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아디프산디에틸에스테르

Diethyl Adipate

HCID 8844
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
141-28-6
표준 SMILES
CCOC(=O)CCCCC(=O)OCC
InChIKey
VIZORQUEIQEFRT-UHFFFAOYSA-N
분자식
C10H18O4
평균 분자량
202.25 g/mol
단동위원소 질량
202.12050906

개요

Diethyl adipate is a fatty acid ester.

이름 및 식별자

우선 이름
Diethyl Adipate
IUPAC
diethyl hexanedioate
현지명
아디프산디에틸에스테르
영어명
Diethyl adipate
분자식
C10H18O4
분자량
202.25

이름 및 동의어

DIETHYL ADIPATE141-28-6Diethyl hexanedioateEthyl adipate1,6-Diethyl hexanedioateHexanedioic acid, diethyl esterAdipic acid, diethyl esterHexanedioic acid, 1,6-diethyl esterHexanedioic acid, diethyl-Diethylester kyseliny adipoveNSC 19160Ethyl delta-carboethoxyvalerate
이름 더 보기
다이에틸아디페이트디에틸아디프산아디프산디에틸에스테르디에틸아디프산다이에틸 아디페이트Diethyl adipatateNSC 3363DiethyleadipateETHYL ADIPATE (DI)Diethyl adipate,99%
DUB DEAHSDB 5413AI3-00342EINECS 205-477-0Diethylester kyseliny adipove [Czech]BRN 17800357B19K45L6CNSC-19160

데이터베이스 식별자

CAS
141-28-6、68201-71-8
PubChem CID
8844
DTXSID
DTXSID2021999
ChEBI
CHEBI:34697
UNII
7B19K45L6C
EC Number
205-477-0
Nikkaji
J5.805J

물성

구조 계산 물성보충 중

XLogP
1.3
극성 표면적
52.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
9
무거운 원자 수
14
형식 전하
0
복잡도
157

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Esters, Other
CosmeticsCosmetic ingredients (Diethyl Adipate) -> CIR (Cosmetic Ingredient Review)
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Diethyl hexanedioate) -> IFRA transparency List
PlasticizersPlasticizer
Density1.0076 @ 20 °C
Flavoring AgentsEU Flavoring substances
Color/FormColorless liquid
Solubility · 2건

Soluble in ethanol and ethyl ether

In water, 4230 mg/l @ 20 °C

Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point245 °C
Decomposition

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 100% (95 of 95) of all reports.

Not Classified

Aggregated GHS information provided per 95 reports by companies from 1 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 4건

Chemical: Hexanedioic acid, 1,6-diethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 10-03-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/16772

Hexanedioic acid, diethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards SummaryOral LD50 (mouse) = 8100 mg/kg; [RTECS] An irritant; [MSDSonline]
Hazard Classes and CategoriesNot Classified

안전 및 보호

Disposal Methods · 1건

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.

독성 정보

Environmental Fate

화학 및 산업

용도 및 제조

Uses · 6건

CIR ingredient: Diethyl Adipate

Used as plasticizer and chemical intermediate; [HSDB]

Plasticizer

CHEM INT FOR ADIPIC ACID ESTERS BY TRANSESTERIFICATION

PLASTICIZER FOR CELLULOSE POLYMERS, EG, CELLULOSE ACETATE

CHEM INT FOR CYCLOPENTANONE

U.S. Production · 2건

(1979) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.

(1981) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.

Methods of ManufacturingESTERIFICATION OF ADIPIC ACID WITH ETHYL ALCOHOL
Use ClassificationFragrance Ingredients
General Manufacturing Information · 2건

Hexanedioic acid, 1,6-diethyl ester: ACTIVE

Hexanedioic acid, diethyl-: INACTIVE

응용 분야 · 4건

개요Diethyl adipate (DEA) is a green organic solvent that can be used as a separating agent to extract various alcohols, such as methanol, ethanol and propanol, from aqueous solutions. DEA is also frequently employed in studies of saponification reactions with sodium hydroxide solutions during distillation processes.

용도Diethyl adipate(DEA) is an organic solvent that can be used in organic synthesis, plasticizer, polymer and fragrance synthesis. DEA can also be used in the synthesis of hexanediol and oligoadipamide, which can be layered with perfluoropolyether networks for protective coating applications.

용도Diethyl adipate is occasionally used in perfumery as a solvent fixative. Has been used in flavor compositions, mainly as a solvent, modifier, blender or fixative. It has not much of a distinct character, but acts mostly softening, mellowing upon an established flavor composition.

