アセト酢酸エチル

log Kow = 0.25

0.25

0.27

1.028 at 68 °F (USCG, 1999) - Denser than water; will sink

1.0282 AT 20 °C/4 °C

Relative density (water = 1): 1.021

1.022-1.027

1.0282 @ 20°C

SOL IN ABOUT 35 PARTS WATER

SOL IN BENZENE, & CHLOROFORM; MISCIBLE WITH ETHER, & ACETONE

water solubility = 1.11X10+5 mg/l @ 17 °C

110 mg/mL at 17 °C

Solubility in water, g/100ml at 20 °C: 2.86

miscible in alcohol, ether, ethyl acetate, 1 ml in 12 ml water

135 °F (USCG, 1999)

184 °F CC (84.4 °C)

70 °C c.c.

363 °F at 760 mmHg (USCG, 1999)

180.8 °C AT 760 MM HG

180.00 to 181.00 °C. @ 760.00 mm Hg

180.8 °C

181 °C

180.8 °C @760 [mm Hg]

less than -112 °F (USCG, 1999)

-45 °C

-45 °C

-45 °C

4.48

Relative vapor density (air = 1): 4.48

0.78 [mmHg]

0.78 MM HG AT 25 °C

Vapor pressure, kPa at 20 °C: 0.1

0.78 [mm Hg] @25 °C

MAX ABSORPTION (ALCOHOL): 248 NM (LOG E= 3.2); INDEX OF REFRACTION: 1.4194 AT 20 °C/D; SADTLER REFERENCE NUMBER: 101 (IR, PRISM)

1.418-1.421

This chemical does not meet GHS hazard criteria for 76.8% (1836 of 2392) of all reports.

Warning

H319 (17.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 2392 reports by companies from 13 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 1836 of 2392 reports by companies.；There are 9 notifications provided by 556 of 2392 reports by companies with hazard statement code(s).；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: Butanoic acid, 3-oxo-, ethyl ester

Regulation (EC) No 1831/2003 (amended)

Butanoic acid, 3-oxo-, ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanoic acid, 3-oxo-, ethyl ester 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: 12-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/1965

Ethyl acetoacetate: Does not have an individual approval but may be used under an appropriate group standard

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:；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 the ground and collect in low or confined areas (sewers, basements, tanks, etc.). 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 will float on water. Substance may be transported hot. For hybrid vehicles, ERG Guide 147 (lithium ion or sodium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. If molten aluminum is involved, refer to ERG Guide 169. (ERG, 2024)

Combustible. Above 70 °C explosive vapour/air mixtures may be formed.

A skin and eye irritant; [Hawley] A mutagen; Severe irritant in rabbit eye; [RTECS] A skin, eye, and respiratory tract irritant; [ICSC] Following repeated oral exposure of ethyl acetoacetate in rats, no treatment-related adverse effects (including haematology, clinical chemistry, gross necropsy and histopathology) were reported up to 1000 mg/kg bw/d. There is no information on health effects in humans following repeated exposure to ethyl acetoacetate via any route. [ChemPortal: SIDS] Safe when used as a flavoring agent in food; [JECFA] An eye irritant; A moderate skin and mucous membrane irritant; Emergency treatment: irritants; [HSDB] An irritant; May cause serious eye injury; [MSDSonline]

FDA 121.1164.

FDA 172.515. FLAVOR USEFUL IN STRAWBERRY, FRUIT FLAVORS.

ETHYL ACETOACETATE, a beta-keto ester, is more reactive than many esters. Undergoes an exothermic cleavage reaction in the presence of concentrated base. Reacts with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Mixing with 2,2,2-tris(bromomethyl)ethanol and zinc led to an explosion [US Patent 3 578 619, Crotonaldehyde may rapidly polymerize with ethyl acetoacetate (Soriano, D.S. et al. 1988. Journal of Chemical Education 65:637.).1971].

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:；CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. CAUTION: For mixtures containing alcohol or polar solvent, alcohol-resistant foam may be more effective.；SMALL FIRE: Dry chemical, CO2, water spray or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam.；LARGE FIRE: Water spray, fog or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.；FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. For petroleum crude oil, do not spray water directly into a breached tank car. This can lead to a dangerous boil over. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Use water spray, powder, foam, carbon dioxide.

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink. Rest.

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:；ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material.；LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2024)

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:；IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area for at least 50 meters (150 feet) in all directions.；LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet).；FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)

Cough. Sore throat.

Redness.

Redness. Pain.

MODERATELY IRRITATING TO SKIN, MUCOUS MEMBRANES.

