma-Aldrich

(Bromomethylene)dimethyliminium bromide

95%

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About This Item

Linear Formula:
BrCH=N(CH3)2(Br)
CAS Number:
24774-61-6
Molecular Weight:
216.90
Beilstein:
4155730
MDL number:
MFCD00191854
UNSPSC Code:
12352100
PubChem Substance ID:
24865753
NACRES:
NA.22

Assay

95%

form

solid

mp

148-153 °C (lit.)

SMILES string

[Br-].C\[N+](C)=C\Br

InChI

1S/C3H7BrN.BrH/c1-5(2)3-4;/h3H,1-2H3;1H/q+1;/p-1

InChI key

XIXYNENNFUBWFK-UHFFFAOYSA-M

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General description

(Bromomethylene)dimethyliminium bromide participates in one-carbon homologation of aldehydes to carboxylic acid derivatives.

Application

(Bromomethylene)dimethyliminium bromide (bromodi- methylformiminium bromide) may be employed for the synthesis of 6-phenyl-6-deoxy-2,3-di-O-methylcellulose.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Development of a one-pot method for the homologation of aldehydes to carboxylic acids.
McNulty J and Das P.
Tetrahedron, 65(37), 7794-7800 (2009)
Synthesis and NMR characterization of 6-Phenyl-6-deoxy-2, 3-di-O-methylcellulose.
Winsor DL, et al.
Polymers For Advanced Technologies, 13(6), 413-427 (2002)

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