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BIS(4-NITROPHENYL) CARBONATE

CAS No.
5070-13-3
Chemical Name:
BIS(4-NITROPHENYL) CARBONATE
Synonyms
NPC;4-NITROPHENYL CARBONATE;BIS(4-NITROPHENYL) C;Bis(4-nitrophenyl) carbote;NPC 4-Nitrophenyl carbonate;Bis (4-nitropheny)carbonate;4-NITROPHENYL CARBONATE 98%;BIS(4-NITROPHENYL) CARBONATE;BIS(P-NITROPHENYL) CARBONATE;Di (p-nitrophenyl) carbonate
CBNumber:
CB2427065
Molecular Formula:
C13H8N2O7
Molecular Weight:
304.21
MDL Number:
MFCD00007322
MOL File:
5070-13-3.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:48

BIS(4-NITROPHENYL) CARBONATE Properties

Melting point 136-139 °C(lit.)
Boiling point 475.9±30.0 °C(Predicted)
Density 1.501±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Soluble in chloroform and tetrahydrofuran.
form Liquid
color Clear slightly yellow or greenish to brown
Sensitive Moisture Sensitive
BRN 1892897
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
SMILES C(OC1=CC=C([N+]([O-])=O)C=C1)(=O)OC1=CC=C([N+]([O-])=O)C=C1
CAS DataBase Reference 5070-13-3(CAS DataBase Reference)
FDA UNII 3VR53CW8U7
UNSPSC Code 12352108
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazard Codes  Xi
Risk Statements  36/38
Safety Statements  26-36
WGK Germany  3
10-21
HS Code  29209090
NFPA 704
1
2 1

BIS(4-NITROPHENYL) CARBONATE price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 161691 Bis(4-nitrophenyl) carbonate ≥99% 5070-13-3 10g $125 2025-07-31 Buy
TCI Chemical C1481 Bis(4-nitrophenyl) Carbonate >98.0%(HPLC) 5070-13-3 5g $61 2025-07-31 Buy
TCI Chemical C1481 Bis(4-nitrophenyl) Carbonate >98.0%(HPLC) 5070-13-3 25g $183 2025-07-31 Buy
TRC B506130 Bis(4-nitrophenyl) Carbonate 5070-13-3 50g $285 2021-12-16 Buy
Usbiological 285744 4-Nitrophenyl carbonate 5070-13-3 50g $337 2021-12-16 Buy
Product number Packaging Price Buy
161691 10g $125 Buy
C1481 5g $61 Buy
C1481 25g $183 Buy
B506130 50g $285 Buy
285744 50g $337 Buy

BIS(4-NITROPHENYL) CARBONATE Chemical Properties,Uses,Production

Chemical Properties

white to pale yellow or beige powder

Uses

Bis(4-nitrophenyl) carbonate is used as a reagent for preparation of symmetrical and unsymmetrical urea and 4-nitrophenyl esters of N-protected amino acids. It acts as a peptide coupling reagent. It finds application as a reagent for the preparation of carbamate linked cytosines.

Uses

Bis(4-nitrophenyl) Carbonate is used a peptide coupling reagent and reagent for formation of carbamate linked cytosines.