MODERATELY TOXIC BY INGESTION & INHALATION IRRITANT TO...EYES.

RATS EXPOSED TO CONCENTRATED VAPOR FOR 8 HR SHOWED NO MORTALITIES. /FROM TABLE/

IT IS LESS TOXIC THAN ITS METHYL HOMOLOGUE, WITH AN ORAL LD50 IN RAT OF 3.98 G/KG & A DERMAL LD50 IN RABBIT OF MORE THAN 10 ML/KG. IT IS LESS IRRITANT TO SKIN & EYES THAN METHYL ESTER.

RATED 4 ON RABBIT EYES. SUBSTANCES DESIGNATED IN THIS MANNER HAVE BEEN TESTED EXTERNALLY ON EYES OF RABBITS & HAVE BEEN RATED NUMERICALLY ON SCALE OF 1 TO 10 ACCORDING TO DEGREE OF INJURY OBSERVED AFTER 24 HR, PAYING PARTICULAR ATTENTION TO CONDITION OF CORNEA. MOST SEVERE INJURIES HAVE BEEN RATED 10.

Chemical: Butanoic acid, 3-oxo-, ethyl ester

Regulation (EC) No 1831/2003 (amended)

Butanoic acid, 3-oxo-, ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanoic acid, 3-oxo-, ethyl ester 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: 12-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/1965

Ethyl acetoacetate: Does not have an individual approval but may be used under an appropriate group standard

FDA 121.1164.

FDA 172.515. FLAVOR USEFUL IN STRAWBERRY, FRUIT FLAVORS.

Used in lacquers and plastics, to make pharmaceuticals, and as a flavoring agent; [Hawley] Used to make inks, photographic and vat dyes, yellow pigments in paints, amino acids, methionine, analgesics, and aminopyrene; [HSDB] Primarily used as a chemical intermediate; Also used in consumer cleaning supplies and cosmetics and as a solvent in paints; [ExPub: European Commission]

Painting (Solvents) [Category: Paint]

FLAVORING AGENT IN FOOD

CHEMICAL INTERMEDIATE FOR YELLOW PIGMENTS IN PAINTS, LACQUERS, INKS, PHOTOGRAPHIC & VAT DYES, AMINO ACIDS, METHIONINE, ANTIMALARIAL AGENTS (ATABRINE), THIAMINE (VITAMIN B1), ANALGESICS, ANTIPYRENE, & AMINOPYRENE

(1972) No Data

(1975) No Data

(1986) No Data

(1972) No Data

(1975) No Data

(1986) No Data

2023: 8,500,000 - <10,000,000 lb；2022: 8,500,000 - <10,000,000 lb；2021: 8,500,000 - <10,000,000 lb；2020: 25,000,000 - <40,000,000 lb

(1972) GREATER THAN 9.08X10+5 GRAMS

(1975) GREATER THAN 4.54X10+5 GRAMS

(1986) No Data

REACTION OF HIGH-PURITY ETHYL ACETATE WITH METALLIC SODIUM FOLLOWED BY NEUTRALIZATION WITH SULFURIC ACID

...FROM ETHYL ACETATE BY ACTION OF SODIUM, SODIUM ETHOXIDE, SODAMIDE OR CALCIUM: INGLIS, ROBERTS, ORG SYN COLL VOL 1, 2ND EDITION (1941) PAGE 235; HANSLEY, SCHOTT, US PATENT 2,843,623 (1958 TO NATIONAL DISTILLERS)...

...BY CLAISEN CONDENSATION OF ETHYL ACETATE IN PRESENCE OF SODIUM ETHYLATE; ALSO BY REACTING DIKETENE WITH ETHANOL IN PRESENCE OF SULFURIC ACID OR TRIETHYLAMINE & SODIUM ACETATE, WITH OR WITHOUT SOLVENT.

EPA Safer Chemical Functional Use Classes -> Solvents

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Soap, Cleaning Compound, and Toilet Preparation Manufacturing；Not Known or Reasonably Ascertainable；All Other Chemical Product and Preparation Manufacturing；Synthetic Dye and Pigment Manufacturing；All Other Basic Organic Chemical Manufacturing

Butanoic acid, 3-oxo-, ethyl ester: ACTIVE

17 PPM IN NON-ALCOHOLIC BEVERAGES; 24 PPM IN ICE CREAM, ICES, ETC; 110 PPM IN CANDY; 120 PPM IN BAKED GOODS; 93 PPM IN GELATINS & PUDDINGS; & 530 PPM IN CHEWING GUM.

USEFUL AS STRAWBERRY, FRUIT FLAVORS. FEMA NUMBER 2415.