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Diisobutylamin
DIBA · (i-C4H9)2NH · Diisobutylamin · AURORA KA-7633 · DIISOBUTYLAMINE · amine,diisobutyl · Di-n-isobutylaMine · Diisobutylamine,99%
Identifikatoren & physikalische Daten
| CAS No. | 110-96-3 |
|---|---|
| Summenformel | C8H19N |
| Durchschnittliche Molmasse | 129,24 g/mol |
| Monoisotopische Masse | 129,15174961 g/mol |
| SMILES | CC(C)CNCC(C)C |
| InChIKey | NJBCRXCAPCODGX-UHFFFAOYSA-N |
| PubChem CID | 8085 |
| ChEMBL | CHEMBL3187581 |
| EC No. | 203-819-3 |
| DTXSID | DTXSID5025079 |
| Lokaler Name | Diisobutylamin |
Chemische & physikalische Eigenschaften
| XLogP | 2,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 12 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 49,6 |
| Stoffklassen | Nitrogen Compounds -> Amines, AliphaticCorrosives |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP (Verteilungskoeffizient) | 2.632.67 |
| Geruch | Amine odor |
| Dichte | 0.745 at 68 °F (USCG, 1999) - Less dense than waterwill float0.745 @ 20 °CRelative density (water = 1): 0.75 (20 °C)0.745 @ 20°C0.74 g/mL at 25 °C (lit.) |
| Color/Form | Water-white liquid |
| Löslichkeit | Slightly soluble (NTP, 1992)Sol in ethanol, ether, acetone, benzeneIn water, 2,200 mg/l @ 25 °C.Solubility in water, g/100ml at 25 °C: 0.22 (slightly soluble)insoluble to slightly soluble in watersoluble in ethanol, methanol, ethyl ether, ethyl acetate, acetone, benzene, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic and stearic acids5 g/L (20 ºC) |
| Flammpunkt | 85 °F (NTP, 1992)29 °C (85 °F) (CLOSED CUP)29 °C c.c. |
| Siedepunkt | 282 to 284 °F at 760 mmHg (NTP, 1992)139.6 °C139 °C139 °C @760 [mm Hg]137-139 °C (lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of nitroxides. |
| Schmelzpunkt | -100.3 °F (NTP, 1992)-73.5 °C-74 °C-70 °C-77 °C (lit.) |
| Dampfdichte | 4.46 (NTP, 1992) - Heavier than airwill sink (Relative to Air)Relative vapor density (air = 1): 4.5 |
| Brechungsindex | n20/D 1.4081(lit.) |
| Lagerbedingungen | Flammables area |
| pKa (Säurekonstante) | 11.07±0.28(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | Clear |
| Geruch | amine odor |
| BRN | 1209251 |
| Henry-Konstante | 1.8×10-2 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Dielektrizitätskonstante | 2.7(22℃) |
| InChI | 1S/C8H19N/c1-7(2)5-9-6-8(3)4/h7-9H,5-6H2,1-4H3 |
| InChIKey | NJBCRXCAPCODGX-UHFFFAOYSA-N |
| SMILES | CC(C)CNCC(C)C |
| LogP (Verteilungskoeffizient) | 2.383 (est) |
| CAS Datenbank | 110-96-3(CAS DataBase Reference) |
| NIST chemische Informationen | 1-Propanamine, 2-methyl-N-(2-methylpropyl)-(110-96-3) |
| EPA chemische Informationen | Diisobutylamine (110-96-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 166 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H226: Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| Regulatorische Informationen | Chemical: 1-Propanamine, 2-methyl-N-(2-methylpropyl)-Status: Active Update: 25-08-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/266251-Propanamine, 2-methyl-N-(2-methylpropyl)-: HSNO Approval: HSR001251 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 Corrosive |
| Brandgefahren | Special Hazards of Combustion Products: May contain toxic NOx fumes.· Flammable/combustible material.Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 29 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion on contact with strong oxidizing agents. |
| Brandpotenzial | FLAMMABLE, MODERATE FIRE RISKA dangerous fire hazard when exposed to heat or flame ... |
| Gesundheitsgefahren | Inhalation of high concentrations of vapor will cause irritation of the respiratory tract and the lungs. Contact with liquid may result in severe skin and eye irritation. Exposure to concentrated vapors may result in corneal edema. Poisonous if swallowed. (USCG, 1999)· May cause toxic effects if inhaled or ingested. |
| Gefahrenübersicht | A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause pulmonary edemaCan be absorbed through skin[ICSC] Not mutagenic in five strains of Salmonella typhimuriumEmergency treatment: Corrosives-alkaline[HSDB] Sensitive to heat and airA severe skin and eye irritantA respiratory tract irritant[CAMEO] A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation of high concentrations may cause pulmonary edemaMay be absorbed through skin[CHEMINFO] |
| DOT-Nummer und Handbuch | 2361 132 |
| Reaktive Gruppe | Amines, Phosphines, and Pyridines |
| UN-Einstufung | UN Hazard Class: 3UN Subsidiary Risks: 8UN Pack Group: III |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | DIISOBUTYLAMINE can react vigorously with oxidizing materials (NTP, 1992). Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. |
| Chemical Dangers | Decomposes on burning. This produces toxic fumes including nitrogen oxides. The substance is a medium strong base. Reacts violently with strong oxidants. This generates fire and explosion hazard. Attacks many metals and some plastics. Solutions in water slowly etch glass. |
| Brandbekämpfung | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:Use alcohol-resistant foam, water, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse skin with plenty of water or shower for at least 15 minutes. Refer immediately for medical attention .Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.Rinse mouth. Give nothing to drink. Do NOT induce vomiting. Refer immediately 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 food and feedstuffs, strong oxidants and strong acids. Store only in original container. Store in an area without drain or sewer access. |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Brandbekämpfungsverfahren | Alcohol foam. Water may be ineffective.To fight fire, use alcohol foam, carbon dioxide, dry chemical. |
