ジメチルアセタール

1,1-Dimethoxyethane

HCID 10795CAS 25154-53-4

基本情報

標準SMILES
COC(C)OC
InChIKey
SPEUIVXLLWOEMJ-UHFFFAOYSA-N
分子式
C4H10O2
平均分子量
90.12 g/mol
単同位体質量
90.06807956

概要

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.

名称と識別子

優先名称
1,1-Dimethoxyethane
IUPAC
1,1-dimethoxyethane
現地名
ジメチルアセタール
英語名
1,1-Dimethoxyethane
分子式
C4H10O2
分子量
90.12

名称と別名

1,1-DIMETHOXYETHANE534-15-6Dimethyl acetalAcetaldehyde dimethyl acetalDimethylacetalEthylidene dimethyl etherEthane, 1,1-dimethoxy-Dimethyl aldehydeMethyl formylAcetaldehyde methyl acetal3-Methyl-2,4-dioxapentaneAcetaldehyde, dimethyl acetal
名称をさらに表示
ジメチルアセタール1,1-ジメトキシエタンエチリデンジメチルエーテルアセトアルデヒドジメチルアセタールアセトアルデヒド=ジメチルアセタ-ルFEMA 3426Ethane,1,1-dimethoxy-CH3CH(OCH3)2methylformyldimethylaldehydeAKOS BBS-000044001,1-dimethoxy-ethan
FEMA No. 3426DTXSID7027178ZO2AW8UR5TDTXCID207178RefChem:409935208-589-8dimethoxy-ethane1,1-Dimethoxy-Ethane

データベース識別子

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

物性

構造計算による物性

XLogP
0.5
極性表面積
18.5 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
2
重原子数
6

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Acetals

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
Odor · 2 件

STRONGLY AROMATIC ODOR

GREEN VEGETABLE ODOR

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

0.85015 @ 20 °C/4 °C

0.850-0.860

物理化学的性質

融点
-113 °C · -113 °C
沸点
64 °C · 64 °C(lit.)
比重(密度)
0.852 g/mL · 0.852 g/mL at 25 °C(lit.)
蒸気密度
3.1 · 3.1 (vs air)
蒸気圧
200 hPa · 200 hPa (20 °C)
FEMA
3426 · 3426 | 1,1-DIMETHOXYETHANE

化学的性質

化学的特性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.

安全と法規制

GHS分類

GHS Classification · 6 件

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)

危険有害性情報

Regulatory Information · 6 件

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)

Status: Active Update: 31-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25513

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 · 2 件

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 · 2 件

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

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

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]

安全と保護具

Fire FightingExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Accidental Release Measures · 2 件

· 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 · 2 件

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 · 2 件

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)]:

毒性情報

Environmental Fate · 3 件

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 · 1 件

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.

安全データ

F
10-21
wgk
2
tsca
TSCA listed
rtecs
AB2825000
ridadr
UN 2377
毒性
LD50 orally in rats: 6.5 g/kg; LC (in air) in rats: 16000 ppm (Smyth)

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

Uses · 5 件

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 · 3 件

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 · 3 件

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 · 5 件

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

応用分野 · 3 件

天然物の起源Reported found in raspberry, blackberry, strawberry, peas, fresh figs, hop oil, coffee, cognac, white wine and tea.

使用1,1-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.

一般的な説明A 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.

調製方法

製造方法From acetaldehyde and methanol.

純化方法Distil the dimethyl acetal through a fractionating column and fraction boiling at 63.8o/751mm is collected. It forms an azeotrope with MeOH. Alternatively purify it as for acetal above. It has been purified by GLC. [Beilstein 1 IV 3103.]

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海莉凯化工技术有限公司16628776521 · [email protected]
Hebei baicao biology science and technology co., ltd+86-19131911055 17824879454 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

関連反応

66 件

関連ノート

読み込み中…