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Ethylidintrimethanol

Trimethylolethane

HCID 6502
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Grundinformationen

CAS
77-85-0
Standard-SMILES
CC(CO)(CO)CO
InChIKey
QXJQHYBHAIHNGG-UHFFFAOYSA-N
Summenformel
C5H12O3
Durchschnittliche Molmasse
120,15 g/mol
Monoisotopische Masse
120,07864424

Namen und Bezeichner

Bevorzugter Name
Trimethylolethane
IUPAC
2-(hydroxymethyl)-2-methylpropane-1,3-diol
Lokaler Name
Ethylidintrimethanol
Englischer Name
1,1,1-Tris(hydroxymethyl)ethane
Summenformel
C5H12O3
Molmasse
120.15

Namen und Synonyme

1,1,1-TRIS(HYDROXYMETHYL)ETHANE77-85-0TrimethylolethaneMethriolMetriolPentaglycerineMethyltrimethanolmethaneEthylidynetrimethanolTris(hydroxymethyl)ethane1,1,1-TrimethylolethaneMethyltrimethylolmethane1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-
Weitere Namen anzeigen
TMETrimet1,1,1-Tri(hydroxymethyl)ethane2-METHYL-2-HYDROXYMETHYL-1,3-PROPANEDIOL
1,1,1-Trimethanolethane1,1,1-Tris(methylol)ethaneEthane, 1,1,1-tris(hydroxymethyl)-5D10NYN23WNSC-65581RefChem:409523201-063-92-(hydroxymethyl)-2-methylpropane-1,3-diol

Datenbank-Bezeichner

CAS
77-85-0
PubChem CID
6502
DTXSID
DTXSID2026444
UNII
5D10NYN23W
EC Number
201-063-9
Nikkaji
J35.167I

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
-1,2
Polarare Oberfläche (TPSA)
60,7 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
8
Formalladung
0
Komplexität
50,4

Experimentelle und physikochemische Eigenschaften

PolymersOther Classes -> Alcohols and Polyols, Other
SpringerMaterials PropertiesDensity
Density1.210 g/cu cm at 20 °C
Color/Form · 2 Einträge

White powder or needles from alcohol

Colorless crystals

Solubility · 3 Einträge

Miscible in water and ethanol; insoluble in diethyl ether and benzene; very soluble in acetic acid

Soluble in water and ethanol

In water, 140 g per 100 g at 25 °C

Boiling Point · 2 Einträge

283 °C

BP: 137 °C at 15 mm Hg

Melting Point204 °C
Food Contact Substances · 2 Einträge

FCS -> FDA Cumulative Estimated Daily Intake (CEDI)

FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

Physical Description · 2 Einträge

Dry Powder

Colorless or white solid; [HSDB]

Other Experimental PropertiesHygroscopic

Physikochemische Eigenschaften

Schmelzpunkt
193 · 193-195 °C(lit.)
Siedepunkt
137 °C · 137°C 15mm
Dichte
1.0456 · 1.0456 (rough estimate)
Brechungsindex
1.4056 · 1.4056 (estimate)
Flammpunkt
160 °C · 160°C
storage temp.
Inert atmosphere,Room Temperature
pka
14.03 · 14.03±0.10(Predicted)
Aggregatzustand
Crystalline Powder, Crystals, and/or Chunks
Farbe
White
Wasserlöslichkeit
soluble
BRN
1304452 · 1304452
Henry's Law Constant
9 · 9.0×102 mol/(m3Pa) at 25℃, HSDB (2015)
InChI
1S/C5H12O3/c1-5(2-6,3-7)4-8/h6-8H,2-4H2,1H3
InChIKey
QXJQHYBHAIHNGG-UHFFFAOYSA-N
SMILES
CC(CO)(CO)CO
CAS Datenbank
77 · 77-85-0(CAS DataBase Reference)
NIST chemische Informationen
1 · 1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-(77-85-0)
EPA chemische Informationen
1 · 1,3-Propanediol, 2-(hydroxymethyl)-2-methyl- (77-85-0)

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 · 3 Einträge

This chemical does not meet GHS hazard criteria for 90.6% (145 of 160) of all reports.

Not Classified

Aggregated GHS information provided per 160 reports by companies from 5 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-

1,3-Propanediol, 2-(hydroxymethyl)-2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Propanediol, 2-(hydroxymethyl)-2-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)

Status: Active Update: 24-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/22381

1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Fire PotentialCombustible
Hazards SummaryAn irritant; [MSDSonline]
Hazard Classes and CategoriesNot Classified

Sicherheit und Schutzausrüstung

Disposal Methods · 1 Eintrag

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.

Toxikologische Informationen

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of less than 1(SRC), determined from a structure estimation method(2), indicates that 1,1,1-tris(hydroxymethyl)ethane is expected to have very high mobility in soil(SRC). Volatilization of 1,1,1-tris(hydroxymethyl)ethane from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.1X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 1,1,1-Tris(hydroxymethyl)ethane is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.7X10-6 mm Hg(SRC), determined from a fragment constant method(4). 1,1,1-Tris(hydroxymethyl)ethane, present at 100 mg/L, reached 4 percent of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(5), suggesting that biodegradation in soil is not an important environmental fate process(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of less than 1(SRC), determined from a structure estimation method(2), indicates that 1,1,1-tris(hydroxymethyl)ethane is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.1X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). 1,1,1-Tris(hydroxymethyl)ethane is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(5), an estimated BCF of 3.2(SRC), from an estimated log Kow of -0.30(6)and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low. 1,1,1-Tris(hydroxymethyl)ethane, present at 100 mg/L, reached 4 percent of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(8), suggesting that biodegradation in water is not an important environmental fate process(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,1,1-tris(hydroxymethyl)ethane, which has an estimated vapor pressure of 1.7X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 1,1,1-tris(hydroxymethyl)ethane 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 30 hours(SRC), calculated from its rate constant of 1.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 1,1,1-tris(hydroxymethyl)ethane may be removed from the air by wet or dry deposition(SRC). 1,1,1-Tris(hydroxymethyl)ethane 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).

Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 1,1,1-tris(hydroxymethyl)ethane can be estimated to be less than 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1,1,1-tris(hydroxymethyl)ethane is expected to have very high mobility in soil.

Artificial Pollution Sources · 1 Eintrag

1,1,1-Tris(hydroxymethyl)ethane's production and use in the manufacture of varnishes, alkyd and polyester resins, as a conditioning agent and synthetic drying oils(1) may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 2 Einträge

AEROBIC: 1,1,1-Tris(hydroxymethyl)ethane, present at 100 mg/L, reached 4 percent of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(1). In a study using gas chromatography to monitor substrate disappearance, 1,1,1-tris(hydroxymethyl)ethane, at an initial concentration of 50 ppm, did not biodegrade under aerobic conditions(2).

ANAEROBIC: In a study using gas chromatography to monitor substrate disappearance, 1,1,1-tris(hydroxymethyl)ethane, at an initial concentration of 50 ppm, did not biodegrade under anaerobic conditions(1).

Environmental Bioconcentration · 1 Eintrag

An estimated BCF of 3.2 was calculated for 1,1,1-tris(hydroxymethyl)ethane(SRC), using an estimated log Kow of -0.30(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/Soil · 1 Eintrag

The Henry's Law constant for 1,1,1-tris(hydroxymethyl)ethane is estimated as 1.1X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1,1,1-tris(hydroxymethyl)ethane is expected to be essentially nonvolatile from water surfaces(2). 1,1,1-Tris(hydroxymethyl)ethane's Henry's Law constant indicates that volatilization from moist soil surfaces is unlikely to occur(SRC). 1,1,1-Tris(hydroxymethyl)ethane is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.7X10-6 mm Hg(SRC), determined from a fragment constant method(3).

Environmental Abiotic Degradation · 1 Eintrag

The rate constant for the vapor-phase reaction of 1,1,1-tris(hydroxymethyl)ethane with photochemically-produced hydroxyl radicals has been estimated as 1.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 30 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1,1,1-Tris(hydroxymethyl)ethane is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). 1,1,1-Tris(hydroxymethyl)ethane 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 Exposure · 1 Eintrag

NIOSH (NOES Survey 1981-1983) has statistically estimated that 1090 workers were potentially exposed to 1,1,1-tris(hydroxymethyl)ethane in the US(1). Occupational exposure to 1,1,1-tris(hydroxymethyl)ethane may occur through inhalation and dermal contact with this compound at workplaces where it is produced or used(SRC).

Environmental Fate/Exposure Summary · 1 Eintrag

1,1,1-Tris(hydroxymethyl)ethane's production and use in the manufacture of varnishes, alkyd and polyester resins, as a conditioning agent and synthetic drying oils may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 1.7X10-6 mm Hg at 25 °C indicates 1,1,1-tris(hydroxymethyl)ethane will exist in both the vapor and particulate phases in the atmosphere. Vapor-phase 1,1,1-tris(hydroxymethyl)ethane will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 30 hours. Particulate-phase 1,1,1-tris(hydroxymethyl)ethane will be removed from the atmosphere by wet or dry deposition. 1,1,1-Tris(hydroxymethyl)ethane does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight. If released to soil, 1,1,1-tris(hydroxymethyl)ethane is expected to have very high mobility based upon an estimated Koc of less than 1. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 1.1X10-8 atm-cu m/mole. 1,1,1-Tris(hydroxymethyl)ethane is unlikely to volatilize from dry soil surfaces based upon its vapor pressure. If released into water, 1,1,1-tris(hydroxymethyl)ethane is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. 1,1,1-Tris(hydroxymethyl)ethane, present at 100 mg/L, reached 4 percent of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test, suggesting that biodegradation is not an important environmental fate process. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 3.2 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to 1,1,1-tris(hydroxymethyl)ethane may occur through inhalation and dermal contact with this compound at workplaces where 1,1,1-tris(hydroxymethyl)ethane is produced or used. (SRC)

Antidote and Emergency Treatment · 3 Einträge

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

Sicherheitsdaten

F
3
wgk
3
tsca
TSCA listed
hs_code
29054910
RTECS-Nr.
TY7137500
safety_code
22-24/25
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
77-85-0(Hazardous Substances Data)

Chemie und Industrie

Verwendung und Herstellung

Uses · 6 Einträge

Used to make varnishes, drying oils, and polyesters for polyurethane foams, alkyd surface coatings, lubricants, and hydraulic fluids; Also used as a heat stabilizer for polyvinyl chloride resins; [HSDB]

Painting (Solvents) [Category: Paint]

Conditioning agent; mfr of varnishes, alkyd and polyester resins, synthetic drying oils

Used in the manufacture of alkyd surface coatings and polyester resins (polyurethane foams). Heat stabilizer for polyvinyl chloride resins.

Polyethers are used in ethylene vinyl acetate and polyurethane adhesives.

CHEM INT FOR POLYESTERS FOR POLYURETHANE FOAMS

U.S. Exports · 2 Einträge

(1979) No Data

(1981) No Data

U.S. Imports · 2 Einträge

(1979) No Data

(1981) No Data

U.S. Production · 5 Einträge

2023: 1,000,000 - <2,500,000 lb

(1979) 4.76X10+9 GRAMS (ESTIMATE)

(1981) 4.76X10+9 GRAMS (ESTIMATE)

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5275]

1,1,1-Tris(hydroxymethyl)ethane 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).

Consumer UsesPigment
Industry UsesSurface modifier
Methods of Manufacturing · 1 Eintrag

Trimethylolethane is made by aldol condensation of propionaldehyde with formaldehyde, followed by reaction of the intermediate 2,2-bis(hydroxymethyl)propanal with excess formaldehyde in the presence of sodium hydroxide or lime as basic component. The resulting aqueous solution is freed from excess formaldehyde by distillation under pressure and further concentrated. The formate byproduct can be separated by extracting the trimethylolethane from the residue with organic solvents such as 2-propanol or by almost complete removal of the water and dissolving the trimethylolethane in acetone or methanol.

General Manufacturing Information · 2 Einträge

Plastics Product Manufacturing

1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-: ACTIVE

Anwendungen · 1 Eintrag

Verwenden1,1,1-Tris(hydroxymethyl)ethane is an intermediate in the production of alkyd and polyester resins, powder coating resins, synthetic lubricants based on polyol esters, stabilizers for plastics, plasticizers, and pigment coatings. It is used in some phase change materials.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

CalciumoxidNatriumhydroxidFormaldehydPropionaldehyd

Nachgelagerte Produkte

3-Methyl-3-oxetanemethanol(2,2,5-TRIMETHYL-[1,3]DIOXAN-5-YL)METHANOL

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