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1,1-디메톡시에탄

1,1-Dimethoxyethane

HCID 10795
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
25154-53-4
표준 SMILES
COC(C)OC
InChIKey
SPEUIVXLLWOEMJ-UHFFFAOYSA-N
분자식
C4H10O2
평균 분자량
90.12 g/mol
단동위원소 질량
90.06807956

개요

1,1-dimethoxyethane appears as a liquid with a sharp odor. Less dense than water. Mildly toxic by ingestion and inhalation. Severely irritates the skin and eyes. Used to make other chemicals.

이름 및 식별자

우선 이름
1,1-Dimethoxyethane
IUPAC
1,1-dimethoxyethane
현지명
1,1-디메톡시에탄
영어명
1,1-Dimethoxyethane
분자식
C4H10O2
분자량
90.12

이름 및 동의어

1,1-DIMETHOXYETHANE534-15-6Dimethyl acetalAcetaldehyde dimethyl acetalDimethylacetalEthylidene dimethyl etherEthane, 1,1-dimethoxy-Dimethyl aldehydeMethyl formylAcetaldehyde methyl acetal3-Methyl-2,4-dioxapentaneAcetaldehyde, dimethyl acetal
이름 더 보기
1,1-다이메톡시에테인1,1-디메톡시에탄다이메틸아세탈다이메틸아세탈(DIMETHYLACETAL)FEMA 3426Ethane,1,1-dimethoxy-CH3CH(OCH3)2methylformyldimethylaldehydeAKOS BBS-000044001,1-dimethoxy-ethan
FEMA No. 3426DTXSID7027178ZO2AW8UR5TDTXCID207178RefChem:409935208-589-8dimethoxy-ethane1,1-Dimethoxy-Ethane

데이터베이스 식별자

CAS
25154-53-4、534-15-6
PubChem CID
10795
DTXSID
DTXSID7027178
ChEMBL
CHEMBL3183607
ChEBI
CHEBI:178404
UNII
ZO2AW8UR5T
EC Number
208-589-8
Nikkaji
J6.336C

물성

구조 계산 물성

XLogP
0.5
극성 표면적
18.5 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
2
무거운 원자 수
6
형식 전하
0
복잡도
24.7

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Acetals

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
Odor · 2건

STRONGLY AROMATIC ODOR

GREEN VEGETABLE ODOR

TasteFRUITY TASTE
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2건

0.85015 @ 20 °C/4 °C

0.850-0.860

Flavoring AgentsEU Flavoring substances
Color/Form · 2건

COLORLESS LIQ

MOBILE LIQ

Solubility · 5건

ETHER; VERY SOL IN ACETONE

Miscible with water, alcohol, chloroform, ether.

1000 mg/mL at 25 °C

miscible with water, organic solvent, oils

miscible (in ethanol)

Flash PointBELOW 80 °F

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 6건

Chemical: Ethane, 1,1-dimethoxy-

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

Ethane, 1,1-dimethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethane, 1,1-dimethoxy- 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)

REACH registered substance: 1,1-dimethoxyethane (EC: 208-589-8)

1,1-Dimethoxyethane: Does not have an individual approval but may be used under an appropriate group standard

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 · 2건

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

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

Fire PotentialFLAMMABLE, DANGEROUS FIRE RISK.
Health Hazards · 2건

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

· Inhalation or contact with material may irritate or burn skin and eyes.

화학 및 산업

약리 정보

Cellular LocationsCytoplasm

용도 및 제조

Uses · 5건

Used in medicine, organic synthesis, flavors, and fragrances; [HSDB] Used as Mering's mixture; [Merck Index]

IN MEDICINE; ORGANIC SYNTHESIS

FLAVORING INGREDIENT...FRUIT FLAVORS, APPLE, WHISKEY, ORANGE

CHEMICAL INTERMEDIATE FOR ORGANIC SYNTHESIS

FRAGRANCE & FLAVORING AGENT

U.S. Production · 3건

2023: <50,000 lb

(1977) AT LEAST 4.54X10+8 G

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

Industry UsesSolvent
Methods of Manufacturing · 3건

BY HEATING ACETALDEHYDE WITH METHYL ALC AND GLACIAL ACETIC ACID, & DISTILLING.

...FROM ACETALDEHYDE AND METHANOL.

