Butyl Acetate

HCID 31272CAS 123-86-4

基本情報

標準SMILES
CCCCOC(C)=O
InChIKey
DKPFZGUDAPQIHT-UHFFFAOYSA-N
分子式
C6H12O2
平均分子量
116.16 g/mol
単同位体質量
116.08372962

名称と識別子

優先名称
Butyl Acetate
IUPAC
butyl acetate
現地名
酢酸ブチル
英語名
Butyl acetate
分子式
C6H12O2
分子量
116.16

名称と別名

Butyl acetate123-86-4N-BUTYL ACETATEAcetic acid, butyl esterButyl ethanoate1-Butyl acetateAcetic Acid Butyl Estern-Butyl ethanoateButylacetatAcetate de butyleAcetic acid n-butyl esterButylacetaten
名称をさらに表示
酢酸ブチルブチル=アセタートエタン酸ブチルn-ブチル=アセタート酢酸n-ブチル酢酸nブチル酢酸ブチル(酢酸N-ブチル)酢酸ノルマルブチル酢酸ブチル [吸光分析用]酢酸ブチル(酢酸N‐ブチル)酢酸ブチル ACS REAGENT,≥99.5%酢酸ブチル PURISS. P.A.,ACS REAGENT酢酸ブチル クロマソルブ PLUS,FOR HPLC,99.7%酢酸ブチル(脱水)酢酸N-ブチル, 99+%酢酸N-ブチル, IN METHANOL (3000ΜG/ML)酢酸N-ブチル, IN METHANOL (10000ΜG/ML)N-酢酸ブチルブチル アセタートAcetic acid butylButyl ester, acetic acidButyleFEMA 2174butylacetates
1-acetoxybutaneOctan n-butyluButyle (acetate de)Butylester kyseliny octoveButile (acetati di)DTXSID3021982NSC-9298Acetic acid, n-butyl ester

データベース識別子

CAS
123-86-4
PubChem CID
31272
DTXSID
DTXSID3021982
ChEMBL
CHEMBL284391
ChEBI
CHEBI:31328
UNII
464P5N1905
EC Number
204-658-1
Nikkaji
J2.932G

物性

構造計算による物性

XLogP
1.8
極性表面積
26.3 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
4
重原子数
8

実験および物理化学的性質

LogP · 3 件

log Kow = 1.78

1.78

1.82

Odor · 3 件

Strong fruity odor

Sweet

Fruity odor

Taste · 2 件

Burning and then sweet taste reminiscent of pineapple

Pleasant, banana-like taste

Density · 6 件

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

0.8825 g/cu cm at 20 °C

Relative density (water = 1): 0.88

0.876-0.880

0.88

0.88 @25 °C

Viscosity1.002 mPa.s at 0 °C; 0.685 mPa s at 25 °C; 0.500 mPa.s at 50 °C; 0.383 mPa.s at 75 °C; 0.305 mPa.s at 100 °C
Color/FormColorless liquid

物理化学的性質

融点
-78 °C · -78 °C (lit.)
沸点
124 · 124-126 °C (lit.)
比重(密度)
0.88 g/mL · 0.88 g/mL at 25 °C (lit.)
蒸気密度
4 · 4 (vs air)
蒸気圧
15 mm · 15 mm Hg ( 25 °C)
屈折率
20 · n20/D 1.394(lit.)
化学的性質 · 1 件

化学的特性Butyl acetate is a colorless or yellowish liquid with a strong fruity odor. burning and then sweet taste reminiscent of pineapple. It occurs in many fruits and is a constituent of apple aromas. Butyl acetate is incompatible with strong oxidizing agents, strong acids, and strong bases. There are 4 isomers. At 20 °C, the density of the n-butyl isomer is 0.8825 g/ cm3, and the density of the sec-isomer is 0.8758 g/cm3 (Bisesi, 1994). The n-butyl isomer is soluble in most hydrocarbons and acetone, and it is miscible with ethanol, ethyl ether, and chloroform (Haynes, 2010). It dissolves many plastics and resins (NIOSH, 1981).

