Dansylamide

Base Information

• Chemical Name: Dansylamide
• CAS No.: 1431-39-6
• Molecular Formula: C12H14 N2 O2 S
• Molecular Weight: 250.321
• Hs Code.: 29350090
• European Community (EC) Number: 215-854-1
• UNII: ZUZ5S5875E
• DSSTox Substance ID: DTXSID70162306
• Nikkaji Number: J208.366C
• Wikipedia: Dansyl_amide
• Wikidata: Q4154890
• Metabolomics Workbench ID: 147418
• ChEMBL ID: CHEMBL119489
• Mol file: 1431-39-6.mol

Synonyms:5-dimethylaminonaphthalene-1-sulfonamide;dansyl-1-sulfonamide;dansylamide;dansylsulfonamide;DNSA

Chemical Property of Dansylamide

Chemical Property:

• Appearance/Colour: white to light yellow fine crystalline powder
• Vapor Pressure: 8.79E-08mmHg at 25°C
• Melting Point: 217 - 221 C
• Refractive Index: 1.5950 (estimate)
• Boiling Point: 435.4°Cat760mmHg
• PKA: 10.29±0.30(Predicted)
• Flash Point: 217.1°C
• PSA: 71.78000
• Density: 1.314g/cm³
• LogP: 3.33430
• Storage Temp.: −20°C
• Solubility.: soluble in Dimethylformamide
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 250.07759887
• Heavy Atom Count: 17
• Complexity: 361

Purity/Quality:

98% ^*data from raw suppliers

5-(Dimethylamino)-1-naphthalenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N
• Uses: 5-(Dimethylamino)-1-naphthalenesulfonamide (DNSA) was used as starting reagent in the synthesis of 2,6-disubstituted pyridines, 6-substituted 2,2′-bipyridines and 6,6′-disubstituted 2,2′-bipyridines. It was also used as fluorescent probe in the determination of concentration of human carbonic anhydrase II-DNSA in solutions.

Technology Process of Dansylamide

There total 9 articles about Dansylamide 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: 97.0%

5-(dimethylamino)naphthalene-1-sulfonyl azide (106531-68-4) → dansylamide (1431-39-6)

Guidance literature:

With hydrogen; In ethanol; at 20 ℃; for 2h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2019.02.035

Reference yield: 84.0%

1-((5-(dimethylamino)naphthalen-1-yl)sulfonyl)pyrrolidine-2,5-dione → dansylamide (1431-39-6)

Guidance literature:

With allyl bromide; In ethanolamine; at 80 ℃; for 8h; Sealed tube;

DOI:10.1021/acs.orglett.1c03541

Reference yield: 68.0%

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → dansylamide (1431-39-6)

Guidance literature:

With ammonium hydroxide; for 2h; Reflux;

DOI:10.1039/c2cc35513b

upstream raw materials:

5-(dimethylamino)naphth-1-ylsulfonyl chloride

dansyl acid

5-(dimethylamino)naphthalene-1-sulfonyl azide

(1R,8S,9S)‐bicyclo[6.1.0]non‐4‐yn‐9‐ylmethanol

Downstream raw materials:

(E)-5-(dimethylamino)-N-(1,3-diphenylallyl)-1-naphthalenesulfonamide

25,27-bis[N-(5-dimethylaminonaphthalene-1-sulfonyl)carbamoylmethoxy]-5,11,17,23-tetrabenzyl-26,28-dimethoxycalix[4]arene

25,27-bis[N-(5-dimethylaminonaphthalene-1-sulfonyl)carbamoylmethoxy]-11,23-dibenzyl-26,28-dimethoxycalix[4]arene

N,N-2-((4-formylbiphenyl)-(4-methylphenyl)diazene)dansylamide

Refernces

• 1、 Peng, Hanjing,Cheng, Yunfeng,Dai, Chaofeng,King, Adrienne L.,Predmore, Benjamin L.,Lefer, David J.,Wang, Binghe. "A fluorescent probe for fast and quantitative detection of hydrogen sulfide in blood". . p. 9672 - 9675. Retrieved 2011.
• 2、 Zhang, Huatang,Wang, Ping,Yang, Yanxin,Sun, Hongyan. "A selective fluorescent probe for thiols based on α,β- unsaturated acyl sulfonamide". . p. 10672 - 10674,3. Retrieved 2012.
• 3、 -. "COMPOUNDS AND IMPLANTS FOR TREATING OCULAR DISORDERS". Paragraph 0234. . Retrieved 2021/05/15.
• 4、 Li, Tingting,Xu, Bo. "Mechanically Strong Heterogeneous Catalysts via Immobilization of Powderous Catalysts to Porous Plastic Tablets". supporting information. p. 2673 - 2678. Retrieved 2021/08/03.