reaction suitability

reaction type: Carbonylations

Synthesis

Diphenyl carbonate

102-09-0

BIS(4-NITROPHENYL) CARBONATE

5070-13-3

Example 1: Nitration of diphenyl carbonate in the presence of nitrobenzene. To a 2000 mL reactor equipped with a mechanical stirrer, thermometer and jacketed charging funnel was added 107.11 g of diphenyl carbonate (0.5 mol) and 500 mL of nitrobenzene. The mixture was stirred until completely dissolved. Meanwhile, a mixed acid reagent was prepared by mixing 99.02 g of concentrated nitric acid and 125 mL of concentrated sulfuric acid in a beaker under cooling conditions. The cooled mixed acid reagent was transferred to a jacketed charging funnel and further cooled in an ice bath. After diphenyl carbonate was completely dissolved, the temperature of the reaction mixture was adjusted to 20 °C using an ice/water bath. The mixed acid reagent was slowly added dropwise at a rate that maintained the reaction temperature near 20°C for a total dropwise time of about 60 minutes. After the dropwise addition was completed, stirring of the reaction mixture was continued for 60 minutes. Subsequently, the reaction mixture was quenched by pouring the reaction mixture into 600 mL of ice/water mixture. 600 mL of ethyl acetate was added and the mixture was transferred to a dispensing funnel and shaken well. The organic layer was separated and the aqueous layer was extracted three times with 100 mL of ethyl acetate. The organic layers were combined and washed sequentially with 200 mL saturated sodium bicarbonate solution and 200 mL saturated brine. The organic layers were dried over anhydrous sodium sulfate and the ethyl acetate was removed by rotary evaporator. The nitrobenzene solution of the crude product was slowly poured into 2000 mL of cyclohexane and the precipitated crude product (215.16 g) was collected by filtration. Gas chromatographic analysis showed the following product composition: 95.6% 4,4'-dinitrodiphenyl carbonate, 0.6% 4,3'-dinitrodiphenyl carbonate, and 3.8% 4,2'-dinitrodiphenyl carbonate. The crude product was recrystallized by mixed solvent recrystallization from toluene and cyclohexane to give 142.7 g of bis(4-nitrophenyl) carbonate in 94% yield.

Purification Methods

Dissolve the carbonate in CHCl3, wash it with 2N NaOH (3 x) and once with conc HCl, dry (Na2SO4), evaporate and crystallise the residue from toluene (authors say prisms from 15 volumes of *benzene). [Glatthard & Matter Helv Chim Acta 46 795 1963, Beilstein 6 III 820.]

References

[1] Patent: US5037994, 1991, A
[2] Recueil des Travaux Chimiques des Pays-Bas, 1917, vol. 36, p. 51,57, 62
[3] Patent: US4101569, 1978, A
[4] Patent: US4101569, 1978, A
[5] Patent: US4101569, 1978, A

102-09-0
5070-13-3
Synthesis of BIS(4-NITROPHENYL) CARBONATE from Diphenyl carbonate
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View Lastest Price from BIS(4-NITROPHENYL) CARBONATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BIS(4-NITROPHENYL) CARBONATE pictures 2025-07-25 BIS(4-NITROPHENYL) CARBONATE
5070-13-3
US $0.00 / kg 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
Bis(4-nitrophenyl)carbonate pictures 2025-06-27 Bis(4-nitrophenyl)carbonate
5070-13-3
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Chuanghai Biotechnology Co., Ltd
Bis(4-nitrophenyl)carbonate pictures 2025-06-20 Bis(4-nitrophenyl)carbonate
5070-13-3
US $20.00-1.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
BIS(4-NITROPHENYL) CARBONATE CARBONIC ACID BIS(4-NITROPHENYL) ESTER BIS(P-NITROPHENYL) CARBONATE 4-NITROPHENYL CARBONATE Bis(4-nitrophenyl) carbonate reference substance Bis(4-nitrophenyl) carbonate ,97% p,p'-Dinitrodiphenylcarbonate NPC [Bis(4-nitrophenyl)carbonate] BIS(4-NITROPHENYL) CARBONATE, 99+% 4-4'-DINITRODIPHENYL CARBONATE NPC BIS(4-NITROPHENYL) C NPC 4-Nitrophenyl carbonate Bis (4-nitropheny)carbonate Bis(4-nitrophenyl)carbonate NPC Bis(4-nitrophenyl) Carbonate > 5070-13-3 C13H8N2O7 BIS(4-NITROPHENYL) CARBONATE Bis-(4-Nitrophenyl) carbonate (BNPC) Di (p-nitrophenyl) carbonate 4,4'-Dinitrodiphenyl carbonate 4-NITROPHENYL CARBONATE 98% Bis(4-nitrophenyl) carbote 5070-13-3 5070-13-0 C12H8N5O7P O2NC6H4O2CO Synthetic Reagents Active Esters/Additives Coupling Industrial/Fine Chemicals