Dansyl chloride

HCID 11801

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

Dansyl chloride605-65-25-(Dimethylamino)naphthalene-1-sulfonyl chlorideDNS chlorideDansyl5-(Dimethylamino)-1-naphthalenesulfonyl chloride1-NAPHTHALENESULFONYL CHLORIDE, 5-(DIMETHYLAMINO)-Dansylchloride1-Dimethylaminonaphthalene-5-sulfonyl chloride5-Dimethylaminonaphthalene-1-sulphonyl chloride1-Chlorosulfonyl-5-dimethylaminonaphthaleneDimethylaminonaphthalenesulfonyl chloride
Show more names
DNSDNSCL5-DIMETHYLAMINO-1-NAPHTHALENESULFONYL CHLORIDESKL100AI301174AI3 01174AI3-01174ansylchloride
QMU9166TJ4NSC-83616DTXSID2060543CHEBI:51907DNS-ClRefChem:1308765-(Dimethylamino)naphthalene-1-sulfonylchlorideDTXCID1042819

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

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

Safety & regulation

Safety data

F
10-21
wgk
3
tsca
TSCA listed
rtecs
QK3688000
ridadr
UN 3261 8/PG 2
hs_code
29214980

Chemistry & industry

Applications · 7 items

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.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

Additional notes

DefinitionChEBI: Dansyl chloride is an aminonaphthalene and a sulfonic acid derivative.

Related reactions

129 records

Compound notes

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