기본 정보
- 표준 SMILES
CC(C)COC(=O)C(C)C- InChIKey
RXGUIWHIADMCFC-UHFFFAOYSA-N- 분자식
- C8H16O2
- 평균 분자량
- 144.21 g/mol
- 단동위원소 질량
- 144.11502975
개요
Isobutyl isobutyrate appears as a colorless liquid with a pleasant fruity odor. Moderately toxic by inhalation. Insoluble in water and floats on water, but soluble in alcohol and ethers. It is used as a flavoring and in the manufacture of insecticides.
이름 및 식별자
- 우선 이름
- Isobutyl isobutyrate
- IUPAC
- 2-methylpropyl 2-methylpropanoate
- 영어명
- Isobutyl isobutyrate
- 분자식
- C8H16O2
- 분자량
- 144.21144
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
97-85-8- PubChem CID
- 7351
- DTXSID
DTXSID6026612- ChEMBL
CHEMBL3188433- ChEBI
CHEBI:179934- UNII
- Y495J99R5D
- EC Number
- 202-612-5
- Nikkaji
- J3.223I
물성
구조 계산 물성
- XLogP
- 2.5
- 극성 표면적
- 26.3 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 10
- 형식 전하
- 0
- 복잡도
- 106
실험 및 물리화학적 성질
Odor
FRUITY ODOR
ODOR AND TASTE REMINISCENT OF PINEAPPLE
Density
0.853 to 0.857 at 68 °F (USCG, 1999)
0.8750 @ 0 °C/4 °C
DENSITY OF SATURATED AIR: 1.05 (AIR= 1)
0.850-0.857
0.853-0.857
0.85 @ 20°C
Solubility
0.5 G PER 100 ML WATER
SOL IN ALC ETHER AND ACETONE
SOL IN MOST ORGANIC SOLVENTS
Water solubility of 1000 mg/l at 20 °C.
1 mg/mL at 20 °C
soluble in organic solvents; insoluble in water
Flash Point
99 °F (USCG, 1999)
101 °F (38 °C) (CLOSED CUP)
99 °F
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 0.2% (5 of 2036) of reports.
Warning
H226 (99.7%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2036 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
유해성 정보
Regulatory Information
Chemical: Propanoic acid, 2-methyl-, 2-methylpropyl ester
Regulation (EC) No 1831/2003 (amended)
Propanoic acid, 2-methyl-, 2-methylpropyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 2-methyl-, 2-methylpropyl 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: 04-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24080
Propanoic acid, 2-methyl-, 2-methylpropyl ester: 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.)
Fire Hazards
Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire.
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Health Hazards
Exposure can cause irritation of eyes, nose and throat. Toxic by inhalation. (USCG, 1999)
· May cause toxic effects if inhaled or absorbed through skin.
FDA Requirements
Isobutyl isobutyrate is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient. Synthetic flavoring substances and adjuvants /incl isobutyl isobutyrate/ may be safely used in food.
Reactivity Profile
ISOBUTYL ISOBUTYRATE, 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. Heat is also generated by the interaction with caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides.
안전 및 보호
Accidental Release Measures
· 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.
First Aid
Get medical attention.
General First Aid:
Fire Fighting Procedures
EXTINGUIHING METHOD: "ALCOHOL" FOAM
If material /is/ on fire or involved in /a/ fire do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemial or carbon dioxide.
Preventive Measures
If material /is/ not on fire and not involved in /a/ fire keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors.
Avoid breathing vapors. Keep upwind. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.
If material leaking (not on fire) consider evacuation from downwind area based on amount of material spilled, location and weather conditions.
Isolation and Evacuation
Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Immediate precautionary measure
Protective Action Criteria (PAC)
3.8 [ppm]
42 [ppm]
250 [ppm]
Personal Protective Equipment (PPE)
Full impervious protective clothing, including boots and gloves. Where splashing is possible wear full face shield or chemical safety goggles. Use approved respirator to protect against vapors. (USCG, 1999)
Wear appropriate chemical protective gloves, boots, and goggles. Wear positive pressure self-contained breathing apparatus.
독성 정보
Environmental Fate
TERRESTRIAL FATE: By analogy to other aliphatic esters(1,2), biodegradation is expected to be an important degradation process for 2-methylpropyl isobutyrate in soil(SRC). Based upon an estimated Koc of 98, 2-methylpropyl isobutyrate is expected to leach readily in soil(3,SRC). If rapid biodegradation occurs, the importance of leaching will be lessened. 2-Methylpropyl isobutyrate's vapor pressure of 4.33 mm Hg at 25 °C(4) suggests that the compound will evaporate from solid surfaces(SRC).
AQUATIC FATE: By analogy to other aliphatic esters(1-2), biodegradation is expected to be an important degradation process for 2-methylpropyl isobutyrate in water. Volatilization from water may be an important transport process. The volatilization half-lives from a model environmental river (1 meter deep) and model pond have been estimated to be 4.8 hrs and 3 days, respectively(3-4,SRC). Aquatic bioconcentration and adsorption to sediment are not expected to be important(SRC). Aqueous hydrolysis will be important only in very alkaline (pH > 8.5) environmental waters(SRC).
