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Merck

C2776

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate

greener alternative

organic cyanylating reagent

Synonym(s):

Cyanopyridinium Agent, CDAP

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About This Item

Empirical Formula (Hill Notation):
C8H10BF4N3
CAS Number:
Molecular Weight:
234.99
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5685616
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Quality Segment

assay

≥97.00% (TLC)

form

powder

mol wt

234.99 g/mol

greener alternative product characteristics

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sustainability

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concentration

90-100 % (w/w) (1-Cyano-4-dimethylammoniumpyridinium tetrafluoroborate)

color

white to yellow

solubility

acetonitrile: 49.00-51.00 mg/mL, clear to slightly hazy, colorless to yellow

λmax

298-302 nm (0.1 N HCl)

fluorescence

(EmM at Lambda max 28.00 - 32.00)

greener alternative category

storage temp.

−20°C

SMILES string

[F-].FB(F)F.CN(C)c1cc[n+](cc1)C#N

InChI

1S/C8H10N3.BF3.FH/c1-10(2)8-3-5-11(7-9)6-4-8;2-1(3)4;/h3-6H,1-2H3;;1H/q+1;;/p-1

InChI key

ONCRRSYBEJHQMM-UHFFFAOYSA-M

General description

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate is an organic cyanylating agent also termed CDAP. It is a unique cystine-labeling reagent due to its reactive nature under acidic conditions. This feature provides CDAP an advantage over other sulfhydryl labeling agents, as it can avoid potential thiol-disulfide exchange.
We are committed to bringingyou greener alternative products, which adhere to one or more of the 12Principles of Greener Chemistry. 1-Cyano-4-DimethylaminopyridineTetrafluoroborate (CDAP) is a safer alternative to cyanogen bromide (CNBr) foractivating soluble polysaccharides in vaccine development. It operates at lowerpH levels, reducing toxicity and side reactions. CDAP enables quick activationfor protein-polysaccharide conjugate vaccines, bioconjugation, and drugdelivery, promoting sustainable practices in biochemistry and pharmaceuticals. Click here for more information.

Application

1-Cyano-4-dimethylaminopyridinium (CDAP) has been used in the synthesis of conjugate vaccines as a cyanylating agent. Activation of cellulose dialysis membrane for immunosensor applications used CDAP as an activation agent.

Features and Benefits

When compared to Cyanogen Bromide (CNBr), a similar reagent, CDAP is:

  • Easier to use.
  • Can operate at lower pH levels.
  • Fewer side reactions.
  • Cyanogen Bromide is hazardous in nature.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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