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이소밸러알데히드

3-Methylbutanal

HCID 11552
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인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
26140-47-6
표준 SMILES
CC(C)CC=O
InChIKey
YGHRJJRRZDOVPD-UHFFFAOYSA-N
분자식
C5H10O
평균 분자량
86.13 g/mol
단동위원소 질량
86.07316494

개요

Isovaleraldehyde is a colorless liquid with a weak suffocating odor. Floats on water. Produces an irritating vapor. (USCG, 1999)

이름 및 식별자

우선 이름
3-Methylbutanal
IUPAC
3-methylbutanal
현지명
이소밸러알데히드
영어명
Isovaleraldehyde
분자식
C5H10O
분자량
86.13

이름 및 동의어

3-MethylbutanalISOVALERALDEHYDE590-86-33-MethylbutyraldehydeIsovaleralIsopentaldehydeButanal, 3-methyl-IsoamylaldehydeIsopentanalIsovalerylaldehydeIsovaleric aldehydebeta-Methylbutanal
이름 더 보기
3-메틸뷰탄알아이소발레르알데하이드이소밸러알데히드아이소발레르알데하이드(ISOVALERALDEHYDE)아이소펜탄알3-메틸부탄알부탄알, 3-메틸-아이소발데르알데하이드아이소아밀알데하이드Butanal,3-methyl-3-Methyl-1-butanalFEMA 26923-Methylbutan-1-al3-Methybutanolbutanal,3-methyl
Isoamyl aldehyde1-Butanal, 3-methyl-Butyraldehyde, 3-methyl-FEMA No. 2692Aldehyde isovalerianiqueDTXSID102161969931RWI96NSC-404119

데이터베이스 식별자

CAS
26140-47-6、590-86-3
PubChem CID
11552
DTXSID
DTXSID1021619
ChEMBL
CHEMBL18360
ChEBI
CHEBI:16638
UNII
69931RWI96
EC Number
209-691-5
Nikkaji
J6.754G

물성

구조 계산 물성

XLogP
1
극성 표면적
17.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
6
형식 전하
0
복잡도
39.2

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Aldehydes

Flammable agents - 3rd degree

SpringerMaterials PropertiesChemical shift
FragrancesFragrance Ingredient (3-Methylbutyraldehyde) -> IFRA transparency List
LogP · 2건

1.31

1.3

Odor · 2건

Apple-like odor

POWERFUL PENETRATING, ACRID ODOR

TasteAT VERY LOW LEVELS THE FLAVOR IS WARM, HERBACEOUS, SLIGHTLY FRUIT, AND NUT-LIKE
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 4건

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

0.7977 g/cu cm at 20 °C

Relative density (water = 1): 0.8

0.795-0.815 (20 °C/20 °C)

Flavoring AgentsEU Flavoring substances
Viscosity · 2건

0.58 mPa.S at 20 °C

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1824) of reports.

Danger

H225 (> 99.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P272, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1824 reports by companies from 25 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

유해성 정보

Regulatory Information · 6건

Chemical: Butanal, 3-methyl-

Regulation (EC) No 1831/2003 (amended)

Butanal, 3-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanal, 3-methyl- 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)

REACH registered substance: Isovaleraldehyde (EC: 209-691-5)

3-Methylbutyraldehyde: 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.)

DOT LabelFlammable Liquid
Fire Hazards · 2건

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

Highly flammable. Vapour/air mixtures are explosive.

Health HazardsInhalation causes chest discomfort, nausea, vomiting, and headache. Contact of liquid with eyes or skin causes irritation. Ingestion causes irritation of mouth and stomach. (USCG, 1999)

화학 및 산업

약리 정보

Mechanism of Action · 2건

...inhibits oxidation of other mitochondrial substrates, including acetaldehyde

...Isovaleraldehyde is also a degradation product of leucine that is associated with hepatic encephalopathy.