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids];H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]

P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P319, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.3% (12 of 4374) of reports.

危険有害性情報

Regulatory Information · 6 件

Chemical: Acetic acid, butyl ester

Regulation (EC) No 178/2002 (amended)

Acetic acid, butyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, butyl 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: 15-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15948;Status: Active Update: 05-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27693;Status: No longer Valid Update: 11-01-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/6316

Acetic acid, butyl ester: HSNO Approval: HSR001091 Approved with controls

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.)

Other Safety InformationIMAP assessments - Acetate esters (C2-C4): Human health tier II assessment;IMAP assessments - Acetic acid, butyl ester: Environment tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 2 件

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:;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. (ERG, 2024)

Flammable. Above 22 °C explosive vapour/air mixtures may be formed.

Fire PotentialFlammable liquid.
Health HazardsSKIN: prolonged or frequently repeated exposures may lead to drying. INHALATION: headaches, dizziness, nausea, irritation of respiratory passages and eyes. (USCG, 1999)

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:;CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.;SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam. Do not use dry chemical extinguishers to control fires involving nitromethane (UN1261) or nitroethane (UN2842).;LARGE FIRE: Water spray, fog or 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. 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 AFFF, alcohol-resistant foam, dry powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

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

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

First Aid · 2 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Water flush promptly - If this chemical contacts the skin, flush the contaminated skin with water promptly. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water promptly. If irritation persists after washing, get medical attention.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageFireproof. Separated from strong oxidants, strong bases and strong acids. Cool.
Firefighting Hazards · 2 件

Hazardous decomposition products formed under fire conditions: Carbon oxides.

Its vapors are heavier than air.

Exposure Control and Personal Protection100.0 [ppm]

毒性情報

Body Burden · 1 件

n-Butyl acetate was detected in the expired breath of 3 of 8 human subjects at an expiration rate of 8.7-41.0 ug/hr(1). n-Butyl acetate was detected in 31 % of 387 expired air samples collected from 54 human volunteers at a mean concentration of 0.2 ng/L(2).

Interactions · 3 件

The effects of combined exposure to n-butyl alcohol and n-butyl acetate on rotarod performance and hot plate behavior in rats and respiratory rate in mice were investigated in the condition of an acute inhalation experiment. Rotarod performance and hot-plate behavior were tested in rats exposed to various concentrations of n-butyl alcohol, n-butyl acetate and their mixture consisting of 50 vol-% n-butyl alcohol and 50 vol-% n-butyl acetate immediately after termination of a 4 hr exposure period. The respiratory rate in mice was recorded continuously before the exposure to solvents, during 6 min of exposure and 6 min after termination of exposure using whole body plethysmographic method. Mice were exposed to vapors of single solvents and their 50:50 vol-% mixture. Both solvents and their mixture caused concentration-dependent disturbances of rotarod performance in rat. The medial effective concentration (EC50) for the effect amounted to 7559 ppm, 8339 ppm, and 10,672 ppm for n-butyl alcohol, n-butyl acetate and their mixture, respectively. Both solvents and their mixture decreased sensitivity to the pain and changes were concentration -dependent. In condition of combined exposure the results obtained in rotarod and hot-plate behavior test indicate the summation of individual solvent effects. The tested solvents resulted in concentration-dependent decrease in respiratory rate in mice. n-Butyl alcohol produced maximal decrease in respiratory rate in the first minute of exposure whereas n-butyl acetate in the sixth minute.

Adult female SPF rats (strain: Sprague-Dawley) were treated with 790 mg ethanol/kg body weight by intraperitoneal injection 30 minutes after the beginning of a 5-hr-inhalation of about 1,000 ppm n-butyl acetate in air via a tracheotomy tube (under urethane anesthesia). The elimination of the ethanol from blood which was increased to about 24 mmol/L (1.1%, g/v) was not delayed during the initial linear phase as compared to control (ethanol treatment without inhalation of n-butyl acetate). During inhalation approximately 24 mumol n-butyl acetate/L were measured in blood without ethanol treatment and approximately 52 mumol n-butanol/L as a metabolite of n-butyl acetate. The n-butanol content in blood was doubled under ethanol treatment. This increase is explained by substrate competition of both alcohols at the alcohol dehydrogenase with ethanol excess.

... The developmental toxic potential ... was examined in Sprague-Dawley rats following whole body inhalation exposure, 6 hr /per/ day, from day 6 to 20 of gestation. ... The developmental toxic effects of simultaneous exposures to ethylbenzene (EB) and /n-butyl acetate/ BA, or to toluene (TOL) and BA were evaluated. Pregnant rats were administered EB (0, 250 or 1000 ppm) and BA (0, 500 or 1500 ppm), or TOL (0, 500 or 1500 ppm) and BA (0, 500, 1500 ppm), separately and in combinations, using a 2 x 2 factorial design. The maternal weight gain was reduced after exposure to 1000 ppm EB, to 1500 ppm BA, or to 1500 ppm TOL, either alone or in binary combinations. A significant reduction of fetal weight was associated with exposure to 1000 ppm EB alone, to either mixtures of EB with BA, or to 1500 ppm TOL alone or combined with BA at either concentration. No embryolethal or teratogenic effects were observed whatever the exposure. There was no evidence of interaction between EB and BA or between TOL and BA in causing maternal or developmental effects.

Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity Values · 5 件

LC50; Species: Chlorococcales (Green Algae Order); Conditions: freshwater, static; Concentration: 1200000 ug/L for 24 hr /formulation/

LC50; Species: Daphnia magna (Water Flea) age < or =24 hr; Conditions: freshwater, static, 20-22 °C; Concentration: 205000 ug/L for 24 hr /formulation/

LC50; Species: Lepomis macrochirus (Bluegill); Conditions: static bioassay in fresh water, mild aeration applied after 24 hr, 23 °C; Concentration: 100 ppm for 96 hr

LC50; Species: Menidia beryllina (Inland silverside); Conditions: static bioassay in synthetic seawater, mild aeration applied after 24 hr, 23 °C; Concentration: 185 ppm for 96 hr

For more Ecotoxicity Values (Complete) data for n-Butyl acetate (12 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 19(SRC), determined from a structure estimation method(2), indicates that n-butyl acetate is expected to have very high mobility in soil(SRC). Volatilization of n-butyl acetate from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 2.81X10-4 atm-cu m/mole(3). n-Butyl acetate is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 11.5 mm Hg at 25 °C(4). Using a standard BOD dilution technique and a sewage inoculum, theoretical BODs of 56% to 86% were observed during 5 and 20 day incubation periods(5), suggesting that n-butyl acetate may biodegrade in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 19(SRC), determined from a structure estimation method(2), indicates that n-butyl acetate 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 2.81X10-4 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 6.5 hours and 5.3 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 7(SRC), from its log Kow of 1.78(6) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis may be an important environmental fate for this compound based upon experimentally determined hydrolysis half-lives of 2 yrs and 78 days at pH 7 and 8, respectively(2). Using river water as seed, 5-day and 20-day theoretical BODs of 20.9% and 55.4%, respectively, were measured(7), suggesting 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), n-butyl acetate, which has a vapor pressure of 11.5 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-butyl acetate 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 3.2 days(SRC), calculated from its rate constant of 4.9X10-12 cu cm/molecule-sec at 25 °C(3). n-Butyl acetate does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1 件

n-Butyl acetate has been detected as a volatile flavor component of baked potatoes(1) and roasted filbert nuts(2). It has been identified as a naturally occurring flavor and fragrance component of apples(3). n-Butyl acetate has been identified in cheese volatiles(4), apricots and plumbs(5), dalieb fruit(6), apples(7,8), volatiles of chickpea seeds(9) and nectarines(10). n-Butyl acetate was not detected in scrambled eggs made from supermarket purchased, fresh unstored or fresh stored eggs(11).

