BIS(4-NITROPHENYL) CARBONATE

Product Name: 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
Formula Weight: 304.21
MOL File: 5070-13-3.mol

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BIS(4-NITROPHENYL) CARBONATE Property

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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/38
Safety Statements: 26-36
WGK Germany: 3
F: 10-21
HS Code: 29209090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 161691
Product name: Bis(4-nitrophenyl) carbonate
Purity: ≥99%
Packaging: 10g
Price: $125
Updated: 2025/07/31

TCI Chemical

Product number: C1481
Product name: Bis(4-nitrophenyl) Carbonate
Purity: >98.0%(HPLC)
Packaging: 5g
Price: $61
Updated: 2025/07/31

TCI Chemical

Product number: C1481
Product name: Bis(4-nitrophenyl) Carbonate
Purity: >98.0%(HPLC)
Packaging: 25g
Price: $183
Updated: 2025/07/31

TRC

Product number: B506130
Product name: Bis(4-nitrophenyl) Carbonate
Packaging: 50g
Price: $285
Updated: 2021/12/16

Usbiological

Product number: 285744
Product name: 4-Nitrophenyl carbonate
Packaging: 50g
Price: $337
Updated: 2021/12/16

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BIS(4-NITROPHENYL) CARBONATE Chemical Properties,Usage,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

102-09-0

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

BIS(4-NITROPHENYL) CARBONATE Preparation Products And Raw materials

Raw materials

Triphosgene 4-Nitrophenol

Preparation Products

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BIS(4-NITROPHENYL) CARBONATE Suppliers

Americas 1 China 250 Europe 1 Germany 2 India 12 Japan 1 Switzerland 1 United Kingdom 4 United States 21 Global 293

HBCChem, Inc.

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View Lastest Price from BIS(4-NITROPHENYL) CARBONATE manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: Bis(4-nitrophenyl) carbonate 5070-13-3
Price: US $79.00-38.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-11-22

Hebei Chuanghai Biotechnology Co., Ltd

Product: Bis(4-nitrophenyl)carbonate 5070-13-3
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-28

Shaanxi Dideu New Materials Co. Ltd

Product: BIS(4-NITROPHENYL) CARBONATE 5070-13-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-04-10

5070-13-3, BIS(4-NITROPHENYL) CARBONATERelated Search:

Methyl pentafluoropropionate 4-Nitrosophenol 1-(METHOXYMETHOXY)BENZENE 4-Nitroanisole AMMONIUM CARBONATE BIS(2,4-DINITROPHENYL) CARBONATE Diphenyl carbonate METHYL PHENYL CARBONATE BIS(4-NITROPHENYL) CARBONATE 4-NITROSOANISOLE 4-Nitrophenyl formate Ammonium carbonate Dimethyl carbonate DIPHENOXYMETHANE

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 &gt

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