REACTION OF ACETYLENE WITH METHANOL IN THE PRESENCE OF BORON TRIFLUORIDE & MERCURIC OXIDE CATALYST; REACTION OF ACETALDEHYDE WITH METHANOL IN THE PRESENCE OF GLACIAL ACETIC ACID

Formulations/PreparationsAS MERING'S MIXTURE WHICH IS 2 VOL DIMETHYLACETAL AND 1 VOL CHLOROFORM
Use Classification · 5건

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 4건

All Other Basic Organic Chemical Manufacturing

Ethane, 1,1-dimethoxy-: ACTIVE

NON-ALCOHOLIC BEVERAGES, ICE CREAM, ICES, GELATINS AND PUDDINGS, JELLIES, PRESERVES, SPREADS 3.0 PPM; CANDY, BAKED GOODS 6.0 PPM

관련 반응

66건
반응 기록 만들기
HRID 36721 반응식
HRID 36721용매로uspto-grants-1995_05
HRID 42687 반응식
HRID 42687용매로uspto-grants-2013_09
HRID 64605 반응식
HRID 64605반응물로uspto-grants-1986_09
HRID 125823 반응식
HRID 125823반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 154446 반응식
HRID 154446반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 174136 반응식
HRID 174136반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 174404 반응식
HRID 174404반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 186919 반응식
HRID 186919반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
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화합물 노트

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더보기
새 노트새 반응견적 요청하기
Boiling Point · 3건

64.5 °C

64.00 to 65.00 °C. @ 760.00 mm Hg

64 °C

Melting Point · 2건

-113.2 °C

-113.2 °C

물리화학적 성질

녹는점
-113 °C · -113 °C
끓는 점
64 °C · 64 °C(lit.)
밀도
0.852 g/mL · 0.852 g/mL at 25 °C(lit.)
증기 밀도
3.1 · 3.1 (vs air)
증기압
200 hPa · 200 hPa (20 °C)
FEMA
3426 · 3426 | 1,1-DIMETHOXYETHANE
굴절률
20 · n20/D 1.367(lit.)
인화점
1 °F · 1 °F
저장 조건
30 °C · Store below +30°C.
용해도
클로로포름(소량으로 용해)
물리적 상태
기름
색상
무색
냄새
1 % · 프로필렌 글리콜 중 1.00%. 날카로운 달콤한 알코올 에테르 녹색 새 잔디 건초
냄새 유형
미묘한
생물학적 소스
synthetic
수용성
녹는
Merck
14 · 14,3226
JECFA Number
940 · 940
BRN
1697039 · 1697039
Henry's Law Constant
1.5 · 1.5×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
3.49 · 3.4900000000000002
InChI
1S/C4H10O2/c1-4(5-2)6-3/h4H,1-3H3
InChIKey
SPEUIVXLLWOEMJ-UHFFFAOYSA-N
SMILES
COC(C)OC
LogP
0.63 at · 0.63 at 25℃
NIST
1 · Ethane, 1,1-dimethoxy-(534-15-6)
EPA
1 · 1,1-Dimethoxyethane (534-15-6)

화학적 성질

1,1-Dimethoxybenzene is a clear colorless liquid with a sharp, sweet, alcohol, ether, green, new-mown-hay odor. It can miscible with water, alcohol, ether and chloroform.

Hazards SummaryA severe skin and eye irritant; [CAMEO] Acts as general anesthetic in lethal-dose inhalation studies of rats; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A fire hazard; [Hawley] An irritant; [MSDSonline]
DOT ID and Guide2377 127
Reactive GroupEthers
Reactivity AlertsHighly Flammable
Reactivity Profile · 1건

1,1-DIMETHOXYETHANE may react violently with strong oxidizing agents. Can act as a weak base to form salts with strong acids and addition complexes with Lewis acids. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

DOT Emergency Guidelines · 5건

/GUIDE 127: FLAMMABLE LIQUIDS (Polar/Water-Miscible)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

/GUIDE 127: FLAMMABLE LIQUIDS (Polar/Water-Miscible)/ Health: Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution.

/GUIDE 127: FLAMMABLE LIQUIDS (Polar/Water-Miscible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.

/GUIDE 127: FLAMMABLE LIQUIDS (Polar/Water-Miscible)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.

For more DOT Emergency Guidelines (Complete) data for 1,1-DIMETHOXYETHANE (8 total), please visit the HSDB record page.

DOT Hazard Classification · 4건

1,1-Dimethoxyethane

UN2377

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG II: the degree of danger presented by the material is medium

안전 및 보호

Fire FightingExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
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

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 2건

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Use "alcohol" foam, dry chemical or carbon dioxide. Cool all affected containers with flooding quantities of water. Do not extinguish fire unless flow can be stopped. Apply water from as far a distance as possible. Keep run-off water out of sewers and water sources.

Evacuation: If fire becomes uncontrollable or container is exposed to direct flame - consider evacuation of one-third (1/3) mile radius.

Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
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.

Preventive Measures · 3건

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors.

Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amount of water or soap and water. If contact with the material anticipated, wear appropriate chemical protective clothing.

Evacuation: ... If material leaking (not on fire) consider evacuation from downwind area based on amount of material spilled, location and weather conditions.

Isolation and Evacuation · 2건

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

Immediate precautionary measure

Personal Protective Equipment (PPE) · 2건

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

Personnel protection: ... Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective gloves, boots and goggles.

