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Sigma-Aldrich

(Bromomethylene)dimethyliminium bromide

95%

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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

Quality Level

100

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

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)

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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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