Metabolism/Metabolites · 4건

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/

3-Methylbutanal is a volatile aldehyde which in the rat is derived, at least in part, from colonic bacterial breakdown of leucine. It has been proposed as a toxin in the pathogenesis of hepatic encephalopathy in man. The mean plasma 3-methylbutanal concentration in non-fasting patients with hepatic encephalopathy, 0.244 umol/liter (range 0-1.30) was not significantly different from the mean value in controls, 0.116 umol/liter (0-0.349). Oral leucine feeding resulted in significant increases in plasma 3-methylbutanal concentrations in both control subjects and patients with cirrhosis. Peak leucine and 3-methylbutanal values occurred at approximately the same time and usually within 120 min of leucine ingestion. Pre-treatment with neomycin had no effect on the results of leucine feeding. No changes occurred in the clinical condition or psychometric performance of patients with cirrhosis fed leucine despite increases in plasma 3-methylbutanal of up to 700% over basal values. In man plasma 3-methylbutanal, at least in part, derives from ingested leucine independently of the action of colonic bacteria.

The cytochrome P450-catalyzed formation of olefinic products from a series of xenobiotic aldehydes has been demonstrated. Isobutyraldehyde and trimethylacetaldehyde, but not propionaldehyde, are converted to the predicted olefinic products, suggesting a requirement for branching at the alpha carbon. In addition, the four C5 aldehydes of similar hydrophobicity were compared for their ability to undergo the reaction. The straight-chain valeraldehyde gave no olefinic products with five different rabbit liver microsomal P450 isozymes. However, increasing activity was seen with the other isomers in the order of isovaleraldehyde, 2-methylbutyraldehyde, and trimethylacetaldehyde, with all of the P450 cytochromes.

관련 반응

313건
반응 기록 만들기
HRID 11993 반응식
HRID 11993반응물로uspto-grants-2010_06
HRID 32623 반응식
HRID 32623반응물로uspto-grants-2008_09
HRID 39170 반응식
HRID 39170반응물로uspto-grants-2013_09
HRID 39380 반응식
HRID 39380반응물로uspto-grants-2013_09
HRID 39383 반응식
HRID 39383반응물로uspto-grants-2013_09
HRID 43549 반응식
HRID 43549반응물로uspto-grants-2013_09
HRID 52789 반응식
HRID 52789반응물로uspto-grants-1997_04
HRID 60157 반응식
HRID 60157반응물로uspto-grants-2016_09
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0.725 mm²/s at 20 °C

Color/FormColorless liquid
Solubility · 6건

Slightly soluble in water; soluble in ethanol, ethyl ether

Miscible with alcohol, ether

SOL IN PROPYLENE GLYCOL AND OILS

In water, 1,400 mg/L at 20 °C

14 mg/mL at 20 °C

Solubility in water, g/100ml: 2 (poor)

물리화학적 성질

녹는점
51 °C · −51 °C (−60 °F; 222 K)
끓는 점
92 °C · 92 °C (198 °F; 365 K)
밀도
0.785 g/mL · 0.785 g/mL at 20 °C
증기 밀도
2.96 · 2.96 (vs air)
증기압
30 mm · 30 mm Hg ( 20 °C)
FEMA
2692 · 2692 | 3-METHYLBUTYRALDEHYDE
굴절률
1.39 · 1.39
인화점
3 °C · 3 °C
저장 조건
2 · 2-8°C
용해도
알코올: 혼합 가능
물리적 상태
Liquid
색상
Colorless
Specific Gravity
0.8 · 0.80
냄새
0.1 %.알데히드 · 디프로필렌 글리콜 중 0.10%.알데히드 초콜릿 복숭아 지방 냄새
냄새 유형
알데히드계
Odor Threshold
0.0001 ppm · 0.0001ppm
폭발한계
1.7 · 1.7-6.8%(V)
생물학적 소스
synthetic
수용성
15 g/L · 15 g/L (20 ºC)
Merck
14 · 14,5229
JECFA Number
258 · 258
BRN
773692 · 773692
Henry's Law Constant
1.1 · 1.1×10-2 mol/(m3Pa) at 25℃, Bruneel et al. (2016)
안정성
안정적이지만 가볍고 공기에 민감합니다. 가연성이 높습니다. 공기와 쉽게 폭발성 혼합물을 형성합니다. 강한 산화제, 염기, 환원제, 공기와 호환되지 않습니다.
화장품 원료 기능
향수향기
InChI
1S/C5H10O/c1-5(2)3-4-6/h4-5H,3H2,1-2H3
InChIKey
YGHRJJRRZDOVPD-UHFFFAOYSA-N
SMILES
[H]C(=O)CC(C)C
LogP
1.5 at · 1.5 at 25℃ and pH7
NIST
3 · Butanal, 3-methyl-(590-86-3)
EPA
Isovaleraldehyde (590-86-3)

화학적 성질

Isovaleraldehyde is a colorless, low-solubility liquid with a pungent odor similar to that of apples.

Hazards Summary · 1건

A mild skin irritant; [RTECS] Highly flammable and peroxidizable; A skin and eye irritant; [CAMEO] A severe eye irritant, based on animal studies; [CHEMINFO] Safe when used in food as a flavoring agent; [JECFA] An irritant; May cause liver impairment; [MSDSonline]

FDA Requirements · 1건

Isovaleraldehyde is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 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.

Reactive GroupAldehydes
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Special Reports · 2건

European Commission, ESIS; IUCLID Dataset, 3-Methylbutanal (590-86-3). (2000 CD-ROM edition).[Available from, as of January 14, 2009: http://esis.jrc.ec.europa.eu/]

Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Methylbutanal, 590-86-3 (March 2000).[Available from, as of January 14, 2009: http://www.chem.unep.ch/irptc/sids/OECDSIDS/sidspub.html]

TSCA Requirements · 2건

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. Butanal, 3-methyl- is included on this list. Effective date 9/30/91; Sunset date: 6/30/98.

Reactivity AlertsHighly Flammable
Reactivity Profile · 1건

ISOVALERALDEHYDE 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.

안전 및 보호

Fire Fighting · 2건

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

Use dry sand, carbon dioxide, dry powder. NO water. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4건

Fresh air, rest.

Rinse and then wash skin with water and soap.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Do NOT induce vomiting.

First AidINHALATION: remove victim to fresh air; apply artificial respiration if required; get medical attention.
Safe StorageFireproof. Well closed. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Fire Fighting Procedures · 1건

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Use "alcohol" foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources.

Storage Conditions · 1건

Materials which are toxic as stored or which can decompose into toxic components...should be stored in a cool, well ventilated place, out of the direct rays of the sun, away from areas of high fire hazard, and should be periodically inspected. Incompatible materials should be isolated...

Nonfire Spill ResponseExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious); polymerization hazard]:
Disposal Methods · 1건

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.

Spillage Disposal · 1건

Remove all ignition sources. Evacuate danger area! Consult an expert! Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Preventive Measures · 3건

Personnel protection: Avoid breathing vapors. Keep upwind. Wear appropriate chemical protective gloves, boots and goggles. Do not handle broken packages unless wearing appropriate personal protective equipment If contact with the material anticipated, wear appropriate chemical protective clothing.

If material not on fire and not involved in 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. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit 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.

Isolation and EvacuationExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious); polymerization hazard]:
Eye PreventionWear safety spectacles.

독성 정보

InteractionsIsovaleraldehyde markedly inhibited acetaldehyde oxidation in rat liver and was the most potent inhibitor of oxidation of various mitochondrial substrates.
Ecotoxicity Values · 5건

LC50; Species: Pimephales promelas (Fathead minnow, age 30 days, mean length 20.4 mm, mean weight 0.127 g); Conditions: flow through, 23.9 °C pH 7.58, hardness 49.3 mg/L CaCO3, alkalinity 47.8 mg/L CaCO3, dissolved oxygen 6.9 mg/L; Concentration: 3.25 mg/L for 96 hr (95% confidence limit: 2.98-3.54 mg/L) /97.3% purity/

EC50; Species: Pimephales promelas (Fathead minnow, age 30 days, mean length 20.4 mm, mean weight 0.127 g); Conditions: flow through, 23.9 °C pH 7.58, hardness 49.3 mg/L CaCO3, alkalinity 47.8 mg/L CaCO3, dissolved oxygen 6.9 mg/L; Concentration: 3.25 mg/L for 96 hr (95% confidence limit: 2.98-3.54 mg/L); Effect: Affected fish lost schooling behavior, swam near the surface, were hyperactive, had increased respiration and edema. Equilibrium loss was not observed prior to death. /97.3% purity/

LC50; Species Leuciscus idus (Ide); Conditions: static; Concentration 53 mg/L for 96 hr

LC50; Species Poecilia reticulata (Guppy); Conditions: semi-static; Concentration 13.3 mg/L for 14 days

For more Ecotoxicity Values (Complete) data for 3-METHYLBUTANAL (11 total), please visit the HSDB record page.

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 23(SRC), determined from a water solubility of 1.4X10+4 mg/L(2) and a regression-derived equation(3), indicates that 3-methylbutanal is expected to have very high mobility in soil(SRC). Volatilization of 3-methylbutanal from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.0X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 50 mm Hg(4), and its water solubility(2). 3-Methylbutanal is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). A theoretical oxygen demand of 16.1% after 24 hrs in a waste treatment plant(5) suggests that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 23(SRC), determined from a water solubility of 1.4X10+4 mg/L(2) and a regression-derived equation(3), indicates that 3-methylbutanal is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 4.0X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 50 mm Hg(4), and water solubility(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5 hours and 4 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from its water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 3-Methylbutanal is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). A theoretical oxygen demand of 16.1% after 24 hrs in a waste treatment plant(6) suggests that biodegradation may be an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 3-methylbutanal, which has a vapor pressure of 50 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 3-methylbutanal 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 14 hours(SRC), calculated from rate constants of 2.78X10-11(3) and 2.74X10-11(4) cu cm/molecule-sec at 25 °C. Vapor-phase 3-methylbutanal is also degraded in the atmosphere by reaction with photochemically-produced nitrate radicals; the half-life for this reaction in air is estimated to be 44 hours(SRC), calculated from rate constant of 1.82X10-14 cu cm/sec(3). Aliphatic aldehydes absorb available solar radiation and dissociate to produce free radical fragments(5); therefore 3-methylbutanal may be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1건

3-Methylbutanal has been detected in coffee aroma(1), in the extract of edible Korean Chamchwi(2), in blue cheese aroma(3), as a flavor constituent in gari(4), as a volatile component of Beaufort cheese(5), in cured pork(6), in bacon pork, smoke, and flavor(7) in roasted filberts(8), in chick pea(9), in volatiles from pork, mutton, chicken and beef(10) in beef sukiyaki from the beef and soy sauce(11), in Italian-type dry-cured ham(12), and in fried chicken(13). 3-Methylbutanal has also been detected as a flavor volatile from cooked sweet corn at the following concns: canned cream corn (10 ppb), canned kernel (19 ppb), frozen kernel (7 ppb), and fresh kernel (<4 ppb)(14). 3-Methylbutanal has been found as a volatile component of scrambled eggs using eggs from the supermarket packed in polystyrene (122 ng/g), fresh eggs, not stored (126 ng/g), and fresh eggs stored in polystyrene for two weeks (16 ng/g)(15). 3-Methylbutanal was also found as a volatile component of polystyrene egg cartons(15). 3-Methylbutanal was found in popcorn using wet extraction method at 1200 ug/kg and dry extraction method at 430 ug/kg(16). Commercial rice cakes were found to contain 440-620 ppb of 3-methylbutanal(17). 3-Methylbutanal was measured at 9720 ng/g, 77,100 ng/g, 22,100 ng/g and 12,400 ng/g in anchovy paste, big eyed herring paste, hair tail viscera paste, and shrimp paste, respectively(18). 3-Methylbutanal was detected in whole and ground musty sorghum with direct helium-purge method and with supercritical fluid extraction method(19).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Milk ConcentrationsENVIRONMENTAL: 3-Methylbutanal was detected, not quantified, in cold storage, store bought milk in Australia(1).
Signs and Symptoms · 3건

Sore throat. Cough.

Redness.

Redness.

