5-(dimethylamino)naphthalene-1-sulfonyl chloride

• ChemBase ID: 102215
• Molecular Formular: C12H12ClNO2S
• Molecular Mass: 269.74718
• Monoisotopic Mass: 269.02772731
• SMILES: CN(C)c1cccc2c(cccc12)S(=O)(=O)Cl
• Canonical SMILES: CN(c1cccc2c1cccc2S(=O)(=O)Cl)C
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(dimethylamino)naphthalene-1-sulfonyl chloride
• IUPAC Traditional name: dansyl; dansyl chloride
• Synonyms: 5-(Dimethylamino)naphthalene-1-sulfonyl chloride; DNSCl; Dansyl chloride; DANSYL CHLORIDE; 5-DIMETHYLAMINO-1-NAPHTHALENESULFONYL CHLORIDE; 1-(Dimethylamino)-5-naphthalenesulfonyl Chloride; DNS Chloride; DNS-Cl; NSC 83616; 5-Dimethylaminonaphthalene-1-sulfonyl chloride; 5-(dimethylamino)Naphthalene-1-sulfonyl chloride; 5-(Dimethylamino)-1-naphthalenesulfonyl chloride; DNS; DANSYL CHLORIDE; 丹酰氯

Database IDs

• CAS Number: 605-65-2
• EC Number: 210-092-6
• MDL Number: MFCD00003985
• Beilstein Number: 2217205
• Merck Index: 142814
• PubChem SID: 162088505; 24893700
• PubChem CID: 11801
• CHEBI ID: 51907
• Chemspider ID: 11308
• Wikipedia Title: Dansyl_chloride

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.9664218
• LogD (pH = 7.4): 3.0163937
• Log P: 3.0170696
• Molar Refractivity: 71.131 cm^3
• Polarizability: 28.666594 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetone: soluble20 mg/mL; Chloroform
• Apperance: Yellow Solid; yellow to yellow orange powder and chunks
• Melting Point: 69-71°C; 69-75°C; 70°C; 70-72°C; 72-74 °C(lit.)

Safety Information

• Storage Condition: 0°C, Desiccate; Refrigerator
• Storage Warning: Moisture Sensitive
• RTECS: QK3688000
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759; 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Australian Hazchem: 2X
• Risk Statements: 34; R:34-36/37/38; R34
• Safety Statements: 26-36/37/39-45; S:26-27/28-36/37/39-46-64; S26 S36/37/39 S45
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P280-P303+P361+P353-P305+P351+P338-P310; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ~98%; ≥99% (HPLC); 97%; 97+%
• Suitability: suitable for amino acid labeling
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C12H12ClNO2S

DETAILS

MP Biomedicals - 05212920

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100603

Crystalline
Purity: ~98%
Fluorescent reagent for labeling proteins and amino acids.

Sigma Aldrich - D2625

Application
A fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase HPLC.
Packaging
1, 5, 25 g in glass bottle

Toronto Research Chemicals - D177500

Reagent for fluorescent labelling of amines, amino acids and proteins.

REFERENCES

• Weber, G., et al.: Biochem. J., et al.: 51, 155 (1952)
• Kinoshita, T., et al.: Anal. Biochem., 66,104 (1952)
• Marks, R., et al.: Br. J. Dermatol., 111, 265 (1952)
• Reagent for the preparation of fluorescent derivatives of amino acids and proteins: Biochemistry, 9, 3878 (1970); Anal. Biochem., 53, 132 (1973); 66, 104 (1975).