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Glycerinacetat

Glyceryl Acetate

HCID 33510
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TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
106-61-6
Standard-SMILES
CC(=O)OCC(O)CO
InChIKey
KMZHZAAOEWVPSE-UHFFFAOYSA-N
Summenformel
C5H10O4
Durchschnittliche Molmasse
134,13 g/mol
Monoisotopische Masse
134,0579088

Überblick

Acetin is a clear colorless to pale yellow viscous liquid with a characteristic odor. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Glyceryl Acetate
IUPAC
2,3-dihydroxypropyl acetate
Lokaler Name
Glycerinacetat
Englischer Name
Monoacetin
Summenformel
C5H10O4
Molmasse
134.13

Namen und Synonyme

MonoacetinGlyceryl acetateGlycerol acetate84IK99H5ZHRefChem:663548EASTMAN 9-45247-704-62,3-Dihydroxypropyl acetate1-Monoacetin106-61-626446-35-5Acetin
Weitere Namen anzeigen
Myvacet40.0%(GC)Monacetinemono-acetiMONOACETINE
Glycerol monoacetateGlyceryl monoacetateAcetoglyceride1,2,3-Propanetriol, 1-acetateACETIN, 1-MONO-Glycerol 1-monoacetateMonoacetyl glycerineMonacetin

Datenbank-Bezeichner

CAS
106-61-6、1335-58-6、26446-35-5
PubChem CID
33510
DTXSID
DTXSID4041579
UNII
1NA86SF2H2
EC Number
203-415-7、247-704-6
Nikkaji
J5.053I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-1
Polarare Oberfläche (TPSA)
66,8 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
4
Schwere Atome
9
Formalladung
0
Komplexität
91

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Other Organic Compounds

Other Classes -> Other Organic Compounds

CosmeticsCosmetic ingredients (Glyceryl Acetate) -> CIR (Cosmetic Ingredient Review)
OdorCHARACTERISTIC ODOR
Density · 2 Einträge

1.206 at 68 °F (NTP, 1992) - Denser than water; will sink

1.206 @ 20 °C/4 °C

Color/Form · 2 Einträge

COLORLESS LIQUID; COMMERCIAL PRODUCT IS PALE YELLOW

Thick liquid

Solubility · 2 Einträge

greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)

SOL IN WATER, ALCOHOL, SLIGHTLY IN ETHER; INSOL IN BENZENE

Flash Pointgreater than 201.2 °F (NTP, 1992)
Boiling Point · 2 Einträge

316 °F at 16.5 mmHg (NTP, 1992)

129-131 °C @ 3 MM HG

Melting PointFP: -78 °C
Vapor Pressure · 3 Einträge

3 mmHg at 266 °F (NTP, 1992)

0.00392 [mmHg]

3 MM HG @ 130 °C

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description · 2 Einträge

Acetin is a clear colorless to pale yellow viscous liquid with a characteristic odor. (NTP, 1992)

Colorless liquid; Very hygroscopic; Commercial product is pale yellow liquid; [Merck Index] Slightly viscous liquid; [MSDSonline]

Physikochemische Eigenschaften

Schmelzpunkt
3 °C · 3 °C
Siedepunkt
258 °C · 258 °C
Dichte
1.21 · 1.21
Flammpunkt
145 °C · 145 °C
Brechungsindex
1.45 · 1.4500
Wichte
1.206 · 1.2060 (20℃)
Wasserlöslichkeit
soluble
Merck
14 · 14,6242
Henry's Law Constant
2.4 · 2.4×104 mol/(m3Pa) at 25℃, HSDB (2015)
Kosmetik-Inhaltsstoffe Funktionen
SKIN CONDITIONING
InChI
InChI=1S/C5H10O4/c1-4(7)9-3-5(8)2-6/h5-6,8H,2-3H2,1H3
InChIKey
KMZHZAAOEWVPSE-UHFFFAOYSA-N
SMILES
C(O)(CO)COC(=O)C
LogP
-1.215 · -1.215 (est)
CAS Datenbank
26446 · 26446-35-5(CAS DataBase Reference)
NIST chemische Informationen
Monoacetine(26446-35-5)
EPA chemische Informationen
Glyceryl monoacetate (26446-35-5)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 4.9% (2 of 41) of reports.

Warning

H302 (95.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory.

Warning

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: 1,2,3-Propanetriol, monoacetate

1,2,3-Propanetriol, monoacetate: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include a burning sensation of the skin, nose, throat or eyes; abdominal pain and nausea.
Hazards Summary · 2 Einträge

Causes terminal convulsions or CNS depression and death from respiratory failure after injection of high doses into animals; [HSDB] A mutagen; [RTECS] May cause skin, eye, and mucous membrane irritation; [CAMEO] An irritant; [MSDSonline]

Causes somnolence and dyspnea in subcutaneous lethal-dose studies of mice and rats; [RTECS] See Glyceryl monoacetate.

Reactive GroupAlcohols and Polyols
Reactivity Profile · 1 Eintrag

ACETIN may hydrolyze in acid or alkaline aqueous solutions. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. They exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Esters react 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 of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Air and Water ReactionsVery hygroscopic. Soluble in water.
Hazard Classes and Categories · 2 Einträge

Acute Tox. 4 (95.1%)

Acute Tox. 4 (50%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this compound should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

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.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

Toxikologische Informationen

Interactions · 1 Eintrag

The effects of single and combined treatment with monoacetin and calcium-chloride against sodium-fluoroacetate poisoning was investigated in cats. Cats received a single intravenous injection of 3.3 mg /kg sodium fluoroacetate and 1% calcium-chloride or 0.5 mg/kg monoacetin every 30 min or combined monoacetin and calcium-chloride therapy. Controls received no treatment. Monoacetin alone extended average survival time of animals poisoned with sodium fluoroacetate from 94 to 166 minutes. The combined treatment with monoacetin and calcium-chloride did not prolong mean survival time above 166 minutes. Monoacetin therapy aggrevated the metabolic acidosis in sodium-fluoroacetate treated animals in groups that received monoacetin alone or in combination with calcium-chloride; the serum ionized calcium values at 40 and 80 min in these groups was 0.84 and 0.80 and 0.79 and 1.03 mmol/kg, respectively, compared to control values of 0.80 and 0.65 mmol/kg. The controls showed a pH of 7.25 80 min after sodium-fluoroacetate injection and 6.96 after monoacetin. Blood carbon-dioxide pressure was 18 and 28.6 mm of mercury in these groups, respectively, while the biocarbonate concetration was 7.7 mEq/L in controls and 4.4 mEq/L in treated animals. The lactate/pyruvate ratio did not change significantly during the first 40 minutes, but increased significantly threreafter. There was no change in serum sodium or potassium concentrations. /It was/ concluded tha combined monoacetin and calcium-chloride therapy does not prolong survival time against sodium-fluoroacetate poisoning in cats.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5.0(SRC), determined from an estimated log Kow of -1.2(2,SRC) and a regression-derived equation(3), indicates that acetin is expected to have very high mobility in soil(SRC). Volatilization of acetin from moist soil surfaces is not expected to be important(SRC) given an estimated Henry's Law constant of 4.1X10-10 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Acetin is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 3.9X10-3 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation of acetin in soil may be important(SRC), based upon glycerin acetate's biodegradation in an activated sludge inoculum(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5.0(SRC), determined from an estimated log Kow of -1.2(2,SRC) and a regression-derived equation(3), indicates that acetin is not expected to adsorb to suspended solids and sediment(SRC). Acetin is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 4.1X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3.2(3,SRC), from an estimated log Kow(2,SRC), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Estimated hydrolysis half-lives of 1.8 years and 66 days at pH values of 7 and 8, respectively(6), suggest that hydrolysis is not expected to be an important process(SRC). Acetin is expected to biodegrade in aquatic systems based upon glycerin acetate's (approx 28% acetin) biodegradation in an activated sludge inoculum; 91 to 94% over a 4-week period(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetin, which has an estimated vapor pressure of 3.9X10-3 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase acetin 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 23 hours(3,SRC).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Soil Adsorption/Mobility · 1 Eintrag

The Koc of acetin is estimated as approximately 5.0(SRC), using an estimated log Kow of -1.2(1,SRC) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that acetin is expected to have very high mobility in soil(SRC).

Artificial Pollution SourcesAcetin's production and use in the manufacture of smokeless powder and dynamite, as a solvent for basic dyes, in leather tanning(1), and as a food additive(2) may result in its release to the environment through various waste streams.
Environmental BiodegradationGlycerin acetate (comprised of acetin, approx 28%; diacetin, approx 50%; and triacetin, approx 18%) reached 91 to 94% of its theoretical BOD after 4 weeks incubation in an activated sludge inoculum(1).
Environmental Bioconcentration · 1 Eintrag

An estimated BCF of 3.2 was calculated for acetin(SRC), using an estimated log Kow of - 1.2(1,SRC) 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/Soil · 1 Eintrag

The Henry's Law constant for acetin is estimated as 4.1X10-10 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that acetin is expected to be essentially nonvolatile from water surfaces(2,SRC). Acetin's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Acetin is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 3.9X10-3 mm Hg(SRC), determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 4 Einträge

...IV TOXICITY IN DOGS & RABBITS. LD50...ARE 5 ML/KG /6.03 G/ & 4 ML/KG, /4.82 G/ RESPECTIVELY. SYMPTOMS ARE THOSE OF SEVERE DYSPNEA, TREMORS, RETRACTION OF NECK, & TERMINAL CONVULSIONS, OCCURRING 2-20 MIN AFTER INJECTION. PATHOLOGICAL FINDINGS WERE HEMORRHAGIC AREAS IN LUNG.

...LD50 IN RATS & MICE BY SC INJECTIONS USING 50% WATER SOLN BUFFERED WITH PHOSPHATE TO PH 7. IN MICE...DILUTED 1:5 OR 1:10. LD50 IN RATS WAS 5.5 ML/KG /6.633 G/ & IN MICE 3.5 ML/KG /4.221 G/. ...PROSTRATION, LABORED RESP, &... TERMINAL CONVULSIONS. ... AUTOPSY SHOWS MARKED PULMONARY CONGESTION & RIGHT HEART DILATATION.

MAY DISTURB ACID-BASE BALANCE. GIVEN SC OR IM TO LAB ANIMALS (INCL MONKEYS), IT PRODUCES VASODILATION, CENTRAL NERVOUS DEPRESSION, & DEATH FROM RESP FAILURE...

Acetin was tested for the induction of sex-linked recessive lethal mutations in Drosophila melanogaster using a standard protocol approved by the National Toxicology Program. Canton-S wild-type males were treated with concentrations of acetin that resulted in approximately 30% mortality. Following treatment, males were mated individually to 3 harems of Basc virgin females to produce 3 broods for analysis. Acetin was positive at a dose of 50,000 ppm when administered to males by feeding.

Environmental Abiotic Degradation · 1 Eintrag

The rate constant for the vapor-phase reaction of acetin with photochemically-produced hydroxyl radicals has been estimated as 1.6X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 23 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). A base-catalyzed second-order hydrolysis rate constant of 0.12 L/mol-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 1.8 years and 66 days at pH values of 7 and 8, respectively(2,SRC).

Probable Routes of Human Exposure · 1 Eintrag

NIOSH (NOES Survey 1981-1983) has statistically estimated that 1,223 workers (241 of these are female) are potentially exposed to acetin in the US(1). Occupational exposure to acetin may occur through dermal contact with this compound at workplaces where acetin is produced or used(SRC). The general population may be exposed to acetin via ingestion of food products containing acetin(SRC).

Sicherheitsdaten

tsca
TSCA listed
RTECS-Nr.
AK3595000
risk_code
68
safety_code
24/25
Giftige Stoffe Daten
26446-35-5(Hazardous Substances Data)

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesLARGELY (BUT NOT COMPLETELY) HYDROLYZED IN BOWEL TO GLYCERIN & ACETIC ACID.

Verwendung und Herstellung

Uses · 6 Einträge

CIR ingredient: Glyceryl Acetate

Used as a solvent for basic dyes, a food additive, in tanning leather, and to make smokeless powder and dynamite; [HSDB]

Leather Tanning and Processing [Category: Industry]

Permitted for use as an inert ingredient in non-food pesticide products; [EPA] In the functional class of carrier solvent for food additives; [JECFA]

IN MFR OF SMOKELESS POWDER & DYNAMITE; AS SOLVENT FOR BASIC DYES; IN TANNING LEATHER

FOOD ADDITIVE

ImpuritiesOFTEN CONTAMINATED WITH GLYCERIN.
U.S. Production · 2 Einträge

(1977) PROBABLY GREATER THAN 4.54X10+6 GRAMS

(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS

Methods of Manufacturing · 2 Einträge

OBTAINED ALONG WITH DI- & TRIACETATES BY HEATING GLYCEROL WITH GLACIAL ACETIC ACID.

BY HEATING GLYCEROL & STRONG ACETIC ACID, DISTILLING OFF WEAK ACETIC ACID FORMED & AGAIN HEATING WITH STRONG ACETIC ACID & DISTILLING. METHOD OF PURIFICATION: RECTIFICATION.

Use ClassificationFood Additives -> CARRIER_SOLVENT -> JECFA Functional Classes
General Manufacturing Information1,2,3-Propanetriol, monoacetate: ACTIVE

Anwendungen

VerwendenIn manufacture of smokeless powder and dynamite; as a solvent for basic dyes; in tanning leather.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

2,3-Epoxy-1-propanol

Anbieter100 Anbieter

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