HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Chlorbutan
N-BUTYL CHLORIDE · CHLOROBUTANE · BUTYL CHLORIDE · n-Chlorobutane · 1-butyl chloride · 1-CHLOROBUTANE, 99%1-CHLOROBUTANE, 99%1-CHLOROBUTANE, 99%1-CHLOROBUTANE, 99% · n-C4H9Cl · Sure Shot
Identifikatoren & physikalische Daten
| CAS No. | 109-69-3 |
|---|---|
| Summenformel | C4H9Cl |
| Durchschnittliche Molmasse | 92,57 g/mol |
| Monoisotopische Masse | 92,03927797 g/mol |
| SMILES | CCCCCl |
| InChIKey | VFWCMGCRMGJXDK-UHFFFAOYSA-N |
| PubChem CID | 8005 |
| ChEMBL | CHEMBL47259 |
| EC No. | 203-696-6 |
| DTXSID | DTXSID8020206 |
| Lokaler Name | 1-Chlorbutan |
Chemische & physikalische Eigenschaften
| XLogP | 2,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 13,1 |
| Stoffklassen | Flammable agents - 3rd degree |
| Solvents | Solvents -> Chlorinated Aliphatics |
| SpringerMaterials Properties | Schoenflies notation |
| Pestizide | Pesticide -> EPA IRIS |
| LogP (Verteilungskoeffizient) | log Kow= 2.392.82 |
| Geruch | Unpleasant |
| Dichte | 0.8862 at 68 °F (USCG, 1999) - Less dense than waterwill float0.88098 @ 25 °C/4 °C0.89197 @ 15 °C/4 °C0.88648 @ 20 °C/4 °CRelative density (water = 1): 0.89 (20 °C)0.892 @ 15°C0.886 g/mL at 25 °C (lit.) |
| Viscosity | 0.0045 POISE @ 20 °C0.45 mPa*s at 20 °C |
| Color/Form | COLORLESS LIQ |
| Löslichkeit | less than 1 mg/mL at 59 °F (NTP, 1992)PRACTICALLY INSOL IN WATER (0.066% @ 12 °C)MISCIBLE WITH ALC, ETHERSolubility in water, g/l at 25 °C: 0.87 (practically insoluble)water: soluble0.11g/L at 20°C0.5 g/L (20 ºC) |
| Flammpunkt | 20 °F (NTP, 1992)15 °F (-9 °C) (Closed Cup)-12 °C-12 °F |
| Animal Drugs | Active Ingredients (N-butyl Chloride) -> FDA Greenbook |
| Schmelzpunkt | -123 °C (lit.) |
| Siedepunkt | 77-78 °C (lit.) |
| Dampfdichte | 3.2 (vs air) |
| Dampfdruck | 80.1 mm Hg ( 78.4 °C) |
| Brechungsindex | n20/D 1.402(lit.) |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | Viscous Liquid |
| Farbe | White to pink to light brown |
| Geruch | Unpleasant odor |
| Explosionsgrenze | 1.8-10.1%(V) |
| Merck | 14,1560 |
| BRN | 1730909 |
| Henry-Konstante | 5.6×10-4 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Dielektrizitätskonstante | 9.6(20℃) |
| Stabilität | Stable. Highly flammable. Note low flash point and wide explosion limit range. Incompatible with strong oxidizing agents, strong bases. |
| InChI | 1S/C4H9Cl/c1-2-3-4-5/h2-4H2,1H3 |
| InChIKey | VFWCMGCRMGJXDK-UHFFFAOYSA-N |
| SMILES | CCCCCl |
| LogP (Verteilungskoeffizient) | 2.66 at 20℃ |
| Oberflächenspannung | 23.74mN/m at 293.15K |
| CAS Datenbank | 109-69-3(CAS DataBase Reference) |
| NIST chemische Informationen | Butane, 1-chloro-(109-69-3) |
| EPA chemische Informationen | 1-Chlorobutane (109-69-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatorische Informationen | Chemical: Butane, 1-chloro-Butane, 1-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butane, 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: 16-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13696Butane, 1-chloro-: HSNO Approval: HSR001101 Approved with controlsThe 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.) |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Special Hazards of Combustion Products: May produce phosgene gas in fire (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive. |
| Brandpotenzial | FLAMMABLE, DANGEROUS FIRE RISK. |
| Gesundheitsgefahren | Mildly irritating to the skin and eyes, liquid may cause rash due to removal of skin oils. Ingestion or skin absorbtion may cause intestinal upset, cramping, and central nervous system depression. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin. |
