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HCID 10045Erstellt: 27. Oktober 2026

3,3-Dimethylbutan-2-ol

Dymethylbutanol · (CH3)3CCH(CH3)OH · Pinakolylalkohol · PINACOLYILALCOHOL · PINACOLYL ALCOHOL · Pinacoline alcohol · Pinacolone Alcohol · 1-tert-Butylethanol

https://huagongshe.com/de/chemical/10045

Molekülstruktur von 3,3-Dimethylbutan-2-ol

Identifikatoren & physikalische Daten

CAS No.1517-67-5
SummenformelC6H14O
Durchschnittliche Molmasse102,17 g/mol
Monoisotopische Masse102,10446507 g/mol
SMILESCC(O)C(C)(C)C
InChIKeyDFOXKPDFWGNLJU-UHFFFAOYSA-N
PubChem CID10045
ChEMBLCHEMBL457417
EC No.207-347-9
DTXSIDDTXSID10861947
Lokaler Name3,3-Dimethylbutan-2-ol

Chemische & physikalische Eigenschaften

XLogP1,5
Polarare Oberfläche (TPSA)20,2
H-Brücken-Donoren1
H-Brücken-Akzeptoren1
Frei drehbare Bindungen1
Schwere Atome7
Formalladung0
Komplexität51,7
SolventsSolvents -> Alcohols (<C12)
LogP (Verteilungskoeffizient)log Kow = 1.48
Dichte0.8122 g/cu cm0.8122 @25 °C0.812 g/mL at 25 °C(lit.)
AromastoffeEU Flavoring substances
Color/FormColorless, liquid
LöslichkeitVery soluble ethanol, ethyl etherIn water, 2.37X10+4 mg/L at 25 °CSoluble inethanol, diethyl ether, water (25 g/L).
Flammpunkt78.8 °F, 26 °C: closed cup84 °F
Siedepunkt120.4 °C120.4 °C @760 [mm Hg]119-121 °C(lit.)
DecompositionWhen heated to decomposition it emits acrid smoke and irritating vapors.
Schmelzpunkt5.6 °C4.8 °C(lit.)
Dampfdruck8.81 [mmHg]
BrechungsindexIndex of refraction = 1.4148 at 20 °Cn20/D 1.415(lit.)
AggregatzustandLiquid
pKa (Säurekonstante)15.31±0.20(Predicted)
BRN1718948
Henry-Konstante1.2×10-1 mol/(m3Pa) at 25℃, Wang et al. (2017)
LogP (Verteilungskoeffizient)1.480
CAS Datenbank464-07-3(CAS DataBase Reference)
EPA chemische Informationen3,3-Dimethyl-2-butanol (464-07-3)

Sicherheit & Vorschriften

GHS-EinstufungWarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 43 reports by companies from 2 notifications to the ECHA C&L Inventory.
Regulatorische InformationenChemical: 2-Butanol, 3,3-dimethyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)2-Butanol, 3,3-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
GefahrenübersichtCauses CNS depression and nephrotoxicity in experimental animalsClinical effects likely to be similar to ethanol, based on closely related structureAtaxia, mild hypoxemia, hypercapnia, lachrymation, depressed respiration and motor activity, increased cholesterol and bilirubin, and acute tubular necrosis and renal failure observed in inhalation studies of rats[Reference #1] May cause irritation[Sigma-Aldrich MSDS]
Hazard Classes and CategoriesFlam. Liq. 3 (100%)Flammable liquids - Category 3
Skin, Eye, and Respiratory IrritationsMay cause skin irritation. May cause eye irritation.
Firefighting HazardsVapor may travel considerable distance to source of ignition and flash back. Container explosion may occur under fire conditions.
BrandbekämpfungsverfahrenFIREFIGHTING Protective Equipment: Wear self-contained breathing apparatus and protective clothing to prevent contact with skin and eyes. Specific Hazard(s): Flammable liquid. Vapor may travel considerable distance to source of ignition and flash back. Specific Method(s) of Fire Fighting: Use water spray to cool fire-exposed containers.EXTINGUISHING MEDIA. Suitable: For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spraysolid streams of water may be ineffective. Cool all affected containers with flooding quantities of water.

Anwendungen & Verwendung

Verwenden

3,3-Dimethyl-2-butanol was used in conversion of ribose- and glucose-binding proteins into receptors for pinacolyl methyl phosphonic acid.

