Dansyl chloride

Dansyl chloride Basic information
Uses
Product Name:Dansyl chloride
Synonyms:1-(dimethylamino)-5-naphthalenesulfonylchloride;1-chlorosulfonyl-5-dimethylaminonaphthalene;5-(dimethylamino)-1-naphthalenesulfonylchlorid;5-dimethylaminonaphthyl-5-sulfonylchloride;5-Dimethylamino-1-naphthalenesulphonyl chloride~DNSCl;Dansyl chloride 99+ %;5-(N,N-DIMETHYLAMINO)-NAPHTHALENE-1-SULF ONYL CHLORIDE FOR THE FLUORES-CENT-MARK;DANSYL CHLORIDE, 98+%
CAS:605-65-2
MF:C12H12ClNO2S
MW:269.75
EINECS:210-092-6
Product Categories:marker;Amines;Aromatics;Fluorescent Labels & Indicators;Sulfur & Selenium Compounds;Amino Group Labeling Reagents for Fluorescence HPLC;Analytical Chemistry;Fluorescence Detection (HPLC Labeling Reagents);HPLC Labeling Reagents;Hydroxyl Group Labeling Reagents for Fluorescence HPLC
Mol File:605-65-2.mol
Dansyl chloride Structure
Dansyl chloride Chemical Properties
Melting point 72-74 °C(lit.)
Boiling point 371.3±22.0 °C(Predicted)
density 1.1702 (rough estimate)
refractive index 1.5630 (estimate)
storage temp. 2-8°C
solubility acetone: 50 mg/mL
form powder and chunks
pka2.38±0.40(Predicted)
color yellow to orange
Water Solubility Soluble in dimethyl fluoride, acetone, chloroform, pyridine, benzene and dioxane. Insoluble in water.
Sensitive Moisture Sensitive
Merck 14,2814
BRN 2217205
Stability:Hygroscopic, Moisture Sensitive
InChIKeyXPDXVDYUQZHFPV-UHFFFAOYSA-N
CAS DataBase Reference605-65-2(CAS DataBase Reference)
EPA Substance Registry System1-Naphthalenesulfonyl chloride, 5-(dimethylamino)- (605-65-2)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45-3
RIDADR UN 3261 8/PG 2
WGK Germany 3
RTECS QK3688000
10-21
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29214980
MSDS Information
ProviderLanguage
5-(Dimethylamino)naphthalene-1-sulfonyl chloride English
SigmaAldrich English
ACROS English
ALFA English
Dansyl chloride Usage And Synthesis
Uses

Dansyl chloride or 5-Dimethylaminonaphthalene-1-sulfonyl chloride (CAS 605-65-2) is a fluorogenic reagent used for protein, N-terminal amino acid and peptide detection by reverse phase high performance liquid chromatography (HPLC). It is also used to determine the degree of labeling in chymotrypsin and ovalbumin. It acts as a precursor for the synthesis of other derivatives like dansyl amide.
Dansyl chloride is non-fluorescent until it reacts with amines. The resulting Dansyl amides have environmentally sensitive fluorescence quantum yields and emission maxima along with large Stokes shifts. This environment-sensitive fluorescence property has made Dansyl chloride an important tool for biophysical studies.

Chemical Propertiesyellow to orange-yellow crystalline powder
UsesDansyl chloride is a fluorogenic reagent used for protein, N-terminal amino acid and peptide detection by reverse phase high performance liquid chromatography (HPLC). It is also used to determine the degree of labeling in chymotrypsin and ovalbumin. It acts as a precursor for the synthesis of other derivatives like dansyl amide.
UsesIn fluorescent labelling, column chromatography, HPLC.
UsesA fluorogenic reagent for N-terminal derivatization of amino acids and peptides and detection by reverse phase HPLC.
UsesReagent for fluorescent labelling of amines, amino acids and proteins.
DefinitionChEBI: Dansyl chloride is an aminonaphthalene and a sulfonic acid derivative.
General DescriptionDansyl chloride is a fluorogenic reagent which is typically employed for the derivatization of amino acids.
Biochem/physiol ActionsDansyl chloride is a sulfonyl chloride compound. It is used to end tag amino groups of peptides and proteins. Dansyl chloride is used for derivatization of free amino acids and amines in neural samples and biological fluids. It is used to study fluorescent conjugates of albumin, protein conformational changes studies and active site characterization.
Safety ProfilePoison by intravenous route, When heated to decomposition it emits very toxic fumes of Cland NOx
cycloheptaamylose-dansyl chloride complex DANSYL CHLORIDE = 5-DIMETHYLAMINO-1-NAPHTHALENE- SULPHONYL CHLORIDE = DNSCL CHLORDANE 5-(ACETYL-ETHYL-AMINO)-NAPHTHALENE-1-SULFONYL CHLORIDE BANSYL CHLORIDE 1-Naphthalenesulfonyl chloride N-Acetylsulfanilyl chloride 5-DIETHYLAMINO-NAPHTHALENE-1-SULFONYL CHLORIDE 2,6-DIMETHYLNAPHTHALENE Ferric chloride CHLORDAN TECHNICAL MIXTURE PESTANAL Pivaloyl chloride DANSYL CHLORIDE, (5-DIMETHYLAMINO-1-NAPHTHALENE- 5-[(2,2-DIMETHYL-PROPIONYL)-ETHYL-AMINO]-NAPHTHALENE-1-SULFONYL CHLORIDE Dansyl Chloride (1.03094) 5-(2,5-DIOXO-PYRROLIDIN-1-YL)-NAPHTHALENE-1-SULFONYL CHLORIDE DANSYL CHLORIDE, [METHYL-14C] 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile

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