Diisopropyl Ether

HCID 7914CAS 108-20-3

基本情報

標準SMILES
CC(C)OC(C)C
InChIKey
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N
分子式
C6H14O
平均分子量
102.17 g/mol
単同位体質量
102.10446507

概要

Diisopropyl ether appears as a clear colorless liquid with an ethereal odor. Flash point -18 °F. Less dense than water. Vapors heavier than air.

名称と識別子

優先名称
Diisopropyl Ether
IUPAC
2-propan-2-yloxypropane
現地名
イソプロピルエーテル
英語名
Diisopropyl ether
分子式
C6H14O
分子量
102.17

名称と別名

Diisopropyl etherISOPROPYL ETHER108-20-32-IsopropoxypropanePropane, 2,2'-oxybis-Diisopropyl oxideEther, isopropylBis(isopropyl) etherIzopropylowy eterEther isopropylique2,2'-OxybispropaneDTXSID4021890
名称をさらに表示
イソプロピルエーテル2,2'-オキシビスプロパン酸化イソプロピルジイソプロピルエーテルビス(1-メチルエチル)エーテルジ(イソプロピル)エーテル2-イソプロピルオキシプロパン2,2'-オキシビス(プロパン)ジ(1-メチルエチル)エーテル2-イソプロポキシプロパンISO-プロピルエーテルISO-プロピルエーテル(脱水)イソプロピルエーテル(脱水)ジ-ISO-プロピルエーテルジ-ISO-プロピルエーテル(脱水)ジイソプロピルエーテル(脱水)ジイソプロピルエテルイソプロピルエーテル(ジイソプロピルエーテル)ジイソプロピルエーテル(脱水) ‐SUPER‐ジイソプロピルエーテル CONTAINS EITHER BHT OR HYDROQUINONE AS STABILIZER,ACS REAGENT,≥99.0%DIPEDiisopropyl etheIsoprpyl etherDiisoproyl etherISOPROPYL ETHER, 1000MG, NEAT
DO7Y998826DTXCID4018902-Isopropoxy propaneRefChem:134066203-560-6diisopropylether2,2'-oxydipropane2-propan-2-yloxypropane

データベース識別子

CAS
108-20-3
PubChem CID
7914
DTXSID
DTXSID4021890
ChEMBL
CHEMBL3185565
UNII
DO7Y998826
EC Number
203-560-6
Nikkaji
J5.069E

物性

構造計算による物性

XLogP
1.5
極性表面積
9.2 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
2
重原子数
7

実験および物理化学的性質

Chemical Classes · 2 件

Flammable agents - 3rd degree

Volatile Organic Compound (VOC)

SolventsSolvents -> Ethers (<C12)
SpringerMaterials PropertiesSchoenflies notation
LogP · 2 件

log Kow= 1.52

1.94

Odor · 4 件

Sweet, slightly sharp, pungent like camphor and ethyl ether

The odor is more irritating and less pleasant than that of ethyl ether.

Sharp, sweet, ether-like odor.

Ether-like odor

Density · 6 件

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

0.7258 @ 20 °C/4 °C

Bulk density: 6.05 lb/gal @ 15.5 °C; similar to ethyl ether in properties but does tend to form peroxides more readily than ethyl ether

Relative density (water = 1): 0.7

0.73

0.719 @25 °C

物理化学的性質

融点
-85.5 °C · -85.5 °C
沸点
68 · 68-69 °C(lit.)
比重(密度)
0.725 g/mL · 0.725 g/mL at 25 °C(lit.)
蒸気密度
3.5 · 3.5 (vs air)
蒸気圧
120 mm · 120 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.367(lit.)
化学的性質 · 1 件

化学的特性Diisopropyl ether(Isopropyl ether) is highly flammable, with a wide flammable range of 1.4%–21% in air. Boiling point is 156°F (68°C), flash point is 18°F (27°C), and ignition temperature is 830°F (443°C). Vapor density is 3.5, which is heavier than air. In addition to flammability, isopropyl ether is toxic by inhalation and a strong irritant, with a TLV of 250 ppm in air. Diisopropyl ether is an excellent solvent for natural oils, mineral oils, and waxes. It is used as an extracting agent and reaction medium in chemical and pharmaceutical syntheses.

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, P261, P271, P280, P303+P361+P353, P304+P340, P319, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.4% (1 of 265) of reports.

Danger

H225 (99.6%): Highly Flammable liquid and vapor [Danger Flammable liquids]

危険有害性情報

Regulatory Information · 5 件

Chemical: Propane, 2,2'-oxybis-

Propane, 2,2'-oxybis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propane, 2,2'-oxybis- 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: 13-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/15860

Propane, 2,2'-oxybis-: HSNO Approval: HSR001131 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 · 3 件

Behavior in Fire: Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. Containers may explode when heated. (USCG, 1999)

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

Highly flammable. Vapour/air mixtures are explosive.

Fire Potential · 2 件

FLAMMABLE LIQUID.

ONLY ELECTRICAL EQUIPMENT OF EXPLOSION-PROOF TYPE (GROUP C CLASSIFICATION) IS PERMITTED TO BE OPERATED IN ETHER AREAS. ETHER SHOULD NOT BE STORED NEAR POWERFUL OXIDIZERS OR IN AREAS OF HIGH FIRE HAZARD. /ETHERS/

Health Hazards · 2 件

Inhalation causes anesthesia, nausea, headache, dizziness, and irritation of the eyes and nose. Contact of liquid with eyes causes only minor injury; repeated contact with skin will remove natural oils and may cause dermatitis. (USCG, 1999)

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

Hazards SummaryThe odor is more irritating and less pleasant than that of ethyl ether. [ACGIH] A skin, eye, and respiratory tract irritant; Inhalation of high concentrations can cause CNS depression; [ICSC]

安全と保護具

Fire Fighting · 2 件

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

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

First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

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

Rinse mouth. Rest. Refer for medical attention .