| Freisetung ohne Brand | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| 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. |
| Verschüttetes entsorgen | Remove all ignition sources. Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. 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. Wash away remainder with plenty of water. |
| Isolation and Evacuation | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:Immediate precautionary measure |
| Eye Prevention | Wear face shield or eye protection in combination with breathing protection. |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 640(SRC) from an estimated log Kow of 2.63(2) and a regression derived equation(3) indicates that diisobutylamine is expected to have low mobility in soil(SRC). A pKa value of 10.91(4) indicates that the protonated form of diisobutylamine will be the dominant species in moist soil surfaces and cations generally adsorb strongly to soils. Volatilization of diisobutylamine from moist soil surfaces is not expected to be an important fate process since the cation will not volatilize. Diisobutylamine may volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 7.27 mm Hg at 25 °C(5). 63 to 87% of the theoretical BOD was achieved for diisobutylamine using activated sludges over a 4 week incubation period(6), which suggests that biodegradation in soil is expected to be important(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 640(SRC) from an estimated log Kow of 2.63(2) and a regression derived equation(3) indicates that diisobutylamine is expected to adsorb to suspended solids and sediment in water(SRC). A pKa value of 10.91(4) indicates that the protonated form of diisobutylamine will be the predominant species in water. Volatilization from water surfaces is not expected to be an important fate process(SRC) since the protonated form will not volatilize. According to a classification scheme(5), an estimated BCF of 21(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 63 to 87% of the theoretical BOD was achieved for diisobutylamine using activated sludges over a 4 week incubation period(7), which suggests that biodegradation in water is expected to be important(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diisobutylamine, which has a vapor pressure of 7.27 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diisobutylamine 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 4 hours(SRC), from its rate constant of 9X10-11 cu cm/molecule-sec at 25 °C(3). Diisobutylamine is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(SRC). |
| Lebensmitteluntersuchungswerte | Diisobutylamine was detected in miso at a concn of 0.007 ppm(1). |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Expositionspfade | Serious local effects by all routes of exposure. |
| Signs and Symptoms | Cough. Sore throat. Burning sensation behind the breastbone. Shortness of breath. Laboured breathing.Redness. Pain. Serious skin burns.Redness. Pain. Severe burns. Blurred vision.Burns in mouth and throat. Burning sensation. Abdominal pain. Vomiting. Shock or collapse. |
| ICSC Environmental Data | The substance is harmful to aquatic organisms. |
| Soil Adsorption/Mobility | The Koc of diisobutylamine was estimated as 640(SRC), using an estimated log Kow of 2.63(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that diisobutylamine is expected to have low mobility in soil(SRC). The pKa of diisobutylamine is 10.91(4), indicating that the protonated form will be the predominant species in moist soils and cations are expected to adsorb strongly to soil surfaces. |
| Artificial Pollution Sources | Diisobutylamine's production and use as a chemical intermediate(1), may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | 63 to 87% of the theoretical BOD was achieved for diisobutylamine using activated sludges over a 4 week incubation period(1). |
| Environmental Bioconcentration | An estimated BCF of 21 was calculated for diisobutylamine(SRC), using an estimated log Kow of 2.63(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). |
| Volatilization from Water/Soil | With a pKa of 10.91(1), diisobutylamine will exist predominantly in its protonated form in the environment and the protonated form of diisobutylamine will not volatilize from water or moist soil surfaces(2). Diisobutylamine may volatilize from dry soil surfaces(SRC) based on its vapor pressure of 7.27 mm Hg at 25 °C(3). |
| Non-Human Toxicity Excerpts | MORTALITY RATE OF 75 PPM INHALED BY RATS FOR 4 HR WAS 4/6NO DEATHS OCCURRED WHEN INHALING SATURATED VAPOR FOR 50 MIN. /FROM TABLE/Diisobutylamine was found to be negative when tested for mutagenicity using the Salmonella/ microsome preincubation assay, using the standard protocol approved by the National Toxicology Program (NTP). Diisobutylamine was tested in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat and hamster liver S-9, at doses of 0.100, 0.333, 1.000, 3.333, and 10.000 mg/plate. The highest ineffective dose tested in any S. typhimurium strain was 10.000 mg/plate. |
| F | 34 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2361 |
| Zollcode | 29211990 |
| RTECS-Nr. | TX1750000 |
| R-Sätze (R) | 10-22-34-52/53 |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-36/37/39-45-25-16-61 |
| Gefahrenklasse | 3Acute Tox. 3 OralAquatic Chronic 3Eye Dam. 1Flam. Liq. 3Skin Corr. 1B |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 110-96-3(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
Diisobutylamine was used to study the effect of achiral amine on hydrogenation of ethyl pyruvate over cinchonidine-Pt/Al2O3 catalyst system. Diisobutylamine is the principal starting material for the herbicide Butylate (Zeneca).