Emergency Response Planning GuidelinesCAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that 1,1-dimethoxyethane will have very high mobility in soil(SRC). Volatilization of 1,1-dimethoxyethane may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 6.7X10-5 atm-cu m/mole(3,SRC), and from dry soil surfaces(SRC), based on an experimental vapor pressure of 171 mm Hg(4). According to one study, 1,1-dimethoxyethane shows a slight ability to support growth for an organism isolated from soil enriched with triethylene glycol(5).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that 1,1-dimethoxyethane would not adsorb to suspended solids and sediment(SRC) in the water. 1,1-Dimethoxyethane would volatilize from water surfaces based on an estimated Henry's Law constant of 6.7X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). Estimated half-lives for a model river and model lake are 15 hours and 7.5 days, respectively(4,SRC). An estimated BCF value of 0.86(4,SRC), from an estimated log Kow(5,SRC), suggests that 1,1-dimethoxyethane will not bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(6). According to one study, 1,1-dimethoxyethane shows a slight ability to support growth for an organism isolated from soil enriched with trietylene glycol(7).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), an experimental vapor pressure of 171 mm Hg at 25 °C(2) indicates that 1,1-dimethoxyethane will exist in the vapor phase in the ambient atmosphere. Vapor-phase 1,1-dimethoxyethane 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 about 43 hours(3,SRC). Vapor-phase 1,1-dimethoxyethane may be physically removed from the air by wet deposition because of its high water solubilty(4).

Food Survey Values1,1-Dimethoxyethane was identified as a volatile component of beef(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indexes(1), the Koc for 1,1-dimethoxyethane can be estimated to be about 1(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that 1,1-dimethoxyethane has very high mobility in soil(SRC).

Natural Pollution SourcesIN RASPBERRY AND BLACKBERRY, STRAWBERRY, HOP OIL, COFFEE, TEA.
Human Toxicity ExcerptsMODERATELY TOXIC BY INGESTION AND INHALATION.
Artificial Pollution Sources · 1건

1,1-Dimethoxyethane's production and use in medicine(1), organic synthesis(1), in Mering's mixture (2 vol 1,1-dimethoxyethane and 1 vol chloroform)(2), and as a flavoring ingredient(3) may result in its release to the environment through various waste streams(SRC).

Environmental BiodegradationAn aerobic biodegradation study using gram-negative asporogenous rod bacteria isolated from soil enriched with triethylene glycol exhibited borderline growth (scarcely detectable growth, not reproducible) with 1,1-dimethoxyethane(1).
Environmental Bioconcentration · 1건

An estimated BCF value of 0.86 was calculated for 1,1-dimethoxyethane(SRC), using an estimated log Kow of 0.22(1,SRC) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will be an low(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for 1,1-dimethoxyethane is estimated as 6.7X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 1,1-dimethoxyethane will volatilize from water surfaces(2,SRC). 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) is estimated as approximately 15 hours(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 7.5 days(2,SRC). 1,1-Dimethoxyethane's high vapor pressure, 171 mm Hg(3) indicates that volatilization from dry soil may occur(SRC). 1,1-Dimethoxyethane's Henry's Law constant(1,SRC) indicates that volatilization from moist soil may also occur(SRC).

Non-Human Toxicity Excerpts · 2건

Irritant effects to rabbit: slight skin, moderate eye. /From table/

Inhalation toxicity to rat: at 16,000 ppm for 4 hours the mortality was 3/6. /From table/

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of 1,1-dimethoxyethane with photochemically produced hydroxyl radicals has been experimentally determined to be 8.89X10-12 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 43 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
AB2825000
ridadr
UN 2377
독성
LD50 orally in rats: 6.5 g/kg; LC (in air) in rats: 16000 ppm (Smyth)
HS 번호
2911 00 00
risk_code
11
hazard_code
F
safety_code
9-16-33
포장분류
II
위험 등급
3
기존화학 물질
KE-11062
F 고인화성물질
10-21
Hazard Classifications
Flam. Liq. 2
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
534-15-6(Hazardous Substances Data)

A SYNTHETIC FLAVOR SUBSTANCE RESEMBLING FRUIT FLAVORS.

응용 분야 · 3건

출처Reported found in raspberry, blackberry, strawberry, peas, fresh figs, hop oil, coffee, cognac, white wine and tea.

용도1,1-Dimethoxyethane is used as a reagent in the synthesis of tricyclic and tetracyclic 1,5-benzodiazepine derivatives as nevirapine analogues. It can also be used as Mering's mixture which is 2 vol dimethylacetal and 1 vol chloroform.

일반 설명A liquid with a sharp odor. Less dense than water. Flash point between 0-73°F. Mildly toxic by ingestion and inhalation. Severely irritates the skin and eyes. Used to make other chemicals.

제조 방법

From acetaldehyde and methanol.

상·하류 제품 정보

상류 원료

아세트산 메틸아세틸렌에틸렌아세트알데히드

하류 제품

OxiracetamArbekacin2-phenylpropionaldehyde dimethyl acetal2-메틸-1,3-사이클로펜탄디온2,4-다이메틸,1,3-다이옥살론비닐 메틸 에테르1,1,3-트리메톡시부탄메틸알콜