일반 설명Diethyl adipate (DEA), a fatty ester, is processed from the esterification of adipic acid and ethanol. It can be used as a plasticizer.

관련 반응

11건
반응 기록 만들기
HRID 376496 반응식
HRID 376496반응물로uspto-grants-2000_02
HRID 381238 반응식
HRID 381238반응물로uspto-grants-2001_10
HRID 484923 반응식
HRID 484923용매로uspto-grants-1985_08
HRID 719851 반응식
HRID 719851반응물로uspto-grants-2006_11
HRID 816571 반응식
HRID 816571반응물로Test data from https://doi.org/10.1039/C8SC04228D
HRID 1125167 반응식
HRID 1125167반응물로Training data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1283766 반응식
HRID 1283766생성물로uspto-grants-1976_08
HRID 1838515 반응식
HRID 1838515반응물로uspto-grants-2004_01
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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When heated to decomposition it emits acrid smoke and irritating fumes.

물리화학적 성질

녹는점
-20 · -20--19 °C (lit.)
끓는 점
251 °C · 251 °C (lit.)
밀도
1.009 g/mL · 1.009 g/mL at 25 °C (lit.)
굴절률
20 · n20/D 1.427(lit.)
인화점
230 °F · >230 °F
저장 조건
30 °C · Store below +30°C.
용해도
0.1 g/L · <0.1g/L
물리적 상태
액체
색상
무색의
냄새
Pleasant, rather powerful odor of vinousoily-slightly fruity character
생물학적 소스
synthetic
수용성
물에 불용성.
Merck
14 · 14,162
BRN
1780035 · 1780035
Henry's Law Constant
2.7 · 2.7×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
주요 응용
향료 및 향
화장품 원료 기능
향기피부 컨디셔닝피부 컨디셔닝 - 보습제
InChI
1S/C10H18O4/c1-3-13-9(11)7-5-6-8-10(12)14-4-2/h3-8H2,1-2H3
InChIKey
VIZORQUEIQEFRT-UHFFFAOYSA-N
SMILES
CCOC(=O)CCCCC(=O)OCC
LogP
2.37 · 2.370 (est)
표면장력
32.7 mN/m · 32.7mN/m at 293.15K
NIST
Hexanedioic acid, diethyl ester(141-28-6)
EPA
Hexanedioic acid, diethyl ester (141-28-6)

화학적 성질

Clear Colorless oily liquid. Soluble in ethanol and other organic solvents, insoluble in water.

· 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 45(SRC), determined from a water solubility of 4,230 mg/l at 20 °C(2) and a regression-derived equation(3), indicates that diethyl adipate is expected to have very high mobility in soil(SRC). Volatilization of diethyl adipate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole(SRC), from a vapor pressure of 0.058 mm Hg(4) and its water solubility(2). Volatilization from dry soil surfaces is not expected to be an important environmental fate process based on the vapor pressure(4). Diethyl adipate was degraded to adipic acid using an activated sludge inoculum(5), suggesting biodegradation may be an important fate process in soils(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 45(SRC), determined from a water solubility of 4,230 mg/l at 20 °C(2) and a regression-derived equation(3), indicates that diethyl adipate is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole(SRC), from a vapor pressure of 0.058 mm Hg(4) and its water solubility(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 10 and 110 days, respectively(SRC). A base-catalyzed second-order hydrolysis rate constant of 0.12 L/mole-sec(SRC) was estimated using a structure estimation method(5); this corresponds to half-lives of 1.7 years and 64 days at pH values of 7 and 8, respectively(5). Diethyl adipate was degraded to adipic acid using an activated sludge inoculum(6), suggesting biodegradation may be an important fate process in water(SRC). According to a classification scheme(7), an estimated BCF of 6(SRC), from its water solubility and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diethyl adipate, which has a vapor pressure of 0.058 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diethyl adipate 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 2 days(SRC), calculated from its estimated rate constant of 7.8X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Diethyl adipate may also undergo direct photolysis in the environment since this compound contains functional groups that can absorb light greater than 290 nm(4).

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 · 1건

The Koc of diethyl adipate is estimated as 45(SRC), using a water solubility of 4,230 mg/l(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that diethyl adipate is expected to have very high mobility in soil(SRC).

Human Toxicity ExcerptsDIETHYL ADIPATE...IS OF RELATIVELY LOW TOXICITY.
Artificial Pollution SourcesDiethyl adipate's production and use as a plasticizer(1) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationDiethyl adipate was degraded to adipic acid using an activated sludge inoculum(1).
Environmental Bioconcentration · 1건

An estimated BCF of 6 was calculated for diethyl adipate(SRC), using a water solubility of 4,230(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 diethyl adipate is estimated as 3.6X10-6 atm-cu m/mole(SRC) from its vapor pressure, 0.058 mm Hg(1), and water solubility, 4,230 mg/l(2). This Henry's Law constant indicates that diethyl adipate is expected to volatilize from water surfaces(3). 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)(3) is estimated as 10 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 110 days(SRC). Diethyl adipate's estimated Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces may occur(SRC). Volatilization from dry soil surfaces is not expected to be an important environmental fate process for diethyl adipate(SRC) based on its vapor pressure(1).

Non-Human Toxicity Excerpts · 5건

DERMAL IRRITATION SLIGHT. /FROM TABLE/

SINGLE IP DOSES OF DIETHYL ADIPATE GIVEN TO MALE MICE MATED WITH UNTREATED VIRGIN FEMALES PRODUCED DOSE-DEPENDENT ANTIFERTILITY & DOMINANT LETHAL MUTAGENIC EFFECTS, AS INDICATED BY REDUCED PERCENTAGE OF PREGNANCIES & INCR NUMBER OF EARLY FETAL DEATHS. MUTATIONAL EFFECTS OCCURRED MAINLY DURING POSTMEIOTIC STAGE OF SPERMATOGENESIS.

SEVEN ADIPATES INCL DIETHYL ADIPATE WERE EVALUATED FOR THEIR EMBRYONIC-FETAL TOXICITY & TERATOGENIC EFFECTS IN RATS. THE ADIPATES APPEAR TO BE LESS TERATOGENIC THAN PHTHALATES WHEN ADMIN DURING GESTATION IN EQUIVALENT FRACTIONS OF RESPECTIVE LD50 DOSES.

Alkyloxy adipates are slightly more toxic than the parent hydrocarbon esters. ... It is possible that the ether linkage increases its toxicity toward the hepatic system, or ethylene glycol may be formed metabolically, which might affect the renal and, to a lesser extent, the hepatic system. /Alkyloxy adipates/

Moderately toxic by intraperitoneal route. Experimental reproductive effects. Mutation data reported.

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of diethyl adipate with photochemically-produced hydroxyl radicals has been estimated as 7.8X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 0.12 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 1.7 years and 64 days at pH values of 7 and 8, respectively(2). Diethyl adipate may also undergo direct photolysis in the environment since this compound contains functional groups that can absorb light greater than 290 nm(3).

Probable Routes of Human ExposureOccupational exposure to diethyl adipate may occur through inhalation and dermal contact with this compound at workplaces where diethyl adipate is produced or used. (SRC)
Environmental Fate/Exposure Summary · 1건

Diethyl adipate's production and use as a plasticizer may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 0.058 mm Hg at 25 °C indicates diethyl adipate will exist solely as a vapor in the ambient atmosphere. Vapor-phase diethyl adipate 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 2 days. Diethyl adipate may undergo direct photolysis in the environment, but the kinetics of this reaction are unknown. If released to soil, diethyl adipate is expected to have very high mobility based upon an estimated Koc of 45. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole. Volatilization from dry soil surfaces is not expected to be an important environmental fate process based on the vapor pressure of this compound. Diethyl adipate was degraded to adipic acid using an activated sludge inoculum in a single screening study. If released into water, diethyl adipate is not expected to adsorb to suspended solids and sediment in water based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 10 and 110 days, respectively. Hydrolysis may be an important environmental fate process based on estimated hydrolysis half-lives of 64 days and 1.7 years at pH 8 and 7, respectively. An estimated BCF of 6 suggests the potential for bioconcentration in aquatic organisms is low. Occupational exposure to diethyl adipate may occur through inhalation and dermal contact with this compound at workplaces where diethyl adipate is produced or used. (SRC)

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
AV1100000
HS 번호
29171290
safety_code
24/25
기존화학 물질
KE-10383
스토리지 클래스
10 - Combustible liquids
유해 물질 데이터
141-28-6(Hazardous Substances Data)

상·하류 제품 정보

상류 원료

아디핀산에틸알코올사이클로헥세인황산

하류 제품

Ethyl 2-oxocyclopentanecarboxylateC.I. 색소 VI올ET 19N,N-디페닐퀴나크리돈Pigment Red 1227-하이드록시-2,3-디하이드로-1H-사이클로펜타[c]크로멘-4-온N,N'-Dimethylquinacridone6-에톡시-6-옥소헥사노익산Nsc122560