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1-Chlorododecane
LAURYL CHLORIDE · 1-Chlordodecan · N-DODECYL CHLORIDE · Chlorododecane · DODECYL CHLORIDE · NSC 57107 · orododecane · Laurylchlorid
Identifikatoren & physikalische Daten
| CAS No. | 112-52-7 |
|---|---|
| Summenformel | C12H25Cl |
| Durchschnittliche Molmasse | 204,78 g/mol |
| Monoisotopische Masse | 204,16447848 g/mol |
| SMILES | CCCCCCCCCCCCCl |
| InChIKey | YAYNEUUHHLGGAH-UHFFFAOYSA-N |
| PubChem CID | 8192 |
| ChEMBL | CHEMBL1472384 |
| EC No. | 203-981-5 |
| DTXSID | DTXSID0025492 |
Chemische & physikalische Eigenschaften
| XLogP | 6,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 10 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 81,2 |
| Stoffklassen | Other Classes -> Halogenated Aliphatics, Saturated |
| SpringerMaterials Properties | Boiling point |
| Dichte | 0.8687 at 68 °F (NTP, 1992) - Less dense than waterwill float0.867 g/mL at 20 °C (lit.) |
| Löslichkeit | less than 1 mg/mL at 72 °F (NTP, 1992)<0.007g/l0.0068 g/L (20 ºC) |
| Flammpunkt | 235 °F (NTP, 1992)130 °C |
| Siedepunkt | 500 °F at 760 mmHg (NTP, 1992)260 °C |
| Schmelzpunkt | 15.3 °F (NTP, 1992)-9.3 °C |
| Dampfdruck | 116 mmHg at 41.9 °F137 mmHg at 59.2 °F143.9 mmHg at 68.2 °F (NTP, 1992)0.45 [mmHg]55.2-316.9hPa at 162.35-216.25℃ |
| Physical Description | Lauryl chloride is a clear colorless oily liquid. (NTP, 1992)Colorless oily liquid[CAMEO] |
| Brechungsindex | n20/D 1.443 |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| BRN | 635778 |
| Henry-Konstante | 2.3×10-4 mol/(m3Pa) at 25℃, Yaws et al. (2005) |
| Dielektrizitätskonstante | 4.1699999999999999 |
| InChI | 1S/C12H25Cl/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-12H2,1H3 |
| InChIKey | YAYNEUUHHLGGAH-UHFFFAOYSA-N |
| SMILES | CCCCCCCCCCCCCl |
| LogP (Verteilungskoeffizient) | 6.49 at 25℃ |
| CAS Datenbank | 112-52-7(CAS DataBase Reference) |
| NIST chemische Informationen | Dodecane, 1-chloro-(112-52-7) |
| EPA chemische Informationen | Dodecane, 1-chloro- (112-52-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (20.4%): Causes skin irritation [Warning Skin corrosion/irritation]P203, P264, P273, P280, P302+P352, P318, P321, P332+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 49 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Dodecane, 1-chloro-Dodecane, 1-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecane, 1-chloro- 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: 03-05-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/222661-Chlorododecane: Does not have an individual approval but may be used under an appropriate group standard |
| DOT-Kennzeichnung | Corrosive |
| Brandgefahren | This chemical is combustible. (NTP, 1992) |
| Gesundheitsgefahren | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Gefahrenübersicht | An oral reproductive/developmental study of rats produced a LOAEL in males of 100 mg/kg/day for histopathological liver changes, a LOAEL in females of 300 mg/kg/day for increased adrenal weights with corresponding histopathological changes and decreased thymus weight, developmental toxicity (reduced pup survival, body weight, and weight gain at 1,000 mg/kg/day), and no evidence of reproductive toxicity[EPA ChAMP: Screening Level Hazard Characterization: Dodecane, 1-chloro- - 2012] A skin irritant[Acros Organics MSDS] See Dodecane. See 1-Chlorohexane. |
| Reaktive Gruppe | Halogenated Organic Compounds |
| Reactivity Profile | LAURYL CHLORIDE may be incompatible with strong oxidizing and reducing agents. May be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Skin Irrit. 2 (20.4%) |
| Brandbekämpfung | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Isolation and Evacuation | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| Unerwünschte Wirkungen | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3082 9/PG 3 |
| Zollcode | 29189090 |
| R-Sätze (R) | 40-50/53-38-66 |
| Gefahrensymbole | Xn,N,Xi |
| Sicherheitshinweise (S) | 24-36/37-60-61-37-46 |
| Gefahrenklasse | 9Aquatic Acute 1Aquatic Chronic 1Skin Irrit. 2 |
| Verpackungsgruppe | III |
| Lagerklasse | 10 - Combustible liquids |
| Selbstentzündungstemperatur | 190°C |
Anwendungen & Verwendung
Verwenden
1-Chlorododecane is used as a reagent in the chemical modification of zein to reduce the brittleness of zein films. It also used as a solvent and in the manufacture of photographic chemicals, pharmaceuticals, organometallic compounds, and surfactants.
Herstellung & Synthese
synthetische
500 ml round-bottomed flask fitted with a double surface condenser and charged with 109.5 ml (or 179 grams) of freshly distilled thionyl chloride, and 46.5 grams of n-dodecyl alcohol (lauryl alcohol) are slowly added during 2 hours. When all the n-dodecyl alcohol has been added, the reaction mixture is refluxed for 6 hours. The obtained reaction mixture is distilled and the excess of thionyl chloride passes over below 80° C, followed by a small fraction up to 120° C. Finally, the crude 1-chlorododecane distills at 252-257° C, mainly at 255-257° C. The purified 1-chlorododecane is washed with water, 10% sodium carbonate solution, twice with water and dried with anhydrous calcium chloride. 1-Chlorododecane is additionally purified by distillation through an efficient fractionating column. Pure n-hexyl chloride passes over at 116.5° C/5 mm. The yield is 35 grams.