HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Brombutan
SEC-BUTYL BROMIDE · S-BUTYL BROMIDE · BROMOBUTANE, 2-(SG) · 1-BROMO-1-METHYLPROPANE · 2-Bromobutane sec-Butylbromide · sec-C4H9Br · 2-Brombutan · 2-BROMOBUTANE
Identifikatoren & physikalische Daten
| CAS No. | 78-76-2 |
|---|---|
| Summenformel | C4H9Br |
| Durchschnittliche Molmasse | 137,02 g/mol |
| Monoisotopische Masse | 135,98876239 g/mol |
| SMILES | CCC(C)Br |
| InChIKey | UPSXAPQYNGXVBF-UHFFFAOYSA-N |
| PubChem CID | 6554 |
| ChEMBL | CHEMBL156276 |
| EC No. | 201-140-7 |
| DTXSID | DTXSID7021499 |
| Lokaler Name | 2-Brombutan |
Chemische & physikalische Eigenschaften
| XLogP | 2,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 19,6 |
| Stoffklassen | Flammable agents - 3rd degree |
| Solvents | Solvents -> Brominated Solvents |
| Geruch | Pleasant odor |
| Dichte | 1.258 at 68 °F (USCG, 1999) - Denser than waterwill sink1.2425 at 25 °C/25 °C1.255 g/mL at 25 °C(lit.) |
| Color/Form | Clear, colorless liquid |
| Löslichkeit | Soluble in alcohol and etherinsoluble in water.<1g/l |
| Flammpunkt | 70 °F (USCG, 1999)21.1 °C70 °F (Open Cup) |
| Siedepunkt | 196.5 °F at 760 mmHg (USCG, 1999)91.2 °C91 °C(lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /hydrogen bromide/. |
| Schmelzpunkt | -169.4 °F (USCG, 1999)-112 °C |
| Dampfdruck | 57.0 [mmHg]57 mm Hg at 25 °C (extrapolated)70 hPa (20 °C) |
| Surface Tension | 0.025 N/m at 20 °C |
| Brechungsindex | n20/D 1.4369(lit.) |
| Lagerbedingungen | Store at +2°C to +8°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to yellow-brown |
| Explosionsgrenze | 2.6-6.6%(V) |
| Merck | 14,1554 |
| BRN | 505949 |
| Henry-Konstante | 8.8×10-4 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Dielektrizitätskonstante | 8.6400000000000006 |
| Stabilität | Stable. Flammable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C4H9Br/c1-3-4(2)5/h4H,3H2,1-2H3 |
| InChIKey | UPSXAPQYNGXVBF-UHFFFAOYSA-N |
| SMILES | CCC(C)Br |
| LogP (Verteilungskoeffizient) | 3 at 35℃ and pH7 |
| CAS Datenbank | 78-76-2(CAS DataBase Reference) |
| NIST chemische Informationen | Butane, 2-bromo-(78-76-2) |
| EPA chemische Informationen | Butane, 2-bromo- (78-76-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (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)Aggregated GHS information provided per 51 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H225: Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| Regulatorische Informationen | Chemical: Butane, 2-bromo-Status: Active Update: 27-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/23187Butane, 2-bromo-: HSNO Approval: HSR001244 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: Toxic fumes of Br· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
| Brandpotenzial | Dangerous, when exposed to heat or flame. |
| Gesundheitsgefahren | Irritating to eyes, nose, throat, upper respiratory tract, and skin. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin. |
| Gefahrenübersicht | Flammable liquid that is a dangerous fire risk[Hawley] High concentrations may cause CNS depression[HSDB] A skin, eye, nose, throat, and upper respiratory tract irritant[CAMEO] An irritantHigh concentrations may cause CNS depression[MSDSonline] |
| DOT-Nummer und Handbuch | 2339 130 |
| Reaktive Gruppe | Halogenated Organic Compounds |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | Halogenated aliphatic compounds, such as 2-BROMOBUTANE, are moderately or very reactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Low molecular weight haloalkanes are highly flammable and can react with some metals to form dangerous products. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. Gives toxic fumes of bromine when burned. |
| DOT Emergency Guidelines | /GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water./GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution./GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering./GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.For more DOT Emergency Guidelines (Complete) data for 2-BROMOBUTANE (8 total), please visit the HSDB record page. |
| DOT Hazard Classification | 2-BromobutaneUN2339Class 3 Flammable and combustible liquid (49 eCFR § 173.120)PG II: the degree of danger presented by the material is medium |
| Brandbekämpfung | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]: |
| 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 | Call a physician.General First Aid: |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Brandbekämpfungsverfahren | To fight fire use water, spray or mist, foam, carbon dioxide, or dry chemical.If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Use alcohol foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources. |
| Freisetung ohne Brand | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]: |
| Entsorgungsverfahren | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Preventive Measures | If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Use alcohol foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources.Personnel protection: Avoid breathing vapors. Keep upwind. Do not handle broken packages unless wearing appropriate personal protective equipment. If contact with the material anticipated, wear appropriate chemical protective clothing. |
