2-エチルヘキサナール

Other Classes -> Aldehydes

Flammable agents - 2nd degree

0.82 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8540 g/cu cm at 20 °C

Bulk density = 6.8 lb/gal

Relative density (water = 1): 0.85

less than 1 mg/mL at 70 °F (NTP, 1992)

Miscible with most organic solvents

Slightly soluble in carbon tetrachloride; soluble in ethanol and ether

In water, less than 0.5 g/100g at 25 °C

In water, 400 ppm at 25 °C

Solubility in water, g/100ml at 20 °C: 0.07

125 °F (NTP, 1992)

46 °C

112 °F (44 °C) (Closed cup)

46 °C c.c., 52 °C o.c.

326.1 °F at 760 mmHg (NTP, 1992)

163 °C

163 °C

less than -100 °C

-85 °C

Warning

H226 (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.

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Commission Regulation (EC) No 1565/2000 (Repealed by Com.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/13822

Hexanal, 2-ethyl-: Does not have an individual approval but may be used under an appropriate group standard

The 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.)

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.

Inhalation may be irritating to mucous membrane; overexposure 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.

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 9/30/91; Reporting 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: 9/30/91; Sunset date: 6/30/98.

2-ETHYLHEXALDEHYDE is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they 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.

Fire Extinguishing Agents Not to Be Used: Water may be ineffective

Use powder, AFFF, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

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 .

· 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.

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:

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 quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

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).

Cough. Sore throat.

Dry skin. Redness. See Inhalation.

Redness. Pain.

Abdominal pain. Nausea. Vomiting.

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).

/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/

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).

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).

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 9/30/91; Reporting 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: 9/30/91; Sunset date: 6/30/98.

Aldehydes are readily oxidized to organic acids, which, in turn, can serve as substrates for fatty acid oxidation pathways and the Krebs cycle. ... Oxidation of aldehydes is catalyzed by aldehyde dehydrogenase, which has been found in the brain, erythrocytes, liver, kidney, heart, and placenta. /Aldehydes/

... The detoxification of aldehydes can be seen to proceed basically via two routes: (1) an oxidation to yield readily metabolized acids; (2) inactivation by reaction with sulfhydryl groups, particularly glutathione. Under conditions that either deplete glutathione levels, or that result in an inhibition of aldehyde dehydrogenase (for example, Antabuse treatment), the acute and chronic effects of aldehyde toxicity might be more fully expressed. /Aldehydes/

Used as a disinfectant and chemical intermediate for perfumes and other chemicals; [HSDB]

Using Disinfectants or Biocides [Category: Clean]

Organic synthesis, perfumes

As a disinfectant

2-Ethylhexanal is used for the manufacture of 2-ethylhexanol and 2-ethylhexanoic acid. Aminating hydrogenation leads to 2-ethylhexylamines, which are important intermediates in organic syntheses. The condensation of 2-ethylhexanal with aromatic amines results in products that are used as vulcanizing agents and antioxidants for rubber.

CHEMICAL INTERMEDIATE IN PERFUMES,2-ETHYLHEXANOIC ACID;1-TETRADECANOL; 2-(2-CYANOETHYL)-2-ETHYLHEXANAL

2023: 50,000,000 - <100,000,000 lb

(1977) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS

Hexanal, 2-ethyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5193]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Hexanal, 2-ethyl-. Aggregated National Production Volume: 50 to < 100 million pounds.

The base-catalyzed aldol condensation of butanal leads to 2-ethyl-2-hexenal, which is converted to 2-ethylhexanal by hydrogenation.

ALDOL CONDENSATION OF BUTYRALDEHYDE OR BUTYRALDEHYDE & ACETALDEHYDE IN BASE FOLLOWED BY HYDROGENATION

All Other Basic Organic Chemical Manufacturing

Hexanal, 2-ethyl-: ACTIVE

In public use since the 1950s. Use in fragrances in the USA amounts to approximately 25,000 lb/yr.