Aldoxime

Nitrogen Compounds -> Oximes

Flammable agents - 3rd degree

log Kow = -0.13

-0.13

Needles

Two crystalline modifications, alpha-form and beta-form

Very soluble in water

Very soluble in alcohol, ether

Miscible with ethanol, ether

45 °C

Two crystalline modifications with melting point of 12 °C for beta-form and 46.5 °C for alpha-form

7.71 [mmHg]

9.9 mm Hg at 25 °C /Extrapolated to super-cooled liquid/; 5.0 mm Hg at 25 °C /Extrapolated to solid/

Warning

H226 (99.5%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P330, P337+P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 219 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Chemical: Acetaldehyde, oxime

Acetaldehyde, oxime is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetaldehyde, oxime 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: 20-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/5292

Acetaldehyde, oxime: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

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.

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· May cause toxic effects if inhaled or absorbed through skin.

Emergency treatment: Irritants; [HSDB] May form explosive peroxides with air; [CAMEO] Not irritating or sensitizing to guinea pig skin; Expected to induce methemoglobinemia based on studies of related oximes; Likely inhibits acetaldehyde dehydrogenase in the liver; No evidence of mutagenicity; [IUCLID] May form explosive mixtures with air; An irritant; [Alfa Aesar MSDS]

ACETALDEHYDE OXIME may explode or decompose violently during distillation if samples have been previously been exposed to the air, which causes formation of peroxides of various types. Reacts as both a weak acid and as a weak base. Gives acetaldehyde and a hydroxylammonium salt if heated with aqueous acid. A nickel-catalyzed aldoxime rearrangement to an amide went out of control when a different solvent was employed [J. Loss Prev., 1993, 6(2), 69].

/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/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 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/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 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/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 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/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 ACETALDEHYDE OXIME (8 total), please visit the HSDB record page.

Acetaldehyde oxime

UN2332

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG III: the degree of danger presented by the material is minor

· 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.

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

General First Aid:

Use water spray to cool unopened containers.

Suitable extinguishing media: For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Special protective equipment for firefighters Wear self contained breathing apparatus for fire fighting if necessary.

Conditions for safe storage Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature: 2 - 8 °C

Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations

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.

Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material.

Contaminated packaging: Dispose of as unused product.

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Precautions for safe handling: Avoid contact with skin and eyes. Avoid inhalation of vapour or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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.

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Immediate precautionary measure

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Personal protective equipment: Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Hand protection: Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. Eye protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin and body protection: Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

/Acetaldehyde oxime/ probably inhibits acetaldehyde dehydrogenase in the liver. Ethyl alcohol use after excessive exposure to this substance may result in high acetaldehyde concentrations giving rise to headache, red face, nausea, vomiting, sweating and rapid pulse 9the so called antabuse effect).

LC50; Species: Pimephales promelas (Fathead Minnow) age 31 day, length 17.1 mm, weight 0.071 g; Conditions: freshwater, flow through, 24.4 °C, pH 7.4, hardness 45.6 mg/L CaCO3, alkalinity 39.2 mg/L CaCO3, dissolved oxygen 7.2 mg/L; Concentration: 76000 ug/L for 96 hr (95% confidence interval: 68300-84500 ug/L) /95% purity/

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that acetaldehyde oxime is expected to have very high mobility in soil(SRC). Volatilization of acetaldehyde oxime from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.9X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Acetaldehyde oxime is expected to volatilize from dry soil surfaces(SRC) based upon an extrapolated vapor pressure of 5 mm Hg at 25 °C(3). A single biological screening study has noted that two microbes isolated from soil are able to grow on acetaldehyde oxime as a sole carbon source(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that acetaldehyde oxime 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 5.9X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 117 hours and 38 days, respectively(SRC). According to a classification scheme(4), an estimated BCF of 3(SRC), from its log Kow of -0.13(5) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low. Acetaldehyde oxime does not absorb at wavelengths >290 nm(6) and, therefore, is not expected to be susceptible to direct photolysis by sunlight in water(SRC). Insufficient data are available to predict the importance of hydrolysis in environmental waters(SRC). A single biological screening study has noted that two microbes isolated from soil are able to grow on acetaldehyde oxime as a sole carbon source(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetaldehyde oxime, which has an extrapolated solid-phase vapor pressure of 5.0 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase acetaldehyde oxime 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 7.6 days(SRC), calculated from its measured rate constant of 2.2X10-12 cu cm/molecule-sec at 25 °C(3). Acetaldehyde oxime does not absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

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.[Available from, as of July 17, 2013: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=107-29-9]

Using a structure estimation method based on molecular connectivity indices(1), the Koc of acetaldehyde oxime can be estimated to be 40(SRC). According to a classification scheme(2), this estimated Koc value suggests that acetaldehyde oxime is expected to have very high mobility in soil.