| Gefahrenübersicht | Dangerous fire risk[Hawley] Reacts slowly with water evolving hydrochloric acidA skin, eye, and respiratory tract irritantThe substance may cause effects on the nervous system. [ICSC] A skin and eye irritant[HSDB] A mild skin and eye irritant based on animal studies[CHEMINFO] An irritantEffects in high-dose animal studies (subacute and chronic) include convulsions or effect on seizure threshold[MSDSonline] |
| DOT-Nummer und Handbuch | 1127 130 |
| FDA-Anforderungen | Specification and dosage requirements for n-butyl chloride are given in detail for the removal of ascarids and hookworms in dogs, puppies, cats, and kittens. |
| Reaktive Gruppe | Halogenated Organic Compounds |
| UN-Einstufung | UN Hazard Class: 3UN Pack Group: II |
| Special Reports | DHHS/NTPToxicology & Carcinogenesis Studies of n-Butyl Chloride in F344/N Rats and B6C3F1 Mice Technical Report Series No. 312 (1986) NIH Publication No. 86-2568 |
| Reactivity Alerts | Highly Flammable |
| Brandbekämpfung | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Use powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse and then wash skin with water and soap.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Do NOT induce vomiting. Refer for medical attention . |
| Freisetungsmaßnahmen | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| 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.General First Aid: |
| Sichere Lagerung | Fireproof. Separated from incompatible materials. Well closed. Keep in a well-ventilated room. Store in an area without drain or sewer access. See Chemical Dangers. |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Brandbekämpfungsverfahren | To fight fire: Foam, carbon dioxide, dry chemical.If material /is/ on fire or involved in /a/ fire do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemial or carbon dioxide.If fire becomes uncontrollable or container is exposed to direct flame-consider evacuation of one-third (1/3) mile radius. |
| Freisetung ohne Brand | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]: |
| Verschüttetes entsorgen | Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer. Do NOT let this chemical enter the environment. |
| Preventive Measures | If material /is/ not on fire and not involved in /a/ fire keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors.Avoid breathing vapors. Keep upwind. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.If material leaking (not on fire) consider evacuation from downwind area based on amount of material spilled, location and weather conditions.SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place. |
| Isolation and Evacuation | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Immediate precautionary measure |
| Eye Prevention | Wear safety spectacles or eye protection in combination with breathing protection. |
| Ökotoxizitätswerte | LC50 Poecilia reticulata (guppy) 97 ppm/7 days /Conditions of bioassay not specified/ |
| Umweltverhalten | TERRESTRIAL FATE: n-Butyl chloride has a very high vapor pressure, 100 mm Hg at 25 °C(1), indicating that volatilization from soil will be rapid and a primary removal process. It has an estimated low adsorptivity to soil (Koc = 93-102)(1-2) and therefore would be mobile in soil. Biodegradation in soil is unknown(SRC).AQUATIC FATE: If released in water, n-butyl chloride will be lost rapidly by volatilization. Its estimated volatilization half-life in a model river and pond are 2.9 hr(1-2) and 34 hr(3), respectively. In groundwater, where volatilization may not occur, n-butyl chloride may be lost by hydrolysis. Based upon hydrolysis rates for alkyl chlorides, the half-life is estimated to be between 