탄산,디에틸에스테르,라디칼이온(1-)(9CI)

Diethyl Carbonate

HCID 178771486CAS 76619-83-5

기본 정보

표준 SMILES
CCOC(=O)OCC
InChIKey
OIFBSDVPJOWBCH-UHFFFAOYSA-N
분자식
C5H10O3
평균 분자량
118.13 g/mol

개요

Diethyl carbonate appears as a colorless liquid with a mild pleasant odor. It is slightly less dense than water and insoluble in water. Hence floats on water. Flash point 77 °F. Vapors are heavier than air. When heated to high temperatures it may emit acrid smoke. Used as a solvent.

이름 및 식별자

우선 이름
Diethyl Carbonate
IUPAC
diethyl carbonate
현지명
탄산,디에틸에스테르,라디칼이온(1-)(9CI)
영어명
Carbonic acid, diethyl ester, radical ion(1-) (9CI)
분자식
C5H10O3
분자량
118.13

이름 및 동의어

DIETHYL CARBONATE105-58-8Ethyl carbonateCarbonic acid diethyl esterEufinCarbonic acid, diethyl esterDiatolCarbonic etherDiaethylcarbonatDiethylkarbonatEthyl carbonate ((EtO)2CO)NCI-C60899
이름 더 보기
탄산,디에틸에스테르,라디칼이온(1-)(9CI)Carbonic acid, diethyl ester, radical ion(1-) (9CI)
Diethylester kyseliny uhliciteDTXSID30250413UA92692HGNSC-8849DTXCID105041RefChem:133406203-311-1diethylcarbonate

데이터베이스 식별자

CAS
76619-83-5
ChEMBL
CHEMBL1533495
ChEBI
CHEBI:173463
UNII
3UA92692HG
EC Number
203-311-1、803-728-4
Nikkaji
J5.045H

물성

구조 계산 물성

XLogP
1.2
극성 표면적
35.5 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
4
무거운 원자 수
8

실험 및 물리화학적 성질

Chemical ClassesFlammable agents - 3rd degree
SolventsSolvents -> Esters (<C12)
SpringerMaterials PropertiesBoiling point
LogP · 2건

log Kow= 1.21

1.21

Odor · 2건

Pleasant ethereal odor

Mild odor

Density · 4건

0.975 at 68 °F (USCG, 1999) - Less dense than water; will float

0.9752 @ 20 °C/4 °C

Relative density (water = 1): 0.98

0.9752 @ 20°C

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 2.9% (12 of 412) of reports.

Warning

H226 (97.1%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 412 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

유해성 정보

Regulatory Information · 5건

Chemical: Carbonic acid, diethyl ester

Carbonic acid, diethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Carbonic acid, diethyl ester 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: 10-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14116

Carbonic acid, diethyl ester: HSNO Approval: HSR001081 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 3건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Flammable. Above 25 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion on contact with strong oxidizing agents.

Fire Potential... DANGEROUS ... WHEN EXPOSED TO HEAT OR FLAME
Health Hazards · 2건

High vapor concentrations can cause headache, irritation of eyes and respiratory tract, dizziness, nausea, weakness, loss of consciousness. (USCG, 1999)

CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.

Hazards SummaryA dangerous fire risk; [Hawley] An eye and respiratory tract irritant; [ICSC] High concentrations can cause eye and respiratory tract irritation and loss of consciousness; [CAMEO] An irritant; [MSDSonline]

안전 및 보호

Fire Fighting · 2건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Use AFFF, alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4건

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Rest.

Accidental Release Measures · 2건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2건

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.

General First Aid:

Safe StorageFireproof. Separated from strong oxidants. Cool. Well closed.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a log Kow of 1.21(2) and a regression-derived equation(3), indicates that diethyl carbonate is expected to have high mobility in soil(SRC). Volatilization of diethyl carbonate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.9X10-5 atm-cu m/mole(SRC), calculated from a vapor pressure of 10.8 mm Hg(4) and water solubility of 18,800 mg/l(5). Diethyl carbonate may volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Although no biodegradation data for diethyl carbonate was located, chemically similar short alkyl chain esters have been shown to biodegrade(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a log Kow of 1.21(2) and a regression-derived equation(3), indicates that diethyl carbonate is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected to be an important fate process(3) based upon an estimated Henry's Law constant of 8.9X10-5 atm-cu m/mole(SRC), calculated from a vapor pressure of 10.8 mm Hg(4) and water solubility of 18,800 mg/l(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 8 hours and 8 days, respectively(SRC). Diethyl carbonate may undergo hydrolysis in water since esters are susceptible to hydrolysis(3). Although no biodegradation data for diethyl carbonate was located, chemically similar short alkyl chain esters have been shown to biodegrade(6). According to a classification scheme(7), an estimated BCF of 2(SRC), from its log Kow(2) and a regression-derived equation(8), 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 carbonate, which has a vapor pressure of 10.8 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diethyl carbonate 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 5 days(SRC), calculated from its estimated rate constant of 3.3X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Diethyl carbonate may also undergo direct photolysis in the environment since this compound contains a functional group that can absorb light greater than 290 nm(4).

Food Survey ValuesDiethyl carbonate was detected in wines from Napa Valley, CA at concns of 0.055-0.209 mg/l(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by inhalation.
Signs and Symptoms · 2건

Cough. Nausea. Sore throat.

Redness. Pain.

Effluent ConcentrationsDiethyl carbonate was identified, not quantified, in the emissions of different types of furniture coatings(1).

화학 및 산업

용도 및 제조

Uses · 4건

Used as a solvent (nitrocellulose, cellulose ethers, and resins) and for organic synthesis; [HSDB]

Solvent for nitrocellulose; mfr radio tubes; fixing rare earths to cathode elements

Solvent for cellulose ethers, many synthetic and natural resins

CHEM INT FOR PHARMACEUTICALS (EG PHENOBARBITAL); CHEM INT FOR ORG COMPD

U.S. Production · 3건

2023: 1,000,000 - <5,000,000 lb

(1972) PROBABLY GREATER THAN 9.08X10+5 GRAMS

(1975) PROBABLY GREATER THAN 9.08X10+5 GRAMS

Consumer UsesConductive agent
Industry UsesIntermediate
Methods of Manufacturing · 3건

REACTION OF PHOSGENE AND ETHYL ALCOHOL TO PRODUCE ETHYL CHLOROCARBONATE FOLLOWED BY REACTION WITH ANHYDROUS ETHYLALCOHOL AT ELEVATED TEMPERATURES

Prepn: Palomaa et al, Ber 72, 313 (1939). Mfr: Mador, Blackham, US patent 3,114,762 (1963 to Natl Distillers and Chem).

Steps in its mfr are: (a) reacting chlorine and carbon monoxide to produce (COCl2); (b) reacting phosgene with ethyl alc to make ethyl chlorocarbonate (ClCO2C2H5); (c) reacting ethyl chlorocarbonate with anhyd ethyl alc to produce diethyl carbonate.

Formulations/PreparationsGrade: technical

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