32596

Diallyl pyrocarbonate

≥95.0% (T)

• Synonym(s): (Alloc)₂O, Diallyl dicarbonate
• Linear Formula: (CH₂=CHCH₂OCO)₂O
• CAS Number: 115491-93-5
• Molecular Weight: 186.16
• Beilstein/REAXYS Number: 4390381
• MDL number: MFCD00077721
• UNSPSC Code: 12352108
• PubChem Substance ID: 57648690

Properties

• assay: ≥95.0% (T)
• refractive index: n20/D 1.434 (lit.); n20/D 1.434
• bp: 60 °C/0.05 mmHg (lit.)
• density: 1.121 g/mL at 25 °C (lit.)
• application(s): peptide synthesis
• storage temp.: 2-8°C
• SMILES string: C=CCOC(=O)OC(=O)OCC=C
• InChI: 1S/C8H10O5/c1-3-5-11-7(9)13-8(10)12-6-4-2/h3-4H,1-2,5-6H2
• InChI key: XVSSGIXTKVRGAR-UHFFFAOYSA-N

Description

General description

Diallyl pyrocarbonate or (Alloc)₂O is used as a reagent for the introduction of allyloxycarbonyl (Alloc or Aloc) protecting group to primary and secondary amines. In peptide synthesis, it is also used to protect amino acid functional groups due to its stability to the acidic and basic conditions. Various amino functional groups such as amino sugars and nucleosides are also protected by using diallyldicarbonate reagent.

Other Notes

Reagent for the convenient introduction of the N-allyloxycarbonyl (N-Alloc) amino protection ; Allyl carbamate protections can be readily cleaved by palladium(0) reagents.

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: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 201.2 °F - closed cup
• flash_point_c: 94 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter