2,4-Hexadienal

0.898 @ 20 °C

0.896-0.902 (20 °C)

In water, 8.1X10+3 mg/L @ 25 °C /Estimated/

Slightly soluble in water; miscible in oils

soluble (in ethanol)

174 °C; 76 °C @ 30 mm Hg

64 °C (15 mm Hg)

4.81 [mmHg]

4.8 mm Hg @ 25 °C /Estimated/

Index of refraction = 1.5384 @ 20 °C/D

1.538-1.543

Yellow liquid; [MSDSonline]

Yellow liquid; powerful but sweet-green aroma, in dilution pleasant citrusy green

877；877；881.1；883；884；880；883；878；883；876；876；876；872；876；875；879；899；876

912；879；915；914；909；916；911；911；911；909；916；925；909；914；914；908；909；913；879；910

1407；1408；1394；1411；1400；1400；1398；1406；1411；1409；1411；1351；1414；1428；1441；1443；1406；1392；1392；1395

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H311 (100%): Toxic in contact with skin [Danger Acute toxicity, dermal]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P210, P233, P240, P241, P242, P243, P261, P262, P264, P270, P272, P280, P301+P317, P302+P352, P303+P361+P353, P316, P321, P330, P332+P317, P333+P317, P361+P364, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 89 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Chemical: 2,4-Hexadienal, (E,E)-

Chemical: 2,4-Hexadienal

Hazard Traits - Carcinogenicity；Authoritative List - IARC Carcinogens - 2B; Prop 65；Report - regardless of intended function of ingredient in the product

2,4-Hexadienal, (2E,4E)-: Does not have an individual approval but may be used under an appropriate group standard

IMAP assessments - Data-poor fragrance chemicals: Environment tier II assessment；IMAP assessments - Sorbic aldehyde: Human health tier II assessment

IMAP assessments - Sorbic aldehyde: Human health tier II assessment

2,4-Hexadienal

C*: Compounds that autopolymerize due to peroxide formation if inhibitors are depleated or not present

Bretherick's

An explosive polymerization occured on an industial scale. See Bretherick's.

Steele, A. B. et al., Chem. Engrg., 1959, 66(8), 166

Flam. Liq. 3 (100%)；Acute Tox. 4 (100%)；Acute Tox. 3 (100%)；Skin Irrit. 2 (100%)；Skin Sens. 1 (100%)

Skin sensitisation - category 1；Carcinogenicity - category 2；Acute toxicity (dermal) - category 3；Acute toxicity (ingestion) - category 4

Acute toxicity (ingestion) - category 4；Acute toxicity (dermal) - category 3；Carcinogenicity - category 2；Skin sensitisation - category 1

Flammable liquids - Category 4；Acute toxicity (Oral) - Category 3；Acute toxicity (Dermal) - Category 3；Skin corrosion/irritation - Category 1；Serious eye damage/eye irritation - Category 1；Carcinogenicity - Category 2

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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, aquatic, and plant life; and conformance with environmental and public health regulations.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that 2,4-hexadienal is expected to have very high mobility in soil(SRC). Volatilization of 2,4-hexadienal from moist soil surfaces may be an important fate process(SRC) given a Henry's Law constant of 9.78X10-6 atm-cu m/mole(3). The potential for volatilization of 2,4-hexadienal from dry soil surfaces may exist based upon an estimated vapor pressure of 4.8 mm Hg(SRC), determined from a fragment constant method(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that 2,4-hexadienal is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces may be expected(3) based upon a Henry's Law constant of 9.78X10-6 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3.8 and 30.6 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 2(SRC), from an estimated log Kow of 1.37(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4-hexadienal, which has an estimated vapor pressure of 4.8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor. Vapor-phase 2,4-hexadienal 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 5.9 hours(SRC), calculated from its rate constant of 6.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). The rate constant for the vapor-phase reaction of 2,4-hexadienal with ozone has been estimated as 8.4X10-16 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3), corresponding to an atmospheric half-life of about 1.4 days at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(4).