LagerbedingungenKeep tightly closed. Keep away from heat, sparks, and open flame. Store in a cool dry place.
ReinigungsverfahrenProcedure to be followed in case of leak or spill - Evacuate area. Shut off all sources of ignition. Personal precautions - Wear self-contained breathing apparatus, rubber boots, and heavy rubber gloves. Methods for clean-up - Cover with dry-lime, sand, or soda ash. Place in covered containers using non-sparking tools and transport outdoors. Ventilate area and wash spill site after material pickup is complete.
EntsorgungsverfahrenSRP: 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 qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Observe all federal, state, and local environmental regulations.
Preventive MeasuresSRP: 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.Keep away from sources of ignition - no smoking. Keep container tightly closed in a cool well-ventilated place. Do not empty into drains. Take precautionary measures against static discharges.SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.In case of contact, immediately flush eyes with copious amounts of water for at least 15 minutes.In case of contact, immediately wash skin with soap and copious amounts of water.
Protective Action Criteria (PAC)1.9 [ppm]21 [ppm]130 [ppm]
Personal Protective Equipment (PPE)Engineering Controls: Safety shower and eye bath. Mechanical exhaust required.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.SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.Personal Protective Equipment - Wear appropriate government approved respirator, chemical-resistant gloves, safety goggles, other protective clothing.
Other Standards Regulations and Guidelines/The Chemical Weapons Convention (CWC) is an international treaty which bans the development, production, stockpiling, and transfer or use of chemical weapons. The Convention mandates the destruction and prohibition of chemical weapons and related facilities and provides for restrictions on international trade in toxic chemicals and precursors./ The Convention's monitoring and verification measures involve submission of declarations regarding ... /Schedule 1, 2, and 3 chemicals/ and inspections by the Organization for the Prohibition of Chemical Weapons of the facilities where these chemicals are produced. ... Schedule 2 lists toxic chemicals and precursors deemed to pose a significant risk to the object and purpose of the CWC because of their lethal or incapacitating properties. Precursors may be used in the final stage for formation, or may be important for the production, of any of the chemicals listed in Schedule 1 or toxic chemicals listed in Schedule 2. Schedule 2 chemicals are not produced in large quantities for commercial ... purposes ... but may be used to manufacture such things as insecticides, herbicides, lubricants or pharmaceutical products (2). 3,3-Dimethylbutan-2-ol is listed in the CWC Annex on Chemicals under Schedule 2 (1).
ÖkotoxizitätswerteEC50Species: Ankistrodesmus falcatus (Green algae)Conditions: freshwater, staticConcentration: 257700 ug/L for 96 hrEffect: growth, general /96.2% purity/
UmweltverhaltenTERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 150(SRC), determined from a log Kow of 1.48(2)and a regression-derived equation(3), indicates that pinacolyl alcohol is expected to have high mobility in soil(SRC). Volatilization of pinacolyl alcohol from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 1.8X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(4). Pinacolyl alcohol is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 8.8 mm Hg(SRC) determined from a fragment constant method(5). Biodegradation data for pinacolyl alcohol were not available(SRC, 2009).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 150(SRC), determined from a log Kow of 1.48(2) and a regression-derived equation(3), indicate that pinacolyl alcohol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces may be important(3) based upon an estimated Henry's Law constant of 1.8X10-5 atm-cu m/mole(4) developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 53 hours and 19 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 2.8(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data for pinacolyl alcohol were not available(SRC, 2009).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), pinacolyl alcohol, which has an estimated vapor pressure of 8.8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase pinacolyl alcohol 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 42 hours(SRC), calculated from its rate constant of 9.2X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Pinacolyl alcohol 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).
Unerwünschte WirkungenNeurotoxin - Acute solvent syndrome
Ökotoxizitätsauszüge/AQUATIC SPECIES/ The aquatic toxicity of a secondary alcohol, 3,3-dimethyl-2-butanol (pinacolyl alcohol (PA)), was determined. Acute tests were conducted on Pimephales promelas, 48 hr EC50 = 443.1 mg PA/L, and Daphnia magna, 24 hr EC50 = 513.2 mg PA/L. Growth inhibition tests (96 hr) were conducted using Ankistrodesmus falcatus, EC50 = 257.7 mg PA/L. In general, the toxicity of straight-chained alcohols increases proportionally with the molecular weights. Using the structure activity equation (Log EC50 = 1.10 (LogP) + 0.05 (LogP)squared - 1.22) for P. promelas, the calculated toxicity of PA (EC50 = 547.0 mg/L) agrees with experimental determinations.
Soil Adsorption/MobilityThe Koc of pinacolyl alcohol is estimated as 150(SRC), using a log Kow of 1.48(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that pinacolyl alcohol is expected to have high mobility in soil.