法規制情報

Regulatory Information · 6 件

Chemical: Acetic acid, butyl ester

Regulation (EC) No 178/2002 (amended)

Acetic acid, butyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, butyl 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: 15-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15948;Status: Active Update: 05-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27693;Status: No longer Valid Update: 11-01-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/6316

Acetic acid, butyl ester: HSNO Approval: HSR001091 Approved with controls

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.)

FDA Requirements · 2 件

Butyl acetate is an indirect food additive for use only as a component of adhesives.

Butyl acetate 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: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

TSCA RequirementsA testing consent order is in effect for n-butyl acetate for health effects testing. FR citation: 1/23/95.
Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. n-Butyl acetate is produced, as an intermediate or final product, by process units covered under this subpart.

CERCLA Reportable Quantities · 1 件

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 1 件

Butyl acetate is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.

安全データ

OEB
A
OEL
TWA: 150 ppm (710 mg/m3), STEL: 200 ppm (950 mg/m3)
wgk
1
IDLA
1,700 ppm
tsca
TSCA listed
rtecs
AF7350000

化学と産業

薬理情報

Biological Half-Life · 2 件

Metabolism studies with male Sprague Dawley rats using radioactive labelled n-butyl acetate indicated that n-butyl acetate was very rapidly eliminated from the blood (biphasic elimination; half life = 0.41 min).

... When n-butyl acetate was added to human blood samples the ... /half-life/ for hydrolysis was 4 minutes. ...

Metabolism/Metabolites · 4 件

The metabolism of n-butyl acetate is characterized by the rapid hydrolysis of the parent compound to n-butanol and acetic acid, a process which is catalyzed by esterases found in several tissues and blood.

Metabolism studies with male Sprague Dawley rats using radioactive labelled n-butyl acetate indicated that n-butyl acetate was very rapidly eliminated from the blood (biphasic elimination; half life = 0.41 min), and was detected in brain tissue only at low concentrations (mean maximum of 3.8 ug equivalents/g at 1.9 min) in the first 2.5 min following dosing. n-Butanol was found at higher concentrations in both blood (Cmax = 52 ug equivalents/g at Tmax 2.6 min)and brain (Cmax = 79 ug equivalents/g at Tmax 2.5 min), but this was also rapidly eliminated in both tissues (biphasic elimination; t1/2, of 1.0 - 1.2 min) and was undetectable beyond 20 min post dosing. n-Butyric acid was present at low concentrations in blood (mean maximum of 5.7 ug equivalents/g at 7.4 min) and declined slowly following dosing; it was largely undetected in brain tissue. Early eluting, polar metabolites, presumably Krebs cycle intermediates of (14)C n-butanol and glucuronide and sulfate conjugates of (14)C-n-butanol, were detected in the whole blood (mean maximum of 12.2 ug equivalents/g at 4.2 min), but were seen only in trace amounts in brain tissue. The hydrolysis of n-butyl acetate in blood and brain is estimated to be 99% complete by 2.7 min at this dose level.

The metabolic series approach for risk assessment uses a dosimetry-based analysis to develop toxicity information for a group of metabolically linked compounds using pharmacokinetic (PK) data for each compound and toxicity data for the parent compound. The metabolic series approach for n-butyl acetate and its subsequent metabolites, n-butanol and n-butyric acid (the butyl series), was first demonstrated using a provisional physiologically based pharmacokinetic (PBPK) model for the butyl series. The objective of this work was to complete development of the PBPK model for the butyl series. Rats were administered test compounds by iv bolus dose, iv infusion, or by inhalation in a recirculating closed chamber. Hepatic, vascular, and extravascular metabolic constants for metabolism were estimated by fitting the model to the blood time course data from these experiments. The respiratory bioavailability of n-butyl acetate (100% of alveolar ventilation) and n-butanol (50% of alveolar ventilation) was estimated from closed chamber inhalation studies and measured ventilation rates. The resulting butyl series PBPK model successfully reproduces the blood time course of these compounds following iv administration and inhalation exposure to n-butyl acetate and n-butanol in rats and arterial blood n-butanol kinetics following inhalation exposure to n-butanol in humans. These validated inhalation route models can be used to support species and dose-route extrapolations required for risk assessment of butyl series family of compounds. Human equivalent concentrations of 169 ppm and 1066 ppm n-butanol corresponding to the rat n-butyl acetate NOAELs of 500 and 3000 ppm were derived using the models.