2,4-Hexadeinal has been identified as a volatile in Korean salt-fermented fish paste with concentrations of 491 and 1,570 ng/g reported in anchovey and big-eyed herring, respectively; it was not found in hair tail viscera nor shrimp pastes(1). The compound has been identified as a meat flavor volatile in mutton and beef, arising during the cooking process via the autooxidation of the appropriate polyunsaturated fatty acid(2).

2,4-Hexadienal was tentatively identified as a volatile of vegetation and biomass experiments on 63 species conducted in 1993 in three specific sites in Atlanta, Ga, near Rhinelander, WI, and near Hayden, CO, using a branch enclosure technique(1).

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. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=142-83-6]

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2,4-hexadienal can be estimated to be 17(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,4-hexadienal is expected to have very high mobility in soil.

2,4-Hexadienal was detected in oysters and clams collected from the mouth of the Inner Harbor Navigation Canal, the Chef Menteur Pass and the Rigolets, at Lake Pontchartrain, New Orleans, Louisiana between May-June 1980 at concentrations of 35 ng/g and 7.5 ng/g, respectively(1).

2,4-Hexadienal

Group 2B: Possibly carcinogenic to humans

Volume 101: (2012) Some Chemicals Present in Industrial and Consumer Products, Food and Drinking-water

2013

2011

2,4-Hexadienal

An estimated BCF of 2.3 was calculated for 2,4-hexadienal(SRC), using a estimated log Kow of 1.4(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), provided the compound is not altered physically or chemically once released into the environment.

The Henry's Law constant for 2,4-hexadienal is 9.78X10-6 atm-cu m/mole (1). This Henry's Law constant indicates that 2,4-hexadienal 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 3.8 days(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 30 days(SRC). 2,4-Hexadienal's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of 2,4-hexadienal from dry soil surfaces may exist(SRC) based upon an estimated vapor pressure of 4.8 mm Hg(SRC), determined from a fragment constant method(3).

Chemical: 2,4-Hexadienal, (E,E)-

Chemical: 2,4-Hexadienal

Hazard Traits - Carcinogenicity；Authoritative List - IARC Carcinogens - 2B; Prop 65；Report - regardless of intended function of ingredient in the product

2,4-Hexadienal, (2E,4E)-: Does not have an individual approval but may be used under an appropriate group standard

Used as a food additive and chemical intermediate; [HSDB]

Food additive and chemical intermediate

Formerly as a chemical intermediate in the preparation of sorbic acid

Cosmetics product ingredient: 2,4-Hexadienal (89% trans, trans isomer; 11% cis, trans isomer)；Source: 2,4-hexadienal is produced when oils are oxidized. Cooking, storing, or plant or animal metabolism of oils can cause oxidation. Peppermint oil, which is used to flavor cosmetic products such as toothpaste, is a natural source of 2,4-hexadienal. 2,4-hexadienal is added to cosmetics as fragrance and is added to food to enhance flavor. Trans and cis refer to the structure of the molecule. Different isomers have the same chemical formula, but may be arranged differently. Different isomers may have very different health impacts.；Potential health impacts: Humans are mainly exposed to 2,4-hexadienal by ingestion. Studies of rats and mice fed 2,4-hexadienal (89% trans,trans isomer and 11% cis,trans isomer) found increased rates of stomach and tongue cancer. The U.S. Food and Drug Administration and the European Commission permit the use of the trans,trans isomer of 2,4-hexadienal for use as a food additive. However, the National Toxicology Program (NTP) considers 2,4-hexadienal (89% trans,trans isomer and 11% cis,trans isomer) an animal carcinogen. The International Agency for Research on Cancer (IARC) categorizes 2,4-hexadienal (unspecified isomer) as a possible human carcinogen.；Product count: 6

Cosmetics product ingredient: 2-Propyleneacrolein；Product count: 1

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes