CAS 70-34-8|FDNB|Sanger's Reagent|1-FLUORO-2,4-DINITROBENZENE|2,4-Dinitro-1-fluorobenzene 99%|DNPF|DNFB|1-fluoro-2,4-dinitrobenzene|dinitrofluorobenzene|2,4-DINITROFLUOROBENZENE|1-Fluoro-2,4-dinitro...

General Information

Structure

Molecular Formula

C₆H₃FN₂O₄

Molecular Mass

186.0974232

Exact Mass

186.00768481

Charge

InChI

InChI=1S/C6H3FN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H

InChIKey

LOTKRQAVGJMPNV-UHFFFAOYSA-N

Canonic Smiles

[O-][N+](=O)c1ccc(c(c1)[N+](=O)[O-])F

Isomeric Smiles

Fc1c(cc(cc1)[N+](=O)[O-])[N+](=O)[O-]

Calculated Properties

JChem

Acid pKa

18.12873

H Acceptors

H Donor

LogD (pH = 5.5)

1.9959161

LogD (pH = 7.4)

1.9959161

Log P

1.9959161

Molar Refractivity

38.9154

Polarizability

14.10993

Polar Surface Area

86.28

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

Sanger's ReagentFDNB1-FLUORO-2,4-DINITROBENZENEDNPF2,4-Dinitro-1-fluorobenzene 99%DNFB2,4-DINITROFLUOROBENZENE1-Fluoro-2,4-dinitrobenzene2,4-二硝基氟苯Dinitrofluorobenzene2,4-二硝基-1-氟苯2,4-dinitro-1-fluorobenzene1-Fluoro-2,4-dinitrobenzene桑格试剂Sanger reagent2,4-Dinitrofluorobenzene2,4-二硝基-1-氟苯

IUPAC name

1-fluoro-2,4-dinitrobenzene

IUPAC Traditional name

dinitrofluorobenzene

Names and Identifiers

Registration numbers

Wikipedia Title

1-Fluoro-2,4-dinitrobenzene

Chemspider ID

21106037

CHEBI ID

53049

Unique Ingredient Identifier

PubChem CID

CHEMBL

CAS Number

EC Number

PubChem SID

2489347024866357162081816

MDL Number

MFCD00007056

Beilstein Number

398632

Merck Index

144172

Registration numbers

Properties

Safety Information

Toxic/Irritant/Moisture Sensitive/Store under Argon/Keep Cold

153

S:36/37/39

26-36/37

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

Molecule Details

Apollo Scientific

PC3040

Nucleophiles can displace the activated fluorine atom.Reagent for labelling of terminal amino acid groups.

MP Biomedicals

02101604

Purity: ~98-99%
Reagent for labeling terminal amino acid groups.

02150964

Purity: ~97%
Reagent for labeling terminal amino acid groups.

05202495

MP Biomedicals Rare Chemical collection

Wikipedia

1-Fluoro-2,4-dinitrobenzene

Sigma Aldrich

D1529

包装
10, 25, 100 mL in glass bottle

D196800

Packaging
100 g in glass bottle
Application
Reagent for labeling terminal amino acid groups.1 Used in the detection of phenols.2 Suppresses the action potential in nerves.3 Induces contact hypersensitivity.4

42085

Packaging
50, 250 g in glass bottle

42080

Other Notes
For the modification and determination of amino acids, peptides and phenols 1,2; As a probe for the presence of hydrodisulfide groups in proteins3, For the detection of amphetamine enantiomers by circular dichroism spectroscopy4.

Molecule Details

References

PubChem Literature

From Data Sources

• Biochem. J. , 45 : 563 (1949).

• Has been used as a means of protection for the thiol group. The resulting thioether can be cleaved quantitatively with 2-mercaptoethanol: Biochem. Biophys. Res. Commun., 29, 178 (1967).

• Used for labelling terminal amino acids in peptides: Biochem. J., 45, 563 (1949); Biochemistry, 20, 512 (1981).

• The activated fluoro-substituent is readily displaced by nucleophiles under mild conditions. The anomeric center of a carbohydrate has been protected as the 2,4-dinitrophenyl ether in the presence of DABCO in DMF: Rec. Trav. Chim., 99, 355 (1980).

• Can also be used for the masking of the imidazole ring in histidine as the 2,4-dinitrophenyl derivative during peptide synthesis, introduced in the presence of, e.g. K₂CO₃: Biochem. Biophys. Acta., 82, 412 (1964). The group can be cleaved by treatment with thioglycolic acid, mercaptoethanol, dithiothreitol or thiophenol: Biochem. Biophys. Res. Commun., 29, 178 (1967); Biochemistry, 9, 5122 (1970). The electron withdrawing character of the group has been shown to reduce racemization promoted by the imidazole function: J. Biol. Chem., 247, 4768 (1972). See Appendix 6.

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

1-fluoro-2,4-dinitrobenzene

IUPAC Traditional name

dinitrofluorobenzene

Registration numbers

Wikipedia Title

1-Fluoro-2,4-dinitrobenzene

Chemspider ID

21106037

CHEBI ID

53049

Unique Ingredient Identifier

PubChem CID

CHEMBL

CAS Number

EC Number

PubChem SID

2489347024866357162081816

MDL Number

Beilstein Number

Merck Index

Molecule Details

PC3040

Nucleophiles can displace the activated fluorine atom.Reagent for labelling of terminal amino acid groups.

MP Biomedicals

02101604

Purity: ~98-99%
Reagent for labeling terminal amino acid groups.

02150964

Purity: ~97%
Reagent for labeling terminal amino acid groups.

05202495

MP Biomedicals Rare Chemical collection

Wikipedia

1-Fluoro-2,4-dinitrobenzene

Sigma Aldrich

D1529

包装
10, 25, 100 mL in glass bottle

D196800

42085

Packaging
50, 250 g in glass bottle

42080

References

PubChem Literature

From Data Sources

• Biochem. J. , 45 : 563 (1949).

• Has been used as a means of protection for the thiol group. The resulting thioether can be cleaved quantitatively with 2-mercaptoethanol: Biochem. Biophys. Res. Commun., 29, 178 (1967).

• Used for labelling terminal amino acids in peptides: Biochem. J., 45, 563 (1949); Biochemistry, 20, 512 (1981).

Bioactivity

PubChem BioAssay

Properties

Safety Information

Toxic/Irritant/Moisture Sensitive/Store under Argon/Keep Cold

153

S:36/37/39

26-36/37

Molecule

ID:95166