| Identification | More | [Name]
1-Propanesulfonyl chloride | [CAS]
10147-36-1 | [Synonyms]
1-PROPANESULFONYL CHLORIDE
PROPANE-1-SULFONYL CHLORIDE
PROPANE SULFONYL CHLORIDE
1-Propanesulfonyl Chloride, Pract.
propanesulphonyl chloride
Propane-1-sulfonic acid chloride | [EINECS(EC#)]
233-414-7 | [Molecular Formula]
C3H7ClO2S | [MDL Number]
MFCD00007462 | [Molecular Weight]
142.6 | [MOL File]
10147-36-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
-37 °C | [Boiling point ]
78-79 °C/15 mmHg (lit.) | [density ]
1.267 g/mL at 25 °C(lit.)
| [vapor density ]
4.9 (vs air)
| [refractive index ]
n20/D 1.453(lit.)
| [Fp ]
176 °F
| [storage temp. ]
Inert atmosphere,2-8°C | [form ]
clear liquid | [color ]
Colorless to Light yellow | [Water Solubility ]
Decomposes in hot water. | [Sensitive ]
Moisture Sensitive | [BRN ]
1747500 | [InChI]
1S/C3H7ClO2S/c1-2-3-7(4,5)6/h2-3H2,1H3 | [InChIKey]
KPBSJEBFALFJTO-UHFFFAOYSA-N | [SMILES]
CCCS(Cl)(=O)=O | [CAS DataBase Reference]
10147-36-1(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Propanesulfonyl chloride(10147-36-1) | [Storage Precautions]
Moisture sensitive | [EPA Substance Registry System]
10147-36-1(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS05 | [Signal word ]
Danger | [Hazard statements ]
H314 | [Precautionary statements ]
P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P337+P313-P363 | [Hazard Codes ]
C | [Risk Statements ]
R14:Reacts violently with water.
R34:Causes burns.
R36:Irritating to the eyes. | [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) . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
3
| [F ]
10-19-21 | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29049090 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Eye Irrit. 2
Skin Corr. 1B |
| Hazard Information | Back Directory | [Description]
1-Propanesulfonyl chloride is a highly reactive sulfonyl chloride derivative that is highly hygroscopic. It is primarily used as a pharmaceutical intermediate or an organic synthesis reagent in the preparation of sulfonamide drugs, such as abrocitinib and vemurafenib. | [Chemical Properties]
Light yellow liquid | [Uses]
1-Propanesulfonyl chloride was used in synthesis of 1-alkyl-3-methylimidazolium alkanesulfonate ionic liquids. | [Safety]
1-Propanesulfonyl chloride is corrosive and irritating. Contact may cause severe skin burns and eye damage. Safety goggles and gloves must be worn when handling this substance. | [Synthesis]
2,4,6-Trichloro-[1,3,5]-triazine (TCT) was added at room temperature to a solution of propane-1-sulfonic acid in acetone dry, followed by NEt3 dropwise. The resulting mixture was irradiated to 80 °C (50 W of MW power) for 20 min in a sealed tube (10 mL pressure-rated reaction vial) in a self-tuning single-mode irradiating synthesizer. The mixture was cooled rapidly to room temperature by passing compressed air through the microwave cavity for 1 min. After cooling to room temperature, the precipitate was filtered off on Celite to afford 1-Propanesulfonyl chloride[1].
| [References]
[1] Lidia De Luca, Giampaolo Giacomelli. “An Easy Microwave-Assisted Synthesis of Sulfonamides Directly from Sulfonic Acids.” The Journal of Organic Chemistry 73 10 (2008): 3967–3969. |
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