Effluent Concentrations · 1건

3-Methylbutanal was found in biodegradable household waste headspace and in of mixed household waste headspace at concns of <0.1 mg/cu m(1). 3-Methylbutanal was found in highway tunnels in Tuscarora; light duty trucks emitted 0.01 mg/km traveled or 0.150 mg/L fuel used, heavy duty trucks emitted 0.103 mg/km traveled or 0.325 mg/L fuel used(2). Laboratory scale composting emissions contained 3-methylbutanal after two days(3). 3-Methylbutanal was measured in the emissions of gasoline powered motor vehicles at a rate of 250 ug/km and 22,080 ug/km for catalyst equipped engines and non-catalyst equipped engines(4). 3-Methylbutanal was detected in the off gas from 12 weeks of aerobic composting at a concn of 4.0 mg/cu m and after 3 week anaerobic/2 week aerobic composting at a concn of 1.0-5.5 mg/cu m(5). 3-Methylbutanal was detected but not quantified in the emissions of kitchen waste, kitchen waste exudate, stored food exudate, building materials with microbial growth(6), garbage truck headspace, waste headspace in the laboratory, and other waste exudate(7). 3-Methylbutanal was detected in the emissions of cookstoves in China using wheat crop residue, wood, coal, kerosene, liquid propane gas, and natural gas at concns of 8.2, 6.8, 2.8, 9.3, 11.5, and 4.2 mg/kg, respectively(8). 3-Methylbutanal has been reported in exhaust gases from gasoline engines(9). 3-Methylbutanal is emitted at a rate of 5 mg/km in heavy-duty diesel exhaust, sampled in Stockholm, Sweden(10).

ICSC Environmental DataThe substance is toxic to aquatic organisms. It is strongly advised not to let the chemical enter into the environment.
Soil Adsorption/Mobility · 1건

The Koc of 3-methylbutanal is estimated as 23(SRC), using a water solubility of 1.4X10+4 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 3-methylbutanal is expected to have very high mobility in soil.

Natural Pollution Sources3-Methylbutanal occurs in orange, lemon, peppermint, and other essential oils(1).
Atmospheric Concentrations · 3건

URBAN/SUBURBAN: 3-Methylbutanal, was not detected at Patission Street, Athens, Greece nor Likovrisi, Greece, sampled from June to December 2000(1). 3-Methylbutanal was detected at average concns of 3.426-20.627 ug/cu m in Rio de Janeiro, Brazil Oct 1999 to Nov 2000(2). 3-Methylbutanal was detected in 13 of 13 samples taken across the US (3 in LA, 4 in TX, 5 in VT, 1 in NJ) from Sept 1996 to Aug 1997 at <1 ppb(3). 3-Methylbutanal was detected in 4 of 8 winter and 2 of 18 summer samples at 0.0-0.10 ppb and 0.01-0.08 ppb taken in the greater Boston, MA area in 1993(4). 3-Methylbutanal was detected in Santiago, Chile atmospheric samples at <0.04-0.19 ppbv in Nov 2003(5). 3-Methylbutanal has been found in air at avg concns of 0.22, 0.04, and 0.04 ppb on two busy streets and a calm street in Stockholm, Sweden(6).

INDOOR AIR: 3-Methylbutanal was detected in 13 of 14 winter and 7 of 26 summer samples at 0.04-1.1 ppb and 0.0-1.0 ppb taken in the greater Boston, MA area in 1993(1). 3-Methylbutanal was detected in indoor and outdoor air from suburban New Jersey residential microenvironments at mean concns of 0.37 ppb indoors (kitchen area) and 0.41 ppb outdoors (backyard)(2).

RURAL/REMOTE: 3-Methylbutanal was detected on a small island in Stockholm, Sweden and a recreation area 12 km from Stockholm at 0.05 ppb(1).

규제 정보

FDA Requirements · 1건

Isovaleraldehyde is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 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.

TSCA Requirements · 2건

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. Butanal, 3-methyl- is included on this list. Effective date 9/30/91; Sunset date: 6/30/98.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
ES3450000
ridadr
UN 1989 3/PG 2
HS 번호
2912190090
risk_code
11-36-36/37/38-43-36/37
hazard_code
F,Xi
safety_code
7-16-26-36-37/39-37-24-9
포장분류
II
위험 등급
3
기존화학 물질
KE-23536
F 고인화성물질
13
자연 발화 온도
464 °F
Hazard Classifications
Aquatic Chronic 2Eye Irrit. 2Flam. Liq. 2Skin Sens. 1STOT SE 3
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
590-86-3(Hazardous Substances Data)

용도 및 제조

Uses · 4건

Found in orange, lemon, peppermint, and other oils; [Merck Index] Used flavors, fragrances, and to make isovaleric acid, pharmaceuticals, and resins; [HSDB] Used to make pesticides, solvents, and softeners; [eChemPortal: SIDSUNEP]

Reported uses (PPM): (FEMA, 2005)

FLAVOR INGREDIENT; FRAGRANCE INGREDIENT IN PERFUMES; CHEM INT FOR ISOVALERIC ACID

Flavoring, perfumes, pharmaceuticals, synthetic resins.

