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트리메틸올에탄

Trimethylolethane

HCID 6502
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인쇄 미리보기

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기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
77-85-0
표준 SMILES
CC(CO)(CO)CO
InChIKey
QXJQHYBHAIHNGG-UHFFFAOYSA-N
분자식
C5H12O3
평균 분자량
120.15 g/mol
단동위원소 질량
120.07864424

이름 및 식별자

우선 이름
Trimethylolethane
IUPAC
2-(hydroxymethyl)-2-methylpropane-1,3-diol
현지명
트리메틸올에탄
영어명
1,1,1-Tris(hydroxymethyl)ethane
분자식
C5H12O3
분자량
120.15

이름 및 동의어

1,1,1-TRIS(HYDROXYMETHYL)ETHANE77-85-0TrimethylolethaneMethriolMetriolPentaglycerineMethyltrimethanolmethaneEthylidynetrimethanolTris(hydroxymethyl)ethane1,1,1-TrimethylolethaneMethyltrimethylolmethane1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-
이름 더 보기
트라이메틸올에테인트리메틸올에탄1,1,1-트리스(하이드록시메틸)에테인1,3-프로페인다이올, 2-(하이드록시메틸)-2-메틸-2-(하이드록시메틸)-2-메틸-1,3-프로페인다이올2,2-다이(하이드록시메틸)프로판올2,2-비스(하이드록시메틸)-1-프로판올2-메틸-2-하이드록시메틸-1, 3-프로페인다이올메틸트라이메틸올메테인에틸리다인트라이메탄올1,1,1-트리스(히드록시메틸)에탄TMETrimet1,1,1-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

데이터베이스 식별자

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

물성

구조 계산 물성보충 중

XLogP
-1.2
극성 표면적
60.7 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
3
회전 가능 결합 수
3
무거운 원자 수
8
형식 전하
0
복잡도
50.4

실험 및 물리화학적 성질

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

White powder or needles from alcohol

Colorless crystals

Solubility · 3건

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 · 2건

283 °C

BP: 137 °C at 15 mm Hg

Melting Point204 °C
Food Contact Substances · 2건

FCS -> FDA Cumulative Estimated Daily Intake (CEDI)

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

Physical Description · 2건

Dry Powder

Colorless or white solid; [HSDB]

안전 및 규제

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

GHS 분류

GHS Classification · 3건

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.

유해성 정보

Regulatory Information · 4건

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

안전 및 보호

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.

화학 및 산업

용도 및 제조

Uses · 6건

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 · 2건

(1979) No Data

(1981) No Data

U.S. Imports · 2건

(1979) No Data

(1981) No Data

U.S. Production · 5건

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 · 1건

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.

관련 반응

42건
반응 기록 만들기
HRID 1146 반응식
HRID 1146반응물로uspto-grants-1998_03
HRID 66692 반응식
HRID 66692반응물로uspto-grants-1982_08
HRID 222778 반응식
HRID 222778반응물로uspto-grants-2012_06
HRID 237185 반응식
HRID 237185생성물로반응물로uspto-grants-2014_02
HRID 369560 반응식
HRID 369560생성물로uspto-grants-2000_10
HRID 414931 반응식
HRID 414931반응물로uspto-grants-2012_01
HRID 477066 반응식
HRID 477066반응물로uspto-grants-1989_12
HRID 485507 반응식
HRID 485507반응물로uspto-grants-1985_08
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화합물 노트

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Other Experimental Properties
Hygroscopic

물리화학적 성질

녹는점
193 · 193-195 °C(lit.)
끓는 점
137 °C · 137°C 15mm
밀도
1.0456 · 1.0456 (rough estimate)
굴절률
1.4056 · 1.4056 (estimate)
인화점
160 °C · 160°C
저장 조건
Inert atmosphere,Room Temperature
산도 계수 (pKa)
14.03 · 14.03±0.10(Predicted)
물리적 상태
결정질 분말, 결정 및/또는 덩어리
색상
하얀색
수용성
녹는
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
NIST
1 · 1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-(77-85-0)
EPA
1 · 1,3-Propanediol, 2-(hydroxymethyl)-2-methyl- (77-85-0)

화학적 성질

white crystalline powder, crystals and/or chunks

독성 정보

Environmental Fate · 3건

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 · 1건

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 · 1건

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 · 2건

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 · 1건

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 · 1건

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 · 1건

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 · 1건

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 · 1건

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 · 3건

/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/

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
TY7137500
HS 번호
29054910
safety_code
22-24/25
기존화학 물질
KE-20662
F 고인화성물질
3
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
77-85-0(Hazardous Substances Data)
General Manufacturing Information · 2건

Plastics Product Manufacturing

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

응용 분야 · 1건

용도1,1,1-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.

제조 방법 · 1건

생산 방법1,1,1-Tris(hydroxymethyl)ethane (2-hydroxymethyl-2-methyl-1,3-propanediol) 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.

상·하류 제품 정보

상류 원료

산화칼슘(생석회)수산화나트륨포르말린프로피온알데히드

하류 제품

메틸(3-)-3-옥세탄메탄올(2,2,5-트리메틸-[1,3]디옥산-5-일)메탄올