6 hr and 38 days at neutral pH(4). The half-life at higher pHs will be shorter. Photodegradation, adsorption to sediment, and bioconcentration in fish are not important aquatic fate processes(SRC).ATMOSPHERIC FATE: n-Butyl chloride will degrade via reaction with photochemically produced hydroxyl radicals in the atmosphere. The half-life of n-butyl chloride in the atmosphere is estimated to be 7.0 days(1). n-Butyl chloride does not absorb radiation >290 nm and therefore it will not directly photolyze(2). Due to its water solubility, 1100 mg/l(3), washout by rain should occur. However, n-butyl chloride removed in this manner will revolatilize into the atmosphere(SRC).Maximum permissible concentrations in open waters are 0.004 mg/l. |
| Unerwünschte Wirkungen | Neurotoxin - Acute solvent syndrome |
| Expositionspfade | The substance can be absorbed into the body by inhalation of its vapour and by ingestion. |
| Signs and Symptoms | Cough. Sore throat. Drowsiness.Redness. Dry skin.See Inhalation. |
| Ongoing Test Status | The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=109-69-3] |
| Effluent Concentrations | In a study of 63 industrial effluents that discharge into surface waters, chlorobutane was found in one effluent at a concentration of <10 ug/l(1). |
| ICSC Environmental Data | Bioaccumulation of this chemical may occur along the food chain. |
| EPA IRIS Information | 1-Chlorobutane |
| Soil Adsorption/Mobility | Using the water solubility for n-butyl chloride, 1100 mg/l(1), the Koc can be estimated to be 93 and 102 using two recommended regression equations(2,SRC). These estimates indicate that n-butyl chloride will have high mobility in soil(3). |
| Atmospheric Concentrations | SOURCE DOMINATED: n-Butyl chloride was identified, but not quantified, in one of 10 samples of ambient air in the Kanawna Valley, WV(1). Various locations were sampled during three trips. |
| Human Toxicity Excerpts | TOXIC ON PROLONGED INHALATION.WEAKER CENTRAL NERVOUS DEPRESSANT ACTIONS THAN ETHYL CHLORIDE. |
| Landesrichtlinien für Trinkwasser | (FL) FLORIDA 2,800 ug/l |
| F | 1-10 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1127 (CHLOROBUTANES) |
| Zollcode | 29031990 |
| RTECS-Nr. | EJ6300000 |
| R-Sätze (R) | 11 |
| Toxizität | LD50 orally in rats: 2.67 g/kg (Smyth) |
| Gefahrensymbole | F |
| Sicherheitshinweise (S) | 9-16-29 |
| Gefahrenklasse | 3Aquatic Chronic 3Asp. Tox. 1Flam. Liq. 2 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 109-69-3(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 860 °F |
Anwendungen & Verwendung
Beschreibung
1-Chlorbutan bildet eine farblose, wasserunlösliche Flüssigkeit mit süßlichem Geruch. Es ist eine häufig in der organischen Synthesechemie eingesetzte Verbindung.
Verwenden
1-Chlorobutane is used as an intermediate for the production of other chemicals in the chemical industry. 1-chlorobutane is a common extraction solvent in the forensic toxicology arena. A benefit of 1-chlorobutane is that it is less dense than water and therefore settles above the aqueous layer. As butylating agent in organic synthesis, e.g., in the manufacture of butyl cellulose. 1-chlorobutane will be halogenated to produce dichlorobutane using sulfuryl chloride via a free-radical chain reaction mechanism.
Herstellung & Synthese
synthetische
1-Chlorobutane is obtained by esterification of n-butanol with hydrogen chloride or hydrochloric acid at 100℃ either without a catalyst or utilizing the accelerating effect of zinc chloride, tripentylamine hydrochloride, or phosphorus pentachloride. n-Butyl chloride is also obtained, along with 2-chlorobutane, by the chlorination of butane over aluminum oxide at 200℃.