93397

Tris(tetrabutylammonium) hydrogen pyrophosphate

≥97.0% (calc. on dry substance, T)

• Synonym(s): Pyrophosphoric acid tris(tetrabutylammonium) salt, Tetrabutylammonium pyrophosphate (3:1)
• Linear Formula: [(CH₃CH₂CH₂CH₂)₄N⁺]₃[O=P(O^-)₂OP(=O)(O^-)OH]
• CAS Number: 76947-02-9
• Molecular Weight: 902.34
• Beilstein/REAXYS Number: 4632762
• MDL number: MFCD00210109
• UNSPSC Code: 12352116
• PubChem Substance ID: 57653501
• NACRES: NA.22

Properties

• assay: ≥97.0% (calc. on dry substance, T)
• form: crystals
• impurities: ≤8% water
• functional group: amine; phosphate
• storage temp.: 2-8°C
• SMILES string: OP([O-])(=O)OP([O-])([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC
• InChI: 1S/3C16H36N.H4O7P2/c3*1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-8(2,3)7-9(4,5)6/h3*5-16H2,1-4H3;(H2,1,2,3)(H2,4,5,6)/q3*+1;/p-3
• InChI key: BMTUFQKYWWLCLC-UHFFFAOYSA-K

Description

Application

• The Role of the Maleimide Ring System on the Structure-Activity Relationship of Showdomycin: Discusses unexpected triphosphorylation involving Tris(tetrabutylammonium) hydrogen pyrophosphate (P Rosenqvist et al. - European Journal of Organic Chemistry, 2022).


• Chemical Approaches to Inhibitors of Isoprenoid Biosynthesis: Mentions the reduction of ester group in the context of pyrophosphate chemistry (P Merino et al. - RSC Advances, 2017).


• Emissive Synthetic Cofactors: Involves Tris(tetrabutylammonium) hydrogen pyrophosphate in the synthesis of an ATP analog (J Feldmann, Y Li, Y Tor - Chemistry-A European Journal, 2019).

Other Notes

Reagent for pyrophosphorylation; reaction of isoprenoid derivatives[1][2][3]; Pyrophosphorylation of nucleosides[4]; Triphosphorylation of nucleosides[5]

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves