HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Ethylhexanal
2-ETHYLHEXALDEHYDE · α-Ethylhexanal · ETHYLHEXANAL, 2- · hexanal,2-ethyl- · 2-Ethylcaproaldehyde · 2-ETHYLHEXYL ALDEHYDE · 2-ETHYLHEXAL · 2-ETHYLHEXANAL
Identifikatoren & physikalische Daten
| CAS No. | 123-05-7 |
|---|---|
| Summenformel | C8H16O |
| Durchschnittliche Molmasse | 128,21 g/mol |
| Monoisotopische Masse | 128,12011513 g/mol |
| SMILES | CCCCC(C=O)CC |
| InChIKey | LGYNIFWIKSEESD-UHFFFAOYSA-N |
| PubChem CID | 31241 |
| ChEMBL | CHEMBL1558074 |
| ChEBI | CHEBI:87809 |
| EC No. | 204-596-5 |
| DTXSID | DTXSID9025291 |
| Lokaler Name | 2-Ethylhexanal |
Chemische & physikalische Eigenschaften
| XLogP | 2,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 69 |
| Stoffklassen | Other Classes -> AldehydesFlammable agents - 2nd degree |
| LogP (Verteilungskoeffizient) | log Kow = 3.07, measured OECD Method 107 |
| Geruch | Mild odor |
| Dichte | 0.82 at 68 °F (USCG, 1999) - Less dense than waterwill float0.8540 g/cu cm at 20 °CBulk density = 6.8 lb/galRelative density (water = 1): 0.850.822 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Viscosity | 1.0527 cP at 25 °C |
| Color/Form | Colorless high-boiling liquid |
| Löslichkeit | less than 1 mg/mL at 70 °F (NTP, 1992)Miscible with most organic solventsSlightly soluble in carbon tetrachloridesoluble in ethanol and etherIn water, less than 0.5 g/100g at 25 °CIn water, 400 ppm at 25 °CSolubility in water, g/100ml at 20 °C: 0.070.01g/lSlightly soluble in water. |
| Flammpunkt | 125 °F (NTP, 1992)46 °C112 °F (44 °C) (Closed cup)46 °C c.c., 52 °C o.c.108 °F |
| Siedepunkt | 326.1 °F at 760 mmHg (NTP, 1992)163 °C55 °C13.5 mm Hg(lit.) |
| Decomposition | When heated to decomposition it emits acrid and irritating fumes. |
| Schmelzpunkt | less than -100 °C-85 °C-76 °C |
| Dampfdruck | 2-2.8hPa at 18.5-23.4℃ |
| Brechungsindex | n20/D 1.415(lit.) |
| Lagerbedingungen | Flammables area |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| Explosionsgrenze | 1.0-6.6%(V) |
| BRN | 1700556 |
| Henry-Konstante | 1.2×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Stabilität | Air Sensitive |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C8H16O/c1-3-5-6-8(4-2)7-9/h7-8H,3-6H2,1-2H3 |
| InChIKey | LGYNIFWIKSEESD-UHFFFAOYSA-N |
| SMILES | [H]C(=O)C(CC)CCCC |
| LogP (Verteilungskoeffizient) | 3.07 at 25℃ |
| Oberflächenspannung | 47.1mN/m at 730mg/L and 20.2℃ |
| CAS Datenbank | 123-05-7(CAS DataBase Reference) |
| EPA chemische Informationen | 2-Ethylhexanal (123-05-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P272, P280, P302+P352, P303+P361+P353, P305+P351+P338, P318, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1785 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Hexanal, 2-ethyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Hexanal, 2-ethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexanal, 2-ethyl- 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: 02-07-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/13822Hexanal, 2-ethyl-: 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.) |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Flammable. Above 46 °C explosive vapour/air mixtures may be formed. |
| Brandpotenzial | Dangerous fire hazardspontaneously flammable in air. |
| Gesundheitsgefahren | Inhalation may be irritating to mucous membraneoverexposure may cause dizziness and collapse. Ingestion causes irritation of mouth and stomach. Contact with eyes or skin causes irritation. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin. |
| Gefahrenübersicht | A skin, eye, and respiratory tract irritantFlammableExplosive mixtures with air may form above 46 deg C[ICSC] An irritant[MSDSonline] |
| DOT-Nummer und Handbuch | 1191 129 |
| Reaktive Gruppe | Aldehydes |
| UN-Einstufung | UN Hazard Class: 3UN Pack Group: III |
| TSCA-Anforderungen | Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date 9/30/91Reporting date: 11/27/91.Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Hexanal, 2-ethyl- is included on this list. Effective date: 9/30/91Sunset date: 6/30/98. |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | 2-ETHYLHEXALDEHYDE is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermicthey are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation. |
| Brandbekämpfung | Fire Extinguishing Agents Not to Be Used: Water may be ineffectiveUse powder, AFFF, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Rest. 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 acids, bases and oxidants. Cool. Well closed. |
| Firefighting Hazards | Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Brandbekämpfungsverfahren | Use dry chemical, carbon dioxide or foam extinguishers. |
| Lagerbedingungen | Store in tightly closed containers in a cool, well ventilated area away from oxidizers, strong bases and combustible materials. |
| Reinigungsverfahren | Absorb liquids in vermiculite, dry sand, earth, peat, carbon, or a similar material and deposit in sealed containers. Keep ethyl hexaldehyde out of a confined space, such as a sewer, because of the possibility of an explosion ... |
| Freisetung ohne Brand | Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: |
| Entsorgungsverfahren | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal and plant lifeand conformance with environmental and public health regulations. |
| Körperbelastung | 2-Ethylhexaldehyde was qualitatively detected in the expired air from control and diabetic nonsmoking populations(1). |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 18(SRC), determined from a structure estimation method(2), indicates that 2-ethylhexaldehyde is expected to have very high mobility in soil(SRC). Volatilization of 2-ethylhexaldehyde from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.4X10-4 atm-cu m/mole(SRC), based upon its vapor pressure, 2 mm Hg(3), and water solubility, 400 mg/L(4). 2-Ethylhexaldehyde is expected to volatilize from dry soil surfaces(SRC) based upon the vapor pressure(SRC). Using OECD Method 301F (Ready Biodegradability, Manometric Respirometry Test) with a domestic activated sludge inoculum and a 28-day incubation period, 2-ethylhexaldehyde had a theoretical BOD of 71.8%(5) which classifies it as readily biodegradable(SRC). By analogy, isobutyraldehyde (a structurally similar branched saturated aldehyde to 2-ethylhexaldhyde), present at 30 mg/L, reached 81% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 100 mg/L in the Japanese MITI test(6) which also classifies it as readily biodegradable(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 18(SRC), determined from a structure estimation method(2), indicates that 2-ethylhexaldhyde 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 8.4X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 2 mm Hg(4), and water solubility, 400 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4.6 hours and 4.9 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 49(SRC), from its log Kow of 3.07(7) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). 2-Ethylhexaldehyde is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Using OECD Method 301F (Ready Biodegradability, Manometric Respirometry Test) with a domestic activated sludge inoculum and a 28-day incubation period, 2-ethylhexaldehyde had a theoretical BOD of 71.8%(7) which classifies it as readily biodegradable(SRC). By analogy, isobutyraldehyde (a structurally similar branched saturated aldehyde to 2-ethylhexaldhyde), present at 30 mg/L, reached 81% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 100 mg/L in the Japanese MITI test(8) which also classifies it as readily biodegradable(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-ethylhexaldehyde , which has a vapor pressure of 2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-ethylhexaldehyde 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 11 hours(SRC), calculated from its rate constant of 3.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). |
| Lebensmitteluntersuchungswerte | 2-Ethylhexaldehyde has been qualitatively detected as a volatile compound of baked potatoes(1). |
| Expositionspfade | The substance can be absorbed into the body by inhalation of its vapour and by ingestion. |
| Signs and Symptoms | Cough. Sore throat.Dry skin. Redness. See Inhalation.Redness. Pain.Abdominal pain. Nausea. Vomiting. |
| ICSC Environmental Data | The substance is harmful to aquatic organisms. |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2-ethylhexaldehyde can be estimated to be 18(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-ethylhexaldehyde is expected to have very high mobility in soil(SRC). |
| Natural Pollution Sources | Has apparently not been reported to occur in nature. In public use since the 1950s. |
| Atmospheric Concentrations | SOURCE DOMINATED: 2-Ethylhexaldehyde was qualitatively detected in ambient air samples collected in an industrial area in Mumbai, India in 2004(1). |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ The mucus membranes of the nasal and oral passages and the upper respiratory tract are affected, producing a burning sensation ... bronchial constriction, choking, and coughing. The eyes tear, and a burning sensation is noted on the skin of the face. /Aldehydes/ |
| Artificial Pollution Sources | 2-Ethylhexaldehyde's production and use as an intermediate in organic syntheses and use in vulcanizing agents and antioxidants for rubber(1), and its use in perfumes(2) may result in its release to the environment through various waste streams(SRC).2-Ethyhexaldehyde is a metabolite resulting from the biodegradation of bis(2-ethylhexyl) phthalate(1). |
| Environmental Biodegradation | AEROBIC: Using OECD Method 301F (Ready Biodegradability, Manometric Respirometry Test) with a domestic activated sludge inoculum and a 28-day incubation period, 2-ethylhexaldehyde had a theoretical BODT of 71.8%(1) which classifies it as readily biodegradable(SRC). By analogy, isobutyraldehyde (a structurally similar branched saturated aldehyde to 2-ethylhexaldhyde), present at 30 mg/L, reached 81% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 100 mg/L in the Japanese MITI test(2).PURE CULTURE: Uptake of oxygen by coccobacillus grown on di(2-ethylhexyl)phthalate using 2-ethylhexaldehyde as substrate was 66 uL/hour at 30 °C(1). |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1191 3/PG 3 |
| Zollcode | 29121990 |
| RTECS-Nr. | MN7525000 |
| R-Sätze (R) | 10-36/37/38-43-38-63 |
| Gefahrensymbole | Xi,Xn |
| Sicherheitshinweise (S) | 26-36-36/37 |
| Gefahrenklasse | 3Flam. Liq. 3Repr. 2Skin Sens. 1 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 123-05-7(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
2-Ethylhexanal is used as an intermediate for chemical synthesisand in the production of pharmaceuticals and odorous substances.