HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hexachloraceton
1,1,1,3,3,3-hexachloro-propan-2-one · HCA · GC-1106 · Kureha HCA · hcaweedkiller · Hexachloroacet · HCA weedkiller · PERCHLOROACETONE
Identifikatoren & physikalische Daten
| CAS No. | 116-16-5 |
|---|---|
| Summenformel | C3Cl6O |
| Durchschnittliche Molmasse | 264,7 g/mol |
| Monoisotopische Masse | 261,8080307 g/mol |
| SMILES | O=C(C(Cl)(Cl)Cl)C(Cl)(Cl)Cl |
| InChIKey | DOJXGHGHTWFZHK-UHFFFAOYSA-N |
| PubChem CID | 8303 |
| ChEMBL | CHEMBL3182582 |
| ChEBI | CHEBI:82243 |
| EC No. | 204-129-5 |
| DTXSID | DTXSID7021601 |
| Lokaler Name | Hexachloraceton |
Chemische & physikalische Eigenschaften
| XLogP | 3,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 124 |
| Stoffklassen | Other Classes -> Halogenated Ketones |
| SpringerMaterials Properties | Schoenflies notation |
| Geruch | MUSTY ODOR |
| Dichte | 1.444 AT 12 °C/12 °C1.74 @ 12°C1.743 g/mL at 25 °C(lit.) |
| Color/Form | VERY LIGHT YELLOW LIQUID |
| Löslichkeit | Slightly sol in watersol in acetoneMISCIBLE WITH ALIPHATIC HYDROCARBONS, VEGETABLE OILS, 2-PROPANOL AT 25 °CMISCIBLE WITH METHANOL, AROMATIC HYDROCARBONS, MONOCHLOROBENZENE, ISOPROPANOL AT 25 °CSol in benzeneSLIGHTLY SOLUBLE |
| Siedepunkt | 202-204 °C202.2 °C @760 [mm Hg]66-70 °C6 mm Hg(lit.) |
| Decomposition | When heated to decomp it emits toxic fumes of /hydrogen chloride/. |
| Schmelzpunkt | -2 °CMP: 15 °C /HEXACHLOROACETONE HYDRATE/-3 °C |
| Dampfdichte | 9.2 (AIR= 1) |
| Dampfdruck | 0.12 [mmHg]0.376 MM HG AT 20 °C0.376 [mm Hg] @20 °C10-130Pa at 20-50℃ |
| Brechungsindex | INDEX OF REFRACTION: 1.5112 AT 20 °C/Dn20/D 1.511(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Almost colorless |
| BRN | 1707475 |
| Henry-Konstante | 1.0×102 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| Dielektrizitätskonstante | 3.9900000000000002 |
| InChI | 1S/C3Cl6O/c4-2(5,6)1(10)3(7,8)9 |
| InChIKey | DOJXGHGHTWFZHK-UHFFFAOYSA-N |
| SMILES | ClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl |
| LogP (Verteilungskoeffizient) | 2.48-2.59 at 30℃ |
| CAS Datenbank | 116-16-5(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Propanone, 1,1,1,3,3,3-hexachloro-(116-16-5) |
| EPA chemische Informationen | Hexachloroacetone (116-16-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)H302 (91.5%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| Regulatorische Informationen | 2-Propanone, 1,1,1,3,3,3-hexachloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanone, 1,1,1,3,3,3-hexachloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 27-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/17343Hexachloroacetone: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| Weitere Sicherheitsinformationen | IMAP assessments - 2-Propanone, 1,1,1,3,3,3-hexachloro-: Environment tier I assessment |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:· Combustible material: may burn but does not ignite readily. |
| Gesundheitsgefahren | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:· TOXIC and/or CORROSIVEinhalation, ingestion or skin contact with material may cause severe injury or death. |
| Gefahrenübersicht | Highly irritatingProduces phosgene when heated[Hawley] A skin and mucous membrane irritantA mild lachrymatorOral LD50 (rat) = 1550 mg/kgIn animal studies, caused pulmonary edema after inhalation and liver and kidney injury after ingestionCan cause burns of skin and eyes[HSDB] Oral TDLo (rat) = 450.8 mg/kg (1-14D preg) for maternal effects (oogenesis) |
Anwendungen & Verwendung
Verwenden
Hexachloro-2-propanone (hexachloroacetone) was used in the synthesis of chirally deuterated benzyl chlorides and enol phosphate 2,2-dichloro-1-(trichloromethyl)ethenyl diethyl phosphate. It was also used in obtaining efficient amino acid activation by exploiting the rapid formation of acid chlorides under low temperature and acid/base free conditions.