1-Butanesulfonyl chloride
Butane-1-sulfonyl chloride · 1-ButanesuL · Butylsulfonyl · Butylsulfonylchloride · BUTANESULFONYLCHLORIDE · Butylsulfonyl chloride · Butanesulphonyl chloride · 1-Butylsulfonyl chloride
Identifiers & Physical Properties
| CAS No. | 2386-60-9 |
|---|---|
| Molecular formula | C4H9ClO2S |
| Average molar mass | 156.63 g/mol |
| Monoisotopic mass | 156.00117821 g/mol |
| SMILES | CCCCS(=O)(=O)Cl |
| InChIKey | WEDIIKBPDQQQJU-UHFFFAOYSA-N |
| PubChem CID | 75430 |
| ChEMBL | CHEMBL3184302 |
| EC No. | 219-204-8 |
| DTXSID | DTXSID3044883 |
Chemical & Physical Properties
| XLogP | 1.6 |
|---|---|
| Topological polar surface area | 42.5 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 3 |
| Heavy atoms | 8 |
| Formal charge | 0 |
| Complexity | 133 |
| Chemical classes | Toxic Gases & Vapors -> Acid Halides |
| SpringerMaterials Properties | Boiling point |
| Vapor pressure | 0.5 [mmHg]0.5 mm Hg ( 20 °C) |
| Physical Description | Colorless, light yellow, or light orange liquid[Acros Organics MSDS] |
| Melting point | -29°C |
| Boiling point | 80-81 °C/9 mmHg (lit.) |
| Density | 1.208 g/mL at 25 °C (lit.) |
| Refractive index | n20/D 1.454(lit.) |
| Flash point | 175 °F |
| Physical state | Liquid |
| Color | Clear colorless to light yellow or light orange |
| Solubility | DECOMPOSES |
| Sensitivity | Moisture Sensitive |
| BRN | 1748742 |
| InChI | 1S/C4H9ClO2S/c1-2-3-4-8(5,6)7/h2-4H2,1H3 |
| InChIKey | WEDIIKBPDQQQJU-UHFFFAOYSA-N |
| SMILES | CCCCS(Cl)(=O)=O |
| CAS DataBase Reference | 2386-60-9(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 63US19408H |
| NIST Chemistry Reference | 1-Butanesulfonyl chloride(2386-60-9) |
| EPA Substance Registry System | 1-Butanesulfonyl chloride (2386-60-9) |
| UNSPSC Code | 12352100 |
| GHS pictogram | GHS07,GHS05,GHS08 |
| Signal word | Danger |
| GHS hazard statements | H227-H290-H341-H314-H335-H318 |
| GHS precautionary statements | P261-P280-P305+P351+P338-P310-P210e-P260h-P303+P361+P353-P501a-P201-P202-P210-P234-P260-P264-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P308+P313-P370+P378-P390-P403+P235-P405-P406-P501 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Hazard symbols | C |
| Risk statements (R) | 34-36/37 |
| Safety statements (S) | 26-36/37/39-45 |
| UN transport number | UN 3265 8/PG 2 |
| Water hazard class (WGK) | 3 |
| RTECS number | EK5950000 |
| F | 10-19-21 |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Eye Dam. 1Skin Corr. 1BSTOT SE 3 |
| Packing group | II |
| Customs code | 29049090 |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Toxicity | mouse,LD50,intraperitoneal,> 100mg/kg (100mg/kg),Nature. Vol. 174, Pg. 737, 1954. |
| Limited quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| GHS classification | DangerH302 (43.2%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P320, P321, P330, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 81 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazards summary | Intraperitoneal LD50 (mouse) > 100 mg/kg[RTECS] Reacts with water evolving toxic gasCauses burns and lachrymation[Acros Organics MSDS] See Ethanesulfonylchloride, 2-chloro-. |
| Hazard Classes and Categories | Acute Tox. 4 (43.2%) |
| Adverse effects | Dermatotoxin - Skin burns. |
| F | 10-19-21 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | EK5950000 |
| UN transport number | UN 3265 8/PG 2 |
| Customs code | 29049090 |
| Toxicity | mouse,LD50,intraperitoneal,> 100mg/kg (100mg/kg),Nature. Vol. 174, Pg. 737, 1954. |
| Risk statements (R) | 34-36/37 |
| Signal word | Danger |
| GHS pictogram | GHS07,GHS05,GHS08 |
| Hazard symbols | C |
| Safety statements (S) | 26-36/37/39-45 |
| Hazard class | 8Eye Dam. 1Skin Corr. 1BSTOT SE 3 |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Packing group | II |
| Target organs | Respiratory system |
| GHS hazard statements | H227-H290-H341-H314-H335-H318 |
| Limited quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
| GHS precautionary statements | P261-P280-P305+P351+P338-P310-P210e-P260h-P303+P361+P353-P501a-P201-P202-P210-P234-P260-P264-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P308+P313-P370+P378-P390-P403+P235-P405-P406-P501 |
Applications & Uses
Description
1-Butanesulfonyl chloride is an antimicrobial agent that inhibits the production of inflammatory substances. It has been shown to inhibit acetylcholinesterase activity and the growth of cancer cells in vitro. 1-Butanesulfonyl chloride is a cross-linking agent that can be used to produce amides, which are used as pharmaceutical preparations for treating inflammatory diseases.
Uses
1-Butanesulfonyl chloride has been used in the preparation of:ethyl 2-(1-butanesulfonamido)pent-4-yn-l-oate1-butanesulfonamid-N,N′-1,2-ethanediylbis1-butanesulfonamide-N,N′-1,3-propanediylbis
General Description
1-Butanesulfonyl chloride is a clear, colourless to pale yellow liquid with a pungent odour, primarily used as a chemical intermediate in organic synthesis. It is a highly reactive sulfonyl chloride derivative, commonly employed in the production of sulphonamide drugs, pharmaceutical formulations and active pharmaceutical ingredients (APIs).