The mutagenicity of acetaldehyde oxime (AAO) was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537, and TA1538, in the presence of added metabolic activation by Aroclor-induced rat liver S9 fraction. AAO, in 50% aqueous solutions, was tested for mutagenicity at concentrations ranging from 5-5000 ug/plate using the plate incorporation method. AAO did not cause a positive response in any of the bacterial tester strains with metabolic activation.

Acetaldehyde oxime's production and use as an intermediate in the synthesis of the pesticides methom, thiodicarb and alanycarb and in other organic synthesis(1) may result in its release to the environment through various waste streams(SRC).

An estimated BCF of 3 was calculated in fish for acetaldehyde oxime(SRC), using a log Kow of -0.13(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).

The Henry's Law constant for acetaldehyde oxime is estimated as 5.9X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that acetaldehyde oxime is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 117 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 38 days(SRC). Acetaldehyde oxime's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Acetaldehyde oxime is expected to volatilize from dry soil surfaces(SRC) based upon a solid-phase extrapolated vapor pressure of 5 mm Hg at 25 °C(3).

/LABORATORY ANIMALS: Acute Exposure/ Primary irritation studied on the skin of guinea pigs: slightly irritating.

/LABORATORY ANIMALS: Acute Exposure/ Guinea pig maximization test: Non sensitizing.

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ One-generation reproductive toxicity studies have been conducted on the following three oximes: acetaldehyde oxime, aldecarb oxime, and methyl isobutyl ketoxime. ... Rats were exposed to the test material for 10 weeks prior to mating and 2 weeks of mating. Males were killed following mating, and females were continuously exposed through gestation and lactation. For methyl isobutyl ketoxime, the F1 generation was exposed from weaning until approximately 7 weeks of age to include when the vaginal opening occurred in females or when balanopreputial separation occurred in males. With the exception of an increased number of stillbirths in the aldecarb oxime high-dose-group animals, no adverse effects were observed in any of the reproductive or litter parameters or in the F1 pups. Toxicity to the F0 animals included signs of hemolytic anemia, along with compensatory extramedullary hematopoiesis and hemosiderosis of the spleen. This occurred for all three test materials. For acetaldehyde oxime, the no-observed-adverse-effect level (NOAEL) for the F0 generation was considered to be less than 5 mg/kg/day, based on decreased mean corpuscular hemoglobin concentration values and histological changes in the spleen. The NOAEL for the F1 generation and reproductive toxicity was considered to be 50 mg/kg/day, the highest dose tested. For aldecarb oxime, the NOAEL for parental toxicity was considered to be less than 5 mg/kg/day, based on the histological changes observed in the livers of females in all groups. The NOAEL for reproductive toxicity and the F1 generation was considered to be 25 mg/kg/day, based on the higher number of stillborn pups in the high-dose group. For methyl isobutyl ketoxime, the NOAEL for parental toxicity was considered to be 30 mg/kg/day, based on the histological effects on the spleen. The NOAEL for the F1 generation and reproductive toxicity was 100 mg/kg/day, the highest dose tested.

/GENOTOXICITY/ The mutagenicity of 6 oxime compounds was evaluated in the Salmonella plate incorporation assay and mouse lymphoma L5178Y TK +/- assay. All of the oximes were mutagenic in the mouse lymphoma assay in the absence of exogenous metabolic activation. Acetaldehyde oxime was also mutagenic in the presence of S9 activation. In contrast to these results, a positive response was noted only for 2-(hydroxyimino)-N-phenyl-acetamide oxime in strain TA1535 in the absence of activation in the Salmonella/microsome test.

For more Non-Human Toxicity Excerpts (Complete) data for ACETALDEHYDE OXIME (6 total), please visit the HSDB record page.

Used as an intermediate in chemical synthesis; [HSDB]

It is the intermediate of synthetizing pesticides methom, thiodicarb and alanycarb; it can also be used in organic synthesis.

2023: 250,000 - <550,000 lb

Acetaldehyde oxime 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#4138]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Acetaldehyde, oxime. Aggregated National Production Volume: 1 to < 10 million pounds.

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Acetaldehyde, oxime. National Production Volume: 10,566,000 lb/yr.

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing

Acetaldehyde, oxime: ACTIVE