Basic information
- CAS
605-65-2- Standard SMILES
CN(C)c1cccc2c(S(=O)(=O)Cl)cccc12- InChIKey
XPDXVDYUQZHFPV-UHFFFAOYSA-N- Molecular formula
- C12H12ClNO2S
- Average molar mass
- 269.75 g/mol
- Monoisotopic mass
- 269.0277275
Names & identifiers
- Preferred name
- Dansyl chloride
- IUPAC
- 5-(dimethylamino)naphthalene-1-sulfonyl chloride
- English name
- Dansyl chloride
- Molecular formula
- C12H12ClNO2S
- Molecular weight
- 269.75
Names & synonyms
Show more names
Database identifiers
- CAS
605-65-2- PubChem CID
- 11801
- DTXSID
DTXSID2060543- ChEBI
CHEBI:51907- UNII
- QMU9166TJ4
- EC Number
- 210-092-6
- Nikkaji
- J6.823C
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 45.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 363
Physicochemical properties
- Melting point
- 72 · 72-74 °C(lit.)
- Boiling point
- 371.3 · 371.3±22.0 °C(Predicted)
- Density
- 1.1702 · 1.1702 (rough estimate)
- refractive index
- 1.563 · 1.5630 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 50 mg/mL · acetone: 50 mg/mL
- form
- powder and chunks
- pka
- 2.38 · 2.38±0.40(Predicted)
- color
- yellow to orange
- Appearance
- Yellow solid
- Water Solubility
- Soluble in dimethyl fluoride, acetone, chloroform, pyridine, benzene and dioxane. Insoluble in water.
- Sensitive
- Moisture Sensitive
- Merck
- 14 · 14,2814
- BRN
- 2217205 · 2217205
- Stability
- Hygroscopic, Moisture Sensitive
- InChI
- 1S/C12H12ClNO2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3
- InChIKey
- XPDXVDYUQZHFPV-UHFFFAOYSA-N
- SMILES
- CN(C)c1cccc2c(cccc12)S(Cl)(=O)=O
- CAS DataBase Reference
- 605 · 605-65-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 9166 TJ4 · QMU9166TJ4
- EPA Substance Registry System
- 1 · 1-Naphthalenesulfonyl chloride, 5-(dimethylamino)- (605-65-2)
- UNSPSC Code
- 41116105 · 41116105
- NACRES
- 32 · NA.32
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 290 · H290-H314
- Precautionary statements
- 260 · P260-P280-P303+P361+P353-P305+P351+P338+P310
- Hazard Codes
- C
- Risk Statements
- 34 · 34
- Safety Statements
- 26 · 26-36/37/39-45-3
- RIDADR
- 3261 · UN 3261 8/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 3688000 · QK3688000
- F
- 10 · 10-21
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- III
- HS Code
- 29214980 · 29214980
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 Met · Eye Dam. 1Met. Corr. 1Skin Corr. 1B
- Limited Quantities
- 1 Kg · 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
Safety data
- F
- 10-21
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- QK3688000
- ridadr
- UN 3261 8/PG 2
- hs_code
- 29214980
- risk_code
- 34
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- safety_code
- 26-36/37/39-45-3
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- III
- Hazard statements
- H290-H314
- Limited Quantities
- 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- Hazard Classifications
- Eye Dam. 1Met. Corr. 1Skin Corr. 1B
- Precautionary statements
- P260-P280-P303+P361+P353-P305+P351+P338+P310
Chemistry & industry
Applications
UsesDansyl 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.
DescriptionDansyl Chloride is used for fluorescent labelling of amines, amino acids and proteins.
UsesA fluorogenic reagent for N-terminal derivatization of amino acids and peptides and detection by reverse phase HPLC.
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.
UsesReagent for fluorescent labelling of amines, amino acids and proteins.
UsesIn fluorescent labelling, column chromatography, HPLC.
General DescriptionDansyl chloride is a fluorogenic reagent which is typically employed for the derivatization of amino acids.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: Dansyl chloride is an aminonaphthalene and a sulfonic acid derivative.
Related reactions
Compound notes
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