[1,2-Bis(ethoxycarbonyl)hydrazineyl]triphenylphosphonium Trifluoromethanesulfonate TCI B7082

Chemical Identity

Other names: BEHT Triflate · [1,2-Bis(ethoxycarbonyl)hydrazineyl]triphenylphosphonium Triflate
CAS No.: 3075704-21-8
PubChem: CID 172916063
Formula: C25H26F3N2O7PS
Molecular weight: 586.52 g/mol
Purity: >98.0%(HPLC)(qNMR)
Storage: 0-10°C

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: [ethoxycarbonyl-(ethoxycarbonylamino)amino]-triphenylphosphanium;trifluoromethanesulfonate
SMILES: CCOC(=O)NN(C(=O)OCC)[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.C(F)(F)(F)S(=O)(=O)[O-]
InChIKey: HYMHTRAMEOGPDA-UHFFFAOYSA-N
MDL: MDL35625138

Rp 769.650,00

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Berat 1g 5g 25g

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TCI B7082 is a preformed phosphonium salt derived from triphenylphosphine and a dialkyl azodicarboxylate, stabilized as its trifluoromethanesulfonate. It streamlines Mitsunobu-type dehydrative couplings by combining both reagent components in a single, easily weighed solid. This avoids handling heat- and shock-sensitive liquid azodicarboxylates while fixing the reagent stoichiometry. Offered in 1 g, 5 g, and 25 g sizes, it should be kept dry, cool, and away from heat sources and strong reducing agents.

Advantages (TCI brochure)

Stable and easy-to-handle solid
Enables a simplified experimental procedure without the need for dropwise addition of azo compounds
Applicable to weakly acidic nucleophiles (pKa >11) such as amines, carboxylic acids, and thiols

TCI brochures (PDF)

Mitsunobu Reaction Reagent BEHT Triflate 2025-09-18 · p. 1
Mitsunobu Reaction 2026-07-22 · p. 4

Related TCI products

From the TCI brochure

Mitsunobu reaction reagent
SN2 substitution giving stereo-inverted products from optically active alcohols with minimal loss of optical purity
Reaction reported to scale up to 10 mmol and applied to pharmaceutical synthesis