Natural Pollution SourcesPinacolyl alcohol is synthetically derived(1).
Artificial Pollution SourcesPinacolyl alcohol's production and use as a synthetic precursor to chemical warfare agents(1) may result in its release to the environment through various waste streams(SRC).
Environmental BioconcentrationAn estimated BCF of 2.8 was calculated for pinacolyl alcohol(SRC)using a log Kow of 1.48(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).
Volatilization from Water/SoilThe Henry's Law constant for pinacolyl alcohol is estimated as 1.76X10-5 atm-cu m/mole at 25 °C(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that pinacolyl alcohol 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 53 hours(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 19 days(SRC). Pinacolyl alcohol's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Pinacolyl alcohol is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 8.8 mm Hg(SRC), determined from a fragment constant method(3).
Non-Human Toxicity Excerpts/LABORATORY ANIMALS: Acute Exposure/ Sprague-Dawley rats were given 15, 70 and 140 min exposures to 15 mg/L pinacolyl alcohol (PA), or 6-hour exposures to 0.2, 1.0 and 5.0 mg/l PA (1 mg/L = 240 ppm). A 50% mortality rate was obtained at the longest exposure to 15 mg/L. Sex related differences in the blood levels of PA and pinacolone were noted, and the surviving male rats failed to gain weight normally in the first week after exposure. In rats exposed to 5.0 mg/L for 6 hours, there were reductions in horizontal and vertical activity and the minute volume was 55% of controls at the end of exposure. Like many secondary alcohols, PA poses only a possible inhalation hazardhowever, male rats may be somewhat more susceptible than females./LABORATORY ANIMALS: Acute Exposure/ Rat data showed the kidney, ureter, and bladder to be effected, changes in the tubules including acute renal failure and acute tubular necrosis in some cases./LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Four groups of male and female Sprague-Dawley rats were exposed for 13 weeks to 3,3-dimethyl-2-butanol (Pinacolyl alcohol (PA)) at concentrations of 0.00, 0.20, 1.00 or 5.00 mg/L (1 mg/l = 240 ppm). Exposures were for 6 hr per day, 5 days per week with sacrifices at 7 and 13 weeks of exposure, and at 4 weeks after exposure. The test animals were evaluated for abnormalities in physiology, behavior, clinical laboratory parameters, and gross and microscopic morphology. No abnormalities were detected in electrocardiograms, respiratory indices, spontaneous activity, passive avoidance activity and open-field behaviour. Clinical signs related to PA exposure included alopecia, ataxia and lacrimation. There were no biologically significant between-group differences in body-weights during the study. The clinical laboratory data demonstrated a 30% increase in serum cholesterol and bilirubin at 7 weeks in high-dose males and an increase in urea nitrogen in intermediate and high-dose males at 13 weeks. There were no abnormalities in hematologic or coagulation parameters. At necropsy there were no significant gross abnormalitieshowever, examination of organ weights revealed enlarged kidneys in high-dose male rats at 13 weeks, enlarged ovaries in high-dose female rats at 13 weeks, and microscopic study of tissue sections revealed minimal to mild renal tubular injury in high and possibly intermediate dose males at several sacrifices. These findings suggest that the primary target organ of PA, when given by inhalation, is the kidney in male rats and possibly the ovary in female rats. The renal changes in the high-dose males were not fully reversible during the recovery period./LABORATORY ANIMALS: Neurotoxicity/ Rat studies shown to have similar effects to ethanol on the CNS, ataxia, and CNS depression./ALTERNATIVE and IN VITRO TESTS/ ... The CellSoft computer-assisted digital image analysis system...was used to follow motion parameter changes occurring in spermatozoa incubated for 6 hr with or without exposure to chemicals. Mean amplitude of lateral head displacement (AALH) increased over the 6 hr period, while curvilinear velocity (Vc) first increased and then decreased. Values for linearity (Lin), or beat cross frequency (BCF), were unchanged. The majority of spermatozoa progressed linearly, with rapid rotation of the sperm head, but subpopulations of spermatozoa with different swimming patterns appeared after 1-3 hr of incubation. Percentage motile sperm and Vc were most sensitive to the action of the compounds (pyrogallol, hydroquinone, ammonium oxalate, triethyl phosphite, and pinocolyl alcohol), while BCF was least affected...
Environmental Abiotic DegradationThe rate constant for the vapor-phase reaction of pinacolyl alcohol with photochemically-produced hydroxyl radicals has been estimated as 9.2X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 42 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Pinacolyl alcohol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Pinacolyl alcohol does not contain chromophores that absorb at wavelengths >290 nm(2) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
Probable Routes of Human ExposureOccupational exposure to pinacolyl alcohol may occur through inhalation of vapor and dermal contact at workplaces where pinacolyl alcohol is produced or used. (SRC)
Wassergefährdungsklasse (WGK)3
TSCA-Inventar-StatusTSCA listed
UN-TransportnummerUN 1987 3/PG 3
Zollcode29051910
RTECS-Nr.EL2276000
R-Sätze (R)10
Sicherheitshinweise (S)16
Gefahrenklasse3
VerpackungsgruppeIII
Gefahrstoffdaten464-07-3(Hazardous Substances Data)