ATMOSPHERIC FATE: Based upon a vapor pressure of 4.33 mm Hg at 25 °C(1), 2-methylpropyl isobutyrate is expected to exist almost entirely in the vapor-phase in the ambient atmosphere(2,SRC). It will degrade in the ambient atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 3.4 days(3,SRC).
Natural Pollution Sources
REPORTED FOUND IN THE ESSENTIAL OIL OF HOPS AND IN VITIS VINIFERA.
OF THE 22 CONSTITUENTS ISOLATED FROM ERIOCEPHALUS PUNCTULATUS OIL 50% WERE ESTERS. 2-METHYLBUTYL ISOBUTYRATE & ISOBUTYL ISOBUTYRATE WERE THE MOST PREVALENT COMPOUNDS, COMPRISING 10.2% & 6.5% OF OIL, RESPECTIVELY.
FIFTEEN CMPD WERE CHARACTERIZED IN THE VOLATILE FRACTION OF ESSENTIAL OIL OF ERIOCEPHALAE PUNCTULACTUS, AMONG THEM 7 ESTER & 7 NONSAPONIFIABLE CMPD.
2-Methylpropyl isobutyrate as been identified as a volatile constituent of strawberries, cantaloupes, and muskmelons(1-3). It has also been identified in the essential of Heracleum persicum and Chamaemelum nobile plants(4-5).
Environmental Bioconcentration
Based upon a water solubility of 1000 mg/L at 20 °C(1), the BCF for 2-methylpropyl isobutyrate can be estimated to be 12.2 from a recommended linear regression-derived equation(2,SRC). This estimated BCF indicates that bioconcentration in aquatic organisms is not important(SRC).
Volatilization from Water/Soil
Based upon a water solubility of 1000 mg/L(1) and a vapor pressure of 4.33 mm Hg at 25 °C(2), the Henry's Law constant for 2-methylpropyl isobutyrate can be estimated to be 8.22X10-4 atm cu m/mole; a Henry's Law constant of this magnitude indicates that volatilization from environmental waters is important, but may not be rapid(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec) can be estimated to be about 4.8 hours(3,SRC). The volatilization half-life from a model environmental pond (2 meters deep) can be estimated to be about 3 days(4,SRC). 2-Methylpropyl isobutyrate has a relatively high vapor pressure(2) which suggests that evaporation from dry surfaces will occur(SRC).
Non-Human Toxicity Excerpts
ISOBUTYL ISOBUTYRATE IS CONSIDERED TO BE PRACTICALLY NONTOXIC ORALLY AND IS CLASSIFIED AS BEING ONLY SLIGHTLY TOXIC INTRAPERITONEALLY.
WHEN INJECTED INTO ABDOMINAL CAVITY, IT KILLED RATS @ 6300 MG/KG & MICE @ 1600 MG/KG.
AN INHALATION EXPOSURE OF 5000 PPM IN 6 HR WAS LETHAL TO TWO OUT OF THREE RATS. SYMPTOMS INCL PROSTRATION AND COMPLETE ... /CNS DEPRESSION/.
THE DERMAL LD50 VALUE FOR THE RABBIT WAS ABOVE 10 CU CM/KG BUT SUCH A QUANTITY INTERFERED SOMEWHAT WITH THE NORMAL DEVELOPMENT OF THE TEST ANIMAL.
For more Non-Human Toxicity Excerpts (Complete) data for 2-METHYLPROPYL ISOBUTYRATE (6 total), please visit the HSDB record page.
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of 2-methylpropyl isobutyrate with photochemically produced hydroxyl radicals has been experimentally determined to be 4.73X10-12 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 3.4 days at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC). The aqueous hydrolysis rate constant has been estimated to be 0.02383 L/mole-sec at 25 °C(2) which corresponds to aqueous hydrolysis half-lives of 9.22 yrs, 336 days and 33.6 days at pH 7, 8 and 9, respectively(2,SRC).
규제 정보
FDA Requirements
Isobutyl isobutyrate is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient. Synthetic flavoring substances and adjuvants /incl isobutyl isobutyrate/ may be safely used in food.
화학 및 산업
약리 정보
용도 및 제조
Uses
A volatile component of strawberries, cantaloupes, muskmelons, and various essential oils; Used as flavoring agent, insect repellent, lacquer thinner, and perfume additive; [HSDB] Used to make insecticides; [CAMEO] Used as a solvent for nitrocellulose lacquers and thinners, plastic substrates, and high-solids coatings; [eChemPortal: SIDSUNEP]
Painting (Solvents) [Category: Paint]
FLAVORING; INSECT REPELLENT; NITROCELLULOSE LACQUERS AND THINNERS; SUBSTITUTE FOR METHYL AMYL ACETATE.
Formulations of perfumes.
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Propanoic acid, 2-methyl-, 2-methylpropyl ester: ACTIVE
ASSAY: 98% MIN.
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