... n-Butyl Alcohol may be formed by hydrolysis of butyl acetate in the blood, but is rapidly oxidized ...

Absorption, Distribution and Excretion · 5 件

Metabolism studies with male Sprague Dawley rats using radioactive labelled n-butyl acetate indicated that n-butyl acetate was very rapidly eliminated from the blood (biphasic elimination; half life = 0.41 min), and was detected in brain tissue only at low concentrations (mean maximum of 3.8 ug equivalents/g at 1.9 min) in the first 2.5 min following dosing. n-Butanol was found at higher concentrations in both blood (Cmax = 52 ug equivalents/g at Tmax 2.6 min)and brain (Cmax = 79 ug equivalents/g at Tmax 2.5 min), but this was also rapidly eliminated in both tissues (biphasic elimination; t1/2, of 1.0 - 1.2 min) and was undetectable beyond 20 min post dosing. n-Butyric acid was present at low concentrations in blood (mean maximum of 5.7 ug equivalents/g at 7.4 min) and declined slowly following dosing; it was largely undetected in brain tissue. Early eluting, polar metabolites, presumably Krebs cycle intermediates of (14)C n-butanol and glucuronide and sulfate conjugates of (14)C-n-butanol, were detected in the whole blood (mean maximum of 12.2 ug equivalents/g at 4.2 min), but were seen only in trace amounts in brain tissue. The hydrolysis of n-butyl acetate in blood and brain is estimated to be 99% complete by 2.7 min at this dose level.

... Female Sprague Dawley rats ... were exposed for 5 hours to 1000 ppm n-butyl acetate via tracheal intubation. Both, n-butyl acetate and its metabolite n-butanol were detectable in blood immediately after start of exposure, maximum levels were reached at about 30 minutes after start of exposure. The concentration of n-butyl acetate reached a nearly constant level (mean concentration: 24.6 +/- 3.8 umol/L). The blood concentrations of n-butanol followed were about twice the levels of n-butyl acetate (mean concentration: 52.4 +/- 10.3 umol/L; AUC: 260 +/- 29 umol per L/hr).

Investigations with male Sprague Dawley rats using a whole body plethysmograph indicated that n-butyl acetate is readily absorbed after inhalation exposure. The respiratory bioavailability of n-butyl acetate was calculated to be 100% of alveolar ventilation (about 60% of minute ventilation). Maximum blood levels of n-butyl acetate (2.43 +/- 2.7 ug/mL) were reached about 10 minutes after start of exposure to n-butyl acetate (2000 ppm at start of exposure). Except for the first measurement after 5 minutes the n-butanol blood levels (maximum: 8.18 +/- 3.1 ug/mL, 20 minutes after start of exposure) were higher than the n-butyl acetate blood levels.

Skin permeability of n-butyl acetate was investigated in vitro using a Franz-Diffusion cell and viable skin from female human donors. The permeability constant for n-butyl acetate was 1.6 +/- 0.1 g/sq m/hr (1.8 +/+ 0.1 cu cm/sq m/hr), indicating that the test item has only a low tendency to penetrate the skin.

When anesthetized rats were exposed via the trachea to n-butyl acetate, 34,000 mg/cu m for 1 hr or 4800 mg/cu m for 5 hr, constant blood levels of n-butyl acetate and n-butanol were rapidly reached. The n-butyl acetate was eliminated from blood within 1 min after termination of the 1 hr exposure. ...

Cellular LocationsCytoplasm;Extracellular

用途と製造

Uses · 6 件

CIR ingredient: Butyl Acetate

Used in solvent mixtures and to produce nitrocellulose lacquers, photographic film, nail polish removers, perfumes, oils, fats, vinyl resins, and camphor; Also used in food preservatives, inks, and printing processes; Occurs naturally in bananas; [ACGIH] In semiconductor manufacturing, n-butyl acetate is used to develop the pattern in the photoresists; [CHS, p. 44]

Semiconductor Manufacturing [Category: Industry];Painting (Solvents) [Category: Paint];Textiles (Printing, Dyeing, or Finishing) [Category: Industry]

Manufacture of lacquer, artificial leather, photographic films, plastics, safety glass. Organic solvent.

Butyl acetate is used primarily in coatings. It is a good solvent with low volatility. The lacquer and enamel industries employ butyl acetate as a solvent for making acylic polymers, vinyl resins, and nitrocellulose. Other industries utilizing the acetate as solvent include printing, photographic, adhesives, extraction, and pharmaceutical.

Reported uses (ppm):;Table: Reported uses (ppm): (Flavor and Extract Manufacturers' Association, 1994) [Table#506]

U.S. Exports · 3 件

(1972) 9.71X10+9 G

(1975) 5.7X10+8 G

(1984) 1.63x10+10 g

U.S. Imports · 3 件

(1972) 1.99X10+7 G

(1975) 3.94X10+7 G

(1984) 1.54X10+9 g

U.S. Production · 6 件

2023: 250,000,000 - <400,000,000 lb;2022: 250,000,000 - <400,000,000 lb;2021: 250,000,000 - <400,000,000 lb;2020: 250,000,000 - <400,000,000 lb

(1972) 4.34X10+10 G

(1975) 3.65X10+10 G

(1993) 1.32378X10+8 kilograms

Acetic acid, butyl ester 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).

For more U.S. Production (Complete) data for n-Butyl acetate (7 total), please visit the HSDB record page.

Consumption Patterns · 5 件

95% USED IN THE PROTECTIVE COATINGS INDUSTRY AS A SOLVENT AND THINNER; AND 5% IN MISC APPLICATIONS (1965)

Nitrocellulose-based lacquers, 63%; Exports, 27%; Ink solvent, 5%; Adhesives solvent, 2%; Other solvent uses, 3% (1985)

CHEMICAL PROFILE: n-Butyl Acetate. Lacquer solvent, primarily for wooden furniture and auto top-coat applications, 55%; exports, 35%; others, including adhesive and pharmaceutical solvents, 10%.

CHEMICAL PROFILE: n-Butyl acetate. Demand: 1986: 185 million lb; 1987: 192 million lb; 1991 /projected/: 215 million lb (Includes exports; imports were 5.8 million lb in 1986).

Demand: (1992) 225 million lb; (1993) 230 million lb; (1997) /projected/ 250 million lb. (Includes exports of over 150 million lb in 1992, but not imports which were 32 million lb in 1992.)

Consumer Uses · 1 件

Binder;Other;Solvent;Dispersing agent;Monomers;Processing aids not otherwise specified;Solubility enhancer;Corrosion inhibitor;Not Known or Reasonably Ascertainable;Filler;Sealant (barrier);Plasticizer;Surface modifier;Adhesion/cohesion promoter;Hardener

