5-(Dimethylamino)naphthalene-1-sulfonic acid

Base Information

• Chemical Name: 5-(Dimethylamino)naphthalene-1-sulfonic acid
• CAS No.: 4272-77-9
• Molecular Formula: C12H13NO3S
• Molecular Weight: 251.306
• Hs Code.: 29214990
• European Community (EC) Number: 224-268-5
• DSSTox Substance ID: DTXSID8063383
• Nikkaji Number: J205.680A
• Wikidata: Q27096596
• Metabolomics Workbench ID: 150555
• Mol file: 4272-77-9.mol

Synonyms:5-(dimethylamino)-1-naphthalenesulfonic acid;dansyl acid

Chemical Property of 5-(Dimethylamino)naphthalene-1-sulfonic acid

Chemical Property:

• Appearance/Colour: white to off-white or beige-greyish powder
• Melting Point: 316 °C
• PKA: -0.22±0.40(Predicted)
• PSA: 65.99000
• Density: 1.363 g/cm³
• LogP: 3.23330
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 251.06161445
• Heavy Atom Count: 17
• Complexity: 360

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dansyl Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)O
• Uses: 5-(Dimethylamino)-1-naphthalenesulfonic acid is a fluorescent molecule used in protein analysis and FRET detection.

Technology Process of 5-(Dimethylamino)naphthalene-1-sulfonic acid

There total 11 articles about 5-(Dimethylamino)naphthalene-1-sulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester (1415743-27-9) → dansyl acid (4272-77-9)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 2h;

DOI:10.1021/jo302065u

Reference yield: 95.6%

1-aminonaphthalene-5-sulfonic acid (84-89-9) + dimethyl sulfate (77-78-1) → dansyl acid (4272-77-9)

Guidance literature:

With ammonia; sodium carbonate; In water; at 20 ℃; for 6h;

Reference yield:

C40H43N5O4S → rhodamine B (3375-25-5,14899-08-2) + dansyl acid (4272-77-9)

Guidance literature:

With thallium(III) nitrate; In dimethyl sulfoxide; pH=4.76;

DOI:10.1016/j.jphotochem.2020.112471

upstream raw materials:

N,N-dimethyl-1-naphthalenamine

methanol

1-aminonaphthalene-5-sulfonic acid

methyl iodide

Downstream raw materials:

5-(dimethylamino)naphth-1-ylsulfonyl chloride

dansylethylenediamine

dansylamide

5'-O-(2-dansylethoxycarbonyl)-thymidine 3'-<2-(4-nitrophenyl)ethyl N,N-diisopropylphosphoramidite>

Refernces

• 1、 Bansal, Vibha,Delgado, Yamixa,Fasoli, Ezio,Ferrer, Amaris,Griebenow, Kai,Secundo, Francesco,Barletta, Gabriel L.. "Effect of prolonged exposure to organic solvents on the active site environment of subtilisin Carlsberg". . p. 38 - 44. Retrieved 2010.
• 2、 -. "Preparation method of 6-deuterated dansyl chloride". Paragraph 0076-0078. . Retrieved 2020/12/14.
• 3、 Pauff, Steven M.,Miller, Stephen C.. "A trifluoroacetic acid-labile sulfonate protecting group and its use in the synthesis of a near-IR fluorophore". supporting information. p. 711 - 716. Retrieved 2013/02/25.