| Isolation and Evacuation | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Immediate precautionary measure |
| Personal Protective Equipment (PPE) | Approved respirator, chemical-resistant gloves, safety goggles, other protective clothing. (USCG, 1999)Personnel Protection: ... Wear appropriate chemical protective gloves, boots and goggles. |
| Emergency Response Planning Guidelines | CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. |
| Treatment | EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration. |
| Gesundheitliche Auswirkungen | Bromine vapour causes irritation and direct damage to the mucous membranes. Elemental bromine also burns the skin. The bromide ion is a central nervous system depressant and chronic exposure produces neuronal effects. This is called bromism and can result in central reactions reaching from somnolence to coma, cachexia, exicosis, loss of reflexes or pathologic reflexes, clonic seizures, tremor, ataxia, loss of neural sensitivity, paresis, papillar edema of the eyes, abnormal speech, cerebral edema, delirium, aggressiveness, and psychoses. (L625, L626, L627) |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 68(SRC), determined from a structure estimation method(2), indicates that sec-butyl bromide is expected to have high mobility in soil(SRC). Volatilization of sec-butyl bromide from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.6X10-2 atm-cu m/mole(SRC), using a fragment constant estimation method(3). sec-Butyl bromide is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 57 mm Hg(4). Biodegradation data were not available(SRC, 2005).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 68(SRC), determined from a structure estimation method(2), indicates that sec-butyl bromide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.6X10-2 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3.5 hours and 4.7 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 19(SRC), from an estimated log Kow of 2.58(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2005).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), sec-butyl bromide, which has a vapor pressure of 57 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase sec-butyl bromide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 12 days(SRC), calculated from its rate constant of 1.3X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). sec-Butyl bromide does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| Unerwünschte Wirkungen | Neurotoxin - Acute solvent syndrome |
| Expositionspfade | Oral (L626)inhalation (L626)dermal (L626) |
| Toxizitätsübersicht | Bromine is a powerful oxidizing agent and is able to release oxygen free radicals from the water in mucous membranes. These free radicals are also potent oxidizers and produce tissue damage. In additon, the formation of hydrobromic and bromic acids will result in secondary irritation. The bromide ion is also known to affect the central nervous system, causing bromism. This is believed to be a result of bromide ions substituting for chloride ions in the in actions of neurotransmitters and transport systems, thus affecting numerous synaptic processes. (L626, L627, A543) |
| Signs and Symptoms | Bromine vapour causes irritation and direct damage to the mucous membranes. Symptoms include lacrimation, rhinorrhoea, eye irritation with mucous secretions from the oropharyngeal and upper airways, coughing, dyspnoea, choking, wheezing, epistaxis, and headache. The bromide ion is a central nervous system depressant producing ataxia, slurred speech, tremor, nausea, vomiting, lethargy, dizziness, visual disturbances, unsteadiness, headaches, impaired memory and concentration, disorientation and hallucinations. This is called bromism. (L626, L627) |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc of sec-butyl bromide can be estimated to be 68(SRC). According to a classification scheme(2), this estimated Koc value suggests that sec-butyl bromide is expected to have high mobility in soil. |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ .../SRP: CNS depression/ in high concentrations. |
| Artificial Pollution Sources | sec-Butyl bromide's production and use as an alkylating agent and in synthesis(1) may result in its release to the environment through various waste streams(SRC). |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Environmental Bioconcentration | An estimated BCF of 19 was calculated for sec-butyl bromide(SRC), using an estimated log Kow of 2.58(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC). |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2339 |
| Zollcode | 29033036 |
| RTECS-Nr. | EJ6228000 |
| R-Sätze (R) | 11-36/37/38-10-52 |
| Gefahrensymbole | F,Xi |
| hazard_note | Irritant/Highly Flammable |
| Sicherheitshinweise (S) | 16-23-24/25-37/39-26 |
| Gefahrenklasse | 3Aquatic Chronic 3Flam. Liq. 2 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 78-76-2(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 265 °C |
Anwendungen & Verwendung
Verwenden
2-Bromobutane is used in the various organic synthesis, existing as a grignard reagent.