応用分野 · 7 件

解説酢酸ブチルとは、分子式C6H12O2で表されるとブタノールのエステルです。 酢酸ブチルは、別名ブチルアセテートとも呼ばれ炭化水素系エステルに分類されます。分子量は116.16g/molで、化学物質個々に付与されるCAS番号は123-86-4です。 酢酸ブチルは、常温常圧では無色透明の液体であり、果実臭と呼ばれる甘い独特の匂いをもつことが特徴です。また、に極めて溶けやすく、水には溶けにくいという性質をもっています。 酢酸ブチルの原料であるブタノールには、4種類の構造異性体が存在します。そのため、酢酸ブチルにも同様に、酢酸n-ブチル・・酢酸sec-ブチル・酢酸tert-ブチルといった、4種の構造異性体が存在します。

用途溶剤、抽出溶媒、果実エッセンス。

説明Butyl acetate is a clear, flammable ester of acetic acid that occurs in n-, sec-, and tert- forms (INCHEM, 2005). Butyl acetate isomers have a fruity, banana-like odor (Furia, 1980). Isomers of butyl acetate are found in apples (Nicholas, 1973) and other fruits (Bisesi, 1994), as a well as in a number of food products, such as cheese, coffee, beer, roasted nuts, vinegar (Maarse and Visscher, 1989). Butyl acetate is manufactured via esterification of the respective alcohol with acetic acid or acetic anhydride (Bisesi, 1994). N-butyl acetate is used as a solvent for nitrocellulose-based lacquers, inks, and adhesives. Other uses include manufacture of artificial leathers, photographic film, safety glass, and plastics (Budavari, 1996). Isomers of butyl acetate are also used as flavoring agents, in manicure products, and as larvicides (Bisesi, 1994). The tert-isomer has been used as a gasoline additive (Budavari, 1996). It may be used as a synthetic fruit flavoring in candy, ice cream, cheeses, and baked goods (Dikshith, 2013).

天然物の起源Reported present in rum ether, pears, pear brandy, cider, mango, mountain papaya (C. pubescens), soybean, roasted peanuts and honey and other natural products.

使用Butyl Acetate is a flavoring agent which is a clear, colorless liquid possessing a fruity and strong odor. it is sparingly soluble in water and miscible in alcohol, ether, and propylene glycol. it is also termed n-butyl acetate.

一般的な説明A clear colorless liquid with a fruity odor. Flash point 72 - 88°F. Density 7.4 lb / gal (less than water). Hence floats on water. Vapors heavier than air.

使用用途酢酸ブチルは、各種溶剤として幅広く使用されています。具体的な溶剤の用途としては、塗料やインキ用をはじめ、各種樹脂、化粧品、医薬品、、香料、レザー、エナメル、ショウ脳、ゴムなどです。 酢酸ブチルは塗料やインキの溶媒としてはやや沸点が高く、「重い」溶媒です。そのため、単独では常温常圧で乾燥が進みにくく、他の沸点が低い「軽い」溶媒に加えて、揮発性を調整する目的で使用されることが多いです。分かりやすい例としては、爪用のマニキュアの溶媒の用途にに加えて使用されます。 また、酢酸ブチルは、硝酸セルロースやエチルセルロース、、メチルメタクリレート樹脂等のフィルムをコーティングしている樹脂面に対して、優れた流動性とブラシ耐性があることから、の溶剤としても有用です。食品関係では、その香気を活かし、果実エッセンスや着香剤、香辛料等の原料として、キャンディ、アイスクリーム、チーズなどに果物の香りを付けるため、酢酸ブチルが使用されています。

調製方法 · 3 件

Butyl alcohol is combined with acetic acid in the presence of a catalyst such as sulfuric acid. After esterification is complete, the solution is distilled to yield butyl acetate .

製造方法By esterification of n-butyl alcohol with acetic acid.

純化方法Distil, reflux with successive small portions of KMnO4 until the colour persists, dry with anhydrous CaSO4, filter and redistil. [Beilstein 2 IV 143.]

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補足説明

定義本品は、酢酸(*)とブタノール(*)のエステルであり、次の化学式で表される。参照表示名称:酢酸, ブタノール

定義ChEBI: Butyl acetate is the acetate ester of butanol. It has a role as a metabolite. It is functionally related to a butan-1-ol.

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