bis(4-nitrophenyl) carbonate

• ChemBase ID: 78020
• Molecular Formular: C13H8N2O7
• Molecular Mass: 304.21182
• Monoisotopic Mass: 304.03315061
• SMILES: O(c1ccc(cc1)[N+](=O)[O-])C(=O)Oc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C(Oc1ccc(cc1)[N+](=O)[O-])Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C13H8N2O7/c16-13(21-11-5-1-9(2-6-11)14(17)18)22-12-7-3-10(4-8-12)15(19)20/h1-8H
• InChIKey: ACBQROXDOHKANW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(4-nitrophenyl) carbonate
• IUPAC Traditional name: bis(4-nitrophenyl) carbonate
• Synonyms: 4-Nitrophenyl carbonate; Bis(4-nitrophenyl) carbonate; Carbonic acid bis(4-nitrophenyl) ester; Bis(4-nitrophenyl) carbonate; 4-硝基苯基碳酸酯; 双(4-硝基苯)碳酸酯; 双(对硝基苯)碳酸酯

Database IDs

• CAS Number: 5070-13-3
• EC Number: 225-775-4
• MDL Number: MFCD00007322
• Beilstein Number: 1892897
• PubChem SID: 24849099; 24849947; 162042855
• PubChem CID: 78756

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.7377248
• LogD (pH = 7.4): 3.7377248
• Log P: 3.7377248
• Molar Refractivity: 71.2326 cm^3
• Polarizability: 27.104471 Å^3
• Polar Surface Area: 121.81 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 136-139 °C(lit.); 136-139°C; 136-139°C; 137-142 °C

Safety Information

• Storage Warning: Irritant/Moisture Sensitive/Store under inert gas; Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26-36
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (CHN); ≥99%; 95+%; 98%
• Grade: purum
• Linear Formula: (O2NC6H4O)2CO

DETAILS

Sigma Aldrich - 161691

Application
Reagent for the preparation of activated 4-nitrophenyl esters of N-protected amino acids.
Reagent for the synthesis of 4-nitrophenyl active esters of amino acids. Used in the preparation of symmetrical and unsymmetrical ureas.
Packaging
10 g in poly bottle

Sigma Aldrich - 15118

Application
Reagent for the synthesis of 4-nitrophenyl active esters of amino acids.1,2 Used in the preparation of symmetrical and unsymmetrical ureas.3

REFERENCES

• Reagent for peptide coupling in the presence of triethylamine in DMF, via the p-nitrophenyl active ester: Liebigs Ann. Chem.,655, 189 (1962); Helv. Chim. Acta, 46, 795 (1963). See Appendix 6.
• Has also been used as a coupling reagent in the synthesis of carbamate linked cytosine oligomers: J. Org. Chem., 52, 4202 (1987), and of ureido sugars: Carbohydr. Res., 203, 302 (1990).