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ジメチルアセタール

1,1-Dimethoxyethane

HCID 10795
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
25154-53-4
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
形式電荷
0
複雑度
24.7

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

Flavoring AgentsEU Flavoring substances
Color/Form · 2 件

COLORLESS LIQ

MOBILE LIQ

Solubility · 5 件

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
Boiling Point

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

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)

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 · 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.

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

General Manufacturing Information · 4 件

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

関連反応

66 件
反応記録を作成
HRID 36721 の反応式
HRID 36721溶媒としてuspto-grants-1995_05
HRID 42687 の反応式
HRID 42687溶媒としてuspto-grants-2013_09
HRID 64605 の反応式
HRID 64605反応物としてuspto-grants-1986_09
HRID 125823 の反応式
HRID 125823反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 154446 の反応式
HRID 154446反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 174136 の反応式
HRID 174136反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 174404 の反応式
HRID 174404反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 186919 の反応式
HRID 186919反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
1 / 9 ページ

化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
· 3 件

64.5 °C

64.00 to 65.00 °C. @ 760.00 mm Hg

64 °C

Melting Point · 2 件

-113.2 °C

-113.2 °C

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
屈折率
20 · n20/D 1.367(lit.)
闪点
1 °F · 1 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
クロロホルム(控えめに)
外見
油
色
無色
臭い (Odor)
1 %。鋭い甘いアルコール · プロピレングリコール中1.00%。鋭い甘いアルコール エーテルグリーン 刈り取ったばかりの干し草
においのタイプ
エーテル的な
由来生物
synthetic
水溶解度
溶ける
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℃
CAS データベース
534 · 534-15-6(CAS DataBase Reference)
NISTの化学物質情報
1 · Ethane, 1,1-dimethoxy-(534-15-6)
EPAの化学物質情報
1 · 1,1-Dimethoxyethane (534-15-6)

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.

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 · 1 件

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 · 5 件

/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 · 4 件

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

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)]:
Disposal Methods · 1 件

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 · 3 件

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 · 2 件

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

Immediate precautionary measure

Personal Protective Equipment (PPE) · 2 件

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.

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.
Artificial Pollution Sources · 1 件

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 · 1 件

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 · 1 件

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 · 2 件

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 · 1 件

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).

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)
hs_code
2911 00 00
risk_code
11
化審法
(2)-496, (2)-568, (2)-598
消防法
危-4-1-II
hazard_code
F
safety_code
9-16-33
hazard_class
3
packing_group
II
Hazard Classifications
Flam. Liq. 2
ストレージクラス
3 - Flammable liquids
有毒物質データの
534-15-6(Hazardous Substances Data)

A SYNTHETIC FLAVOR SUBSTANCE RESEMBLING FRUIT FLAVORS.

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.]

上流・下流製品情報

上流原料

酢酸メチルアセチレンエテンアセトアルデヒド

下流製品

オキシラセタムアルベカシン·硫酸塩ヒドラトロプアルデヒドジメチルアセタ-ル2-メチル-1,3-シクロペンタンジオン2,4-ジメチル-1,3-ジオキソランビニル(メチル)エーテル1,1,3-トリメトキシブタンメタノール