| Identification | More | [Name]
8-Quinolinesulfonyl chloride | [CAS]
18704-37-5 | [Synonyms]
8-QUINOLINESULPHONYL CHLORIDE
AKOS B019400
ART-CHEM-BB B019400
QUINOLINE-8-SULFONYL CHLORIDE
QUINOLINE-8-SULPHONYL CHLORIDE
8-Chlorosulfonyl-1-benzazine
8-Quinolylsulfonyl chloride
8-quinolylsulfonylchloride
Quinoline-8-sulfonic acid chloride
Quinoline-8-sulfonyl choride
QSC
8-QUINOLINESULFONYL CHLORIDE COUPLING REAGENT FOR OLIGONUCLEOTIDE SYNTHESIS.
8-QUINOLINESULFONYL CHLORIDE 98+%
QSC (8-Quinolinesulfonyl chloride)
8-Quinolinesulfonic acid chloride
1H-pyrazole, 4-bromo-3-(1,1-dimethylethyl)- | [EINECS(EC#)]
242-515-5 | [Molecular Formula]
C9H6ClNO2S | [MDL Number]
MFCD00006808 | [Molecular Weight]
227.67 | [MOL File]
18704-37-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
126-129 °C(lit.) | [Boiling point ]
306°C | [density ]
1.483±0.06 g/cm3(Predicted) | [Fp ]
306°C | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
methanol: soluble10mg/mL, clear, colorless to light yellow | [form ]
powder to crystal | [pka]
0?+-.0.17(Predicted) | [color ]
White to Orange to Green | [Sensitive ]
Moisture Sensitive | [BRN ]
156347 | [InChI]
InChI=1S/C9H6ClNO2S/c10-14(12,13)8-5-1-3-7-4-2-6-11-9(7)8/h1-6H | [InChIKey]
JUYUYCIJACTHMK-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC=CC=2S(Cl)(=O)=O)C=CC=1 | [CAS DataBase Reference]
18704-37-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Sulfonyl chloride, 8-quinoline-(18704-37-5) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [RTECS ]
VC2830000
| [F ]
3-10-21 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29334990 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
8-Quinolinesulfonyl chloride was used as a coupling reagent in oligonucleotide synthesis. It was also used in the synthesis of olefins from secondary esters at moderate temperature | [General Description]
8-Quinolinesulfonyl chloride reacts with aromatic/heterocyclic sulfonamides containing a free amino, imino, hydrazino or hydroxyl group to form water-soluble compounds. | [Synthesis]
The general procedure for the synthesis of quinoline-8-sulfonyl chloride from quinoline-8-sulfonic acid is as follows: chlorosulfonic acid (6.0 g, 51.5 mmol) was added to a reaction vessel fitted with a magnetic stirrer under nitrogen protection. Quinoline (1.0 g, 7.74 mmol) was slowly added under cooling in an ice bath. Subsequently, the reaction system was gradually warmed to 140 °C and the reaction was continuously stirred at this temperature for 10 hours. Upon completion of the reaction, the system was cooled to 40 °C and thionyl chloride (2.0 g, 16.0 mmol) was added dropwise. Then, the reaction temperature was raised to 70 °C and the reaction continued to be stirred for 4 hours. At the end of the reaction, the reaction system was allowed to cool naturally to room temperature, and the reaction solution was slowly poured into ice water, which immediately precipitated a solid. After stirring the mixture for 30 min, the solid product was collected by filtration and dried under vacuum to give quinoline-8-sulfonyl chloride (1.7 g, 99% yield). Mass spectrometry analysis showed m/z: 228.0 (M+1). | [References]
[1] Patent: WO2018/156297, 2018, A1. Location in patent: Paragraph 0101; 0114; 0115; 0116; 0117
[2] Synthesis, 2004, # 18, p. 2999 - 3004
[3] Chemische Berichte, 1908, vol. 41, p. 942
[4] Chemische Berichte, 1886, vol. 19, p. 925 |
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