U.S. Production · 2건

2023: 75,000 - <500,000 lb

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#1745]

Consumer UsesFragrance
Industry UsesIntermediate
Methods of Manufacturing · 3건

REACTION OF BUTENES WITH CARBON MONOXIDE AND HYDROGEN IN THE PRESENCE OF A COBALT CATALYST (OXO PROCESS), FOLLOWED BY SEPARATION OF ISOMERS; OXIDATION OF ISOAMYL ALCOHOL WITH SODIUM DICHROMATE AND SULFURIC ACID

Made by oxidation of isoamyl alcohol with Na2Cr2O7 and H2SO4.

3-Methylbutanal ... is prepared by hydroformylation of isobutene.

Household ProductsInformation on 1 consumer products that contain Isopentanal in the following categories is provided:
Use Classification · 4건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 2건

All Other Basic Organic Chemical Manufacturing

Butanal, 3-methyl-: ACTIVE

응용 분야 · 3건

출처Reported found in over 180 natural sources including apple, banana, berries, grapes, peach, papaya, peach, kohlrabi, carrot, celery, leek, peas, potato, bell pepper, tomato, ginger, peppermint and spearmint oil, other Mentha oils, vinegar, breads, many cheeses, butter, milk, egg, fatty and lean fish, meats, hop oil, beer, cognac, sherry, rum, grape wines, cocoa, coffee, tea, filberts, peanuts, pecans, peanut butter, barley, oats, soybean, honey, avocado, mace, plum, beans, mushrooms, starfruit, mango, beetroot, cardamom, coriander seed, rice, lovage leaf, pumpkin, buckwheat, laurel, malt, clary sage, wort, elderberry, clam, scallops, crab, crayfish, okra, sapodilla, truffles, kiwifruit and other sources.

용도Isovaleraldehyde is manufactured by oxidizing isoamyl alcohol with sodium perchromate and sulfuric acid. Isovaleraldehyde is present in essential oils of orange, peppermint, lemon, and other plants and fruits. Its main uses are as an artificial flavor additive and in perfumes.

일반 설명Colorless liquid with a weak suffocating odor. Floats on water. Produces an irritating vapor. It is a metabolite found in or produced by Saccharomyces cerevisiae.

제조 방법

By oxidation of isoamyl alcohol.

뷰텐과 일산화탄소 및 코발트 촉매(옥소 합성)에 존재하는 수소와의 반응 후, 아이소머의 분리로 제조됨; 아이소아밀 알코올과 다이크로뮴산 나트륨 및 황산과의 산화작용에서 만들어 짐 아이소아밀 알코올과 다이크로뮴산 나트륨 및 황산과의 산화작용에서 제조됨 3-메틸뷰탄알은 아이소뷰텐의 하이드로포밀화로 제조됨

상·하류 제품 정보

상류 원료

Dichromic acid아이소아밀 알코올1,3-Dioxolane, 2-(2-methylpropyl)-

하류 제품

6-ISO-프로필-3H-티에노[2,3-D]피리미딘-4-원6-메틸-3-헵텐-2-one5-Methyl-2-isopropyl-2-hexenal2-Amino-5-isopropyl-thiophene-3-carboxylic acid ethyl ester옥타밀아민이소길초산이소아밀이소발레릴산n-발레알데히드4-메틸-1-페닐-2-펜타놀3,6-dihydro-4-methyl-2-(2-methylpropyl)-2H-pyran피리딘,3,5-비스(1-메틸에틸)-(9CI)1-하이드록시-3-메틸-부탄-2-온2,6-디메틸-3-헵텐Hexanoicacid, 3-(2-amino-2-oxoethyl)-5-methyl-, (3S)-
추가 설명 · 1건

정의ChEBI: 3-methylbutanal is a methylbutanal that is butanal substituted by a methyl group at position 3. It occurs as a volatile constituent in olives. It has a role as a flavouring agent, a plant metabolite, a volatile oil component and a Saccharomyces cerevisiae metabolite.