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Dansyl chloride

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Identification
Molecular formula
C12H12ClNO2S
CAS number
605-65-2
IUPAC name
5-(dimethylamino)naphthalene-1-sulfonyl chloride
State
State

At room temperature, dansyl chloride is in a solid state, usually found as a powder or crystalline solid.

Melting point (Celsius)
94.00
Melting point (Kelvin)
367.15
Boiling point (Celsius)
301.00
Boiling point (Kelvin)
574.15
General information
Molecular weight
269.75g/mol
Molar mass
269.7460g/mol
Density
1.3333g/cm3
Appearence

Dansyl chloride appears as a pale yellow to beige solid. It is typically crystalline in nature. The compound may emit a mild odor.

Comment on solubility

Solubility of 5-(dimethylamino)naphthalene-1-sulfonyl chloride

The solubility of 5-(dimethylamino)naphthalene-1-sulfonyl chloride can be an intriguing topic due to its unique structural properties. This compound is a sulfonyl chloride derivative, which often involves considerations of its solubility in various solvents. Specifically, here are a few key points to note:

  • Polar Solvents: Due to the presence of the sulfonyl chloride group, this compound generally exhibits good solubility in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and acetonitrile.
  • Non-Polar Solvents: Conversely, solubility in non-polar solvents like hexane or toluene is likely to be low, as the molecule's polar functional groups do not interact favorably with non-polar environments.
  • Hydration Considerations: In the context of aqueous solutions, it is important to note that the chloride ion can have a significant effect on solubility, making the compound more soluble in water than other less polar substances.

To summarize, the solubility of 5-(dimethylamino)naphthalene-1-sulfonyl chloride varies widely depending on the solvent used. Understanding these solubility characteristics is crucial for its application in chemical synthesis and analysis.

Interesting facts

Interesting Facts about 5-(Dimethylamino)naphthalene-1-sulfonyl Chloride

5-(Dimethylamino)naphthalene-1-sulfonyl chloride is a fascinating compound that has garnered considerable attention in the fields of organic chemistry and materials science. Here are some captivating insights:

  • Fluorescent Properties: This compound exhibits strong fluorescence, making it an excellent candidate for use in fluorescent tagging and imaging applications. Its unique structure allows it to be utilized in various biological studies.
  • Reactivity: The sulfonyl chloride group is highly reactive, making the compound an effective intermediate in the synthesis of various other chemical entities, especially in the creation of sulfonamide derivatives.
  • Industrial Applications: 5-(Dimethylamino)naphthalene-1-sulfonyl chloride finds applications in dye manufacturing, where it is used to create vibrant, colorfast dyes that are resistant to fading.
  • Solvent Effects: The properties of this compound can vary significantly depending on the solvent it is dissolved in, influencing its stability and reactivity, which is an intriguing aspect for researchers in solvent chemistry.
  • Historical Context: The introduction of sulfonyl chlorides into organic synthesis marked a significant advancement in chemical processes, showcasing how modifications in functional groups can lead to diverse reactivity and applications.

As scientists continue to explore the capabilities of 5-(dimethylamino)naphthalene-1-sulfonyl chloride, there remains immense potential for innovative applications across various fields, from pharmaceuticals to advanced materials.

Synonyms
Dansyl chloride
5-(Dimethylamino)naphthalene-1-sulfonyl chloride
DNS chloride
Dansyl
5-(Dimethylamino)-1-naphthalenesulfonyl chloride
Dansylchloride
1-NAPHTHALENESULFONYL CHLORIDE, 5-(DIMETHYLAMINO)-
1-Dimethylaminonaphthalene-5-sulfonyl chloride
5-Dimethylaminonaphthalene-1-sulphonyl chloride
1-Chlorosulfonyl-5-dimethylaminonaphthalene
5-Dimethylaminonaphthalene-1-sulfonyl chloride
NSC 83616
EINECS 210-092-6
UNII-QMU9166TJ4
Dimethylaminonaphthalenesulfonyl chloride
BRN 2217205
QMU9166TJ4
AI3-52455
5-Dimethylaminonaphthyl-5-sulfonyl chloride
1-Chlorosulfonyl-5-(dimethylamino)naphthalene
NSC-83616
1-(Dimethylamino)-5-naphthalenesulfonyl chloride
DANSYL CHLORIDE [MI]
DTXSID2060543
CHEBI:51907
4-14-00-02801 (Beilstein Handbook Reference)
DNS-Cl
5-(Dimethylamino)naphthalene-1-sulfonylchloride
DTXCID1042819
1Chlorosulfonyl5dimethylaminonaphthalene
1Dimethylaminonaphthalene5sulfonyl chloride
5Dimethylaminonaphthalene1sulfonyl chloride
5Dimethylaminonaphthalene1sulphonyl chloride
1(Dimethylamino)5naphthalenesulfonyl chloride
5(Dimethylamino)1naphthalenesulfonyl chloride
1Naphthalenesulfonyl chloride, 5(dimethylamino)
5-(N,N-dimethylamino)naphthalene-1-sulfonyl chloride
un3261
xpdxvdyuqzhfpv-uhfffaoysa-n
605-65-2
DNSCl
5-DIMETHYLAMINO-1-NAPHTHALENESULFONYL CHLORIDE
MFCD00003985
1-Dimethylamino-naphthalene-5-sulfonyl chloride
NCIOpen2_004548
SCHEMBL21283
Dansyl chloride (10% in acetone)
HY-D0017
NSC83616
BBL100159
STL477538
TD8135
AKOS003789318
Dansyl Chloride - CAS 605-65-2
CS-5026
FD11255
5-dimethylaminonaphthalenesulfonyl chloride
BP-30250
DS-18465
SY012882
(Dimethylamino)naphthalenesulfonyl chloride
DB-053653
D0005
D0656
NS00034391
5-(Dimethylamino)naphthyl-5-sulfonyl chloride
5-Dimethylamino-l-naphthalenesulfonyl chloride
5-dimethylamino-1-naphthalenesulphonyl chloride
5-Dimethylamino-naphthalene-1-sulfonyl chloride
EN300-189105
Q409512
Dansyl chloride, for HPLC derivatization, >=99.0% (HPLC)
Dansyl chloride, BioReagent, suitable for fluorescence, >=99.0% (HPLC)
Dansyl chloride, BioReagent, suitable for amino acid labeling, powder and chunks, >=99% (HPLC)