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18704-37-5

18704-37-5 Structure

18704-37-5 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314
[Precautionary statements ]

P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Petroleum ether-->Chloroform-->Benzene-->Fuming sulfuric acid-->Phosphorus pentachloride-->Quinoline-->Quinoline-8-sulfonic acid
[Preparation Products]

8-Mercaptoquinoline Hydrochloride-->ethyl 4-(quinolin-8-ylsulfonylamino)benzoate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

8-Quinolinesulfonyl chloride(18704-37-5).msds
Hazard InformationBack 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]

QUINOLINE-8-SULFONIC ACID

85-48-3

8-Quinolinesulfonyl chloride

18704-37-5

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
Spectrum DetailBack Directory
[Spectrum Detail]

8-Quinolinesulfonyl chloride(18704-37-5)MS
8-Quinolinesulfonyl chloride(18704-37-5)1HNMR
8-Quinolinesulfonyl chloride(18704-37-5)IR1
8-Quinolinesulfonyl chloride(18704-37-5)IR2
8-Quinolinesulfonyl chloride(18704-37-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

8-Quinolinesulfonyl chloride, 97%(18704-37-5)
[Alfa Aesar]

Quinoline-8-sulfonyl chloride, 97%(18704-37-5)
[Sigma Aldrich]

18704-37-5(sigmaaldrich)
[TCI AMERICA]

Quinoline-8-sulfonyl Chloride,>98.0%(T)(18704-37-5)
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