Grundinformationen
- Standard-SMILES
O=C=NS(=O)(=O)Cl- InChIKey
WRJWRGBVPUUDLA-UHFFFAOYSA-N- Summenformel
- CClNO3S
- Durchschnittliche Molmasse
- 141,53 g/mol
- Monoisotopische Masse
- 140,92874154
Überblick
Chlorosulfonyl isocyanate, also known as CSI, is a chemical compound of cyanide. It is used in organic synthesis for purposes such as the preparation of medically important preparation of beta-lactams. (L573)
Namen und Bezeichner
- Bevorzugter Name
- Chlorosulfonyl isocyanate
- IUPAC
- N-(oxomethylidene)sulfamoyl chloride
- Lokaler Name
- Chlorsulfonylisocyanat
- Englischer Name
- Chlorosulfonyl isocyanate
- Summenformel
- CClNO3S
- Molmasse
- 141.53
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
1189-71-5- PubChem CID
- 70918
- DTXSID
DTXSID0061585- UNII
- 2903Y990SM
- EC Number
- 214-715-2
- Nikkaji
- J111.247C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,5
- Polarare Oberfläche (TPSA)
- 72 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 7
- Formalladung
- 0
- Komplexität
- 181
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- -44 °C · -44 °C (lit.)
- Siedepunkt
- 107 °C · 107 °C (lit.)
- Dichte
- 1.626 g/mL · 1.626 g/mL at 25 °C (lit.)
- Dampfdruck
- 5.57 psi · 5.57 psi ( 20 °C)
- Brechungsindex
- 20 · n20/D 1.447(lit.)
- Flammpunkt
- 110 °C · >110°C
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Chloroform (Slightly, Heated)
- Aggregatzustand
- Crystals, Crystalline Powder or Granules
- Wichte
- 1.626 · 1.626 (20℃)
- Farbe
- White
- Wasserlöslichkeit
- reacts violently exothermic
- BRN
- 1237247 · 1237247
- InChI
- 1S/CClNO3S/c2-7(5,6)3-1-4
- InChIKey
- WRJWRGBVPUUDLA-UHFFFAOYSA-N
- SMILES
- ClS(=O)(=O)N=C=O
- CAS Datenbank
- 1189 · 1189-71-5(CAS DataBase Reference)
- EPA chemische Informationen
- Sulfuryl chloride isocyanate (1189-71-5)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P233, P260, P261, P264, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P342+P316, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 88 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Sulfuryl chloride isocyanate
Status: Active Update: 28-11-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/10803
Chlorosulphonyl isocyanate: Does not have an individual approval but may be used under an appropriate group standard
Toxikologische Informationen
Treatment
Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)
Health Effects
Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)
Toxicity Summary
Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)
Sicherheitsdaten
- F
- 10-21-19
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3265 8/PG 2
- hs_code
- 28510080
- risk_code
- 14-22-34-42-20/22
- Toxizität
- LD50 orally in Rabbit: 640 mg/kg
- hazard_code
- C
- safety_code
- 23-26-30-36/37/39-45
- hazard_class
- 8
- packing_group
- II
- Speicherklasse
- 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Resp. Sens. 1Skin Corr. 1BSkin Sens. 1
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)
Verwendung und Herstellung
Anwendungen
VerwendenChlorosulfonyl isocyanate, a highly reactive chemical for chemical synthesis, is used as an intermediate used for production of antibiotics (Cefuroxime, penems), polymers as well as agrochemicals. Product Data Sheet
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