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160210

Sigma-Aldrich

4-Nitrophenyl chloroformate

96%, for peptide synthesis

Synonym(s):

Chloroformic acid 4-nitrophenyl ester

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25 G
£128.00
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£176.00

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5 G
£40.20
25 G
£128.00
100 G
£176.00

About This Item

Linear Formula:
ClCO2C6H4NO2
CAS Number:
7693-46-1
Molecular Weight:
201.56
Beilstein:
518127
EC Number:
231-706-9
MDL number:
MFCD00007321
UNSPSC Code:
12352108
PubChem Substance ID:
24849861
NACRES:
NA.22

£40.20

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Product Name

4-Nitrophenyl chloroformate, 96%

Quality Level

200

Assay

96%

form

powder

reaction suitability

reaction type: Carbonylations

bp

159-162 °C/19 mmHg (lit.)

mp

77-79 °C (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc(OC(Cl)=O)cc1

InChI

1S/C7H4ClNO4/c8-7(10)13-6-3-1-5(2-4-6)9(11)12/h1-4H

InChI key

NXLNNXIXOYSCMB-UHFFFAOYSA-N

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1 of 4

This Item
N3627N025261716
4-Nitrophenyl chloroformate 96%

160210

4-Nitrophenyl chloroformate

4-Nitrophenyl stearate lipase substrate

N3627

4-Nitrophenyl stearate

4-Nitrophenyl decanoate lipase substrate

N0252

4-Nitrophenyl decanoate

4-Nitrophenyl dodecanoate ≥98.0% (GC)

61716

4-Nitrophenyl dodecanoate

form

powder

form

powder

form

powder

form

-

assay

96%

assay

≥90% (TLC)

assay

≥98% (TLC)

assay

≥98.0% (GC)

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

mp

77-79 °C (lit.)

mp

-

mp

-

mp

~46 °C

reaction suitability

reaction type: Carbonylations

reaction suitability

-

reaction suitability

-

reaction suitability

-

General description

4-Nitrophenyl chloroformate, also known as p-nitrophenyl chloroformate, is a coupling agent used in the synthesis of ureas, carbamates, and carbonates. It is also used as a building block in solid-phase peptide synthesis (SPPS) to obtain altered side chain functionalities in peptides.[1]

Application

4-Nitrophenyl chloroformate is used as:
  • A coupling agent to link the drug molecule with the polyrotaxane carrier molecule[2]
  • As an activated ester reagent that enables the covalent coupling of a peptide onto a macromer, such as oligo(poly(ethylene glycol) fumarate) (OPF)[3]

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
HMBK6344
HMBK6084
HMBK6302
HMBK5978
HMBK5681

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Bioorganic & Medicinal Chemistry, 10(3), 517-523 (2002)
4-Nitrophenyl chloroformate: A versatile coupling reagent.
Sammet B, et al.
Synlett, 2009(18), 3050-3051 (2009)
Zhuojun Gu et al.
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