Dabsyl chloride

Base Information

• Chemical Name: Dabsyl chloride
• CAS No.: 56512-49-3
• Molecular Formula: C14H14ClN3O2S
• Molecular Weight: 323.803
• Hs Code.: 29270000
• European Community (EC) Number: 260-235-1
• DSSTox Substance ID: DTXSID801040750
• Nikkaji Number: J208.345K
• Mol file: 56512-49-3.mol

Synonyms:4-N,N-dimethylaminoazobenzene-4'-sulfonyl chloride;DABS-Cl;dabsyl-Cl

Chemical Property of Dabsyl chloride

Chemical Property:

• Appearance/Colour: Red crystalline powder
• Melting Point: 185 °C (dec.)(lit.)
• Boiling Point: 483.6 °C at 760 mmHg
• PKA: 3.27±0.10(Predicted)
• Flash Point: 246.3 °C
• PSA: 70.48000
• Density: 1.29 g/cm³
• LogP: 5.17630
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Solubility.: DMF: soluble
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 323.0495256
• Heavy Atom Count: 21
• Complexity: 445

Purity/Quality:

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

Dabsyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)N=NC2=CC=C(C=C2)S(=O)(=O)Cl
• Uses: For the qualitative and quantitative identification of amino acids and for the determination of N-terminal amino acids. Used in the determination of primary and secondary amines by HPLC.

Technology Process of Dabsyl chloride

There total 2 articles about Dabsyl chloride 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: 79.0%

methyl orange (502-02-3) → dabsyl chloride (56512-49-3)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; for 6h; Reflux;

DOI:10.1016/j.jphotochem.2020.112401

Reference yield: 20.0%

methyl orange (547-58-0) → dabsyl chloride (56512-49-3)

Guidance literature:

With phosphorus pentachloride; for 0.133333h;

Reference yield: 99.0%

dabsyl chloride (56512-49-3) → dabsyl amide (2435-64-5)

Guidance literature:

With ammonium hydroxide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/b910961g

upstream raw materials:

methyl orange

methyl orange

Downstream raw materials:

sulfamethylthiazole

Dimethyl-{4-[4-(piperidine-1-sulfonyl)-phenylazo]-phenyl}-amine

Dimethyl-{4-[4-(morpholine-4-sulfonyl)-phenylazo]-phenyl}-amine

N,N-dimethyl-4-[2-[4-(1-piperazinylsulfonyl) phenyl]diazenyl]benzenamine

Refernces

• 1、 Akgun, Burcin,Hall, Dennis G.. "Fast and Tight Boronate Formation for Click Bioorthogonal Conjugation". supporting information. p. 3909 - 3913. Retrieved 2016/03/19.
• 2、 Dem'yanov, P. I.,Khimenes, M. P.,Petrosyan, V. S.. "Determination of phenols as their dabsylates by high-performance liquid chromatography". . p. 1489 - 1493. Retrieved 2007/10/02.