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 · 3 件

Excerpt from NIOSH Pocket Guide for Isopropyl ether:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Cool. Keep in the dark. Keep in a well-ventilated room. Store only if stabilized.
Firefighting HazardsVAPORS ARE HEAVIER THAN AIR & MAY TRAVEL TO A SOURCE OF IGNITION & FLASH BACK. LIQUID FLOATS ON WATER & MAY TRAVEL TO A SOURCE OF IGNITION & SPREAD FIRE. ETHER TENDS TO FORM UNSTABLE, EXPLOSIVE PEROXIDES ON STANDING.

毒性情報

Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity ValuesLC50 Pimephales promelas (fathead minnow) 91.7 mg/l 96 hr flow-through bioassay, wt 0.12 g, water hardness 45.5 mg/l CaCO3, temp: 25 + or - 1 °C, pH 7.5, dissolved oxygen greater than 60% of saturation
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a log Kow of 1.52(2) and a regression-derived equation(3), indicates that isopropyl ether is expected to have high mobility in soil(SRC). Volatilization of isopropyl ether from moist soil surfaces is expected to be important(3,SRC) given an estimated Henry's Law constant of 2.3X10-3 atm-cu m/mole(SRC), calculated from its water solubility(4) and vapor pressure(5). The potential for volatilization of isopropyl ether from dry soil surfaces may exist(SRC) based on a vapor pressure of 149 mm Hg(5). Isopropyl ether is not expected to hydrolyze in soil due to lack of hydrolyzable functional groups(3). Aqueous screening test data from studies using activated sludge or sewage inocula(6,7) suggest that isopropyl ether may be resistant to biodegradation in environmental media(SRC). Many ethers are known to be resistant to biodegradation(8).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a log Kow of 1.52(2) and a regression-derived equation(3), indicates that isopropyl ether is not expected to adsorb to suspended solids and sediment in water(SRC). Isopropyl ether is expected to volatilize rapidly from water surfaces(3,SRC) based on an estimated Henry's Law constant of 2.3X10-3 atm-cu m/mole(SRC), calculated from its water solubility(4) and vapor pressure(5). Estimated volatilization half-lives for a model river and model lake are 3 hours and 4 days, respectively(3,SRC). Isopropyl ether is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Isopropyl ether will not significantly photooxidize via reaction with photochemically produced hydroxyl radicals in the water(6). According to a classification scheme(7), an estimated BCF of 8(3,SRC), from isopropyl ether's log Kow(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Isopropyl ether may be resistant to biodegradation in environmental media based upon screening test data from studies using activated sludge or sewage inocula(8,9,SRC). Many ethers are known to be resistant to biodegradation(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isopropyl ether, which has a vapor pressure of 149 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isopropyl ether 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 21 hours(3,SRC). The half-life for the reaction of isopropyl ether with nitrate radicals is estimated as 9 seconds(4,SRC). Direct photolysis will not be an important removal process since aliphatic ethers do not absorb light at wavelengths >290 nm(5).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 件

The substance can be absorbed into the body by inhalation of its vapour.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 5 件

Cough. Drowsiness. Sore throat.

Dry skin. Redness.

Redness.

Further see Inhalation.

irritation eyes, skin, nose; resp discomfort; dermatitis; In Animals: drowsiness, dizziness, unconsciousness, narcosis

法規制情報

State Drinking Water Guidelines(NH) NEW HAMPSHIRE 120 ug/L

安全データ

F
10
OEB
A
OEL
TWA: 500 ppm (2100 mg/m3)
wgk
1
IDLA
1,400 ppm [10% LEL]
tsca
TSCA listed

化学と産業

薬理情報

Absorption, Distribution and Excretion... ISOPROPYL ETHER IS RAPIDLY ABSORBED BY BLOOD FROM LUNGS OR GI TRACT. ... IT IS PROBABLE THAT MAJOR PORTION OF DOSE IS ELIMINATED THROUGH LUNGS AFTER CESSATION OF EXPOSURE ... .

用途と製造

Uses · 6 件

Used as a solvent for resins, waxes, oils, dyes, and surface coatings; [ACGIH]

Painting (Solvents) [Category: Paint]

Solvent for animal, vegetable, mineral oils, waxes and resins; extraction of acetic acid from aq solutions; solvent for dyes in presence of small amt of alcohol; spotting compositions; paint & varnish; rubber cements.

Isopropyl ether is used as a solvent in the Israel Mining Industries acid cleaning process for extraction of cationic impurities. /anionic impurities to a much lesser extent/

Isopropyl ether is used as a solvent to separate polonium from lead and bismuth.

Extraction agent (phosphoric acid, phenol purification); solvent (paints, stain removers)

Impurities · 3 件

COMMERCIAL VARIETY MAY CONTAIN APPROX 3% OF ISOPROPYL ALC, LESS THAN 0.01% OF SULFUR & LESS THAN 0.04% OF PEROXIDE.

The dehydration of isopropyl alcohol with sulfuric acid produces propylene as an impurity in the production of isopropyl ether. The amounts of propylene by-product will vary with type of catalyst and reaction conditions.

Isopropyl ether autooxidizes to form peroxides and hydroperoxides at 20 °C with UV radiation or in the presence of a photosensitizer, eg, benzophenone

U.S. Imports(1984) 2.49X10+8 g
U.S. Production · 2 件

2023: 40,000,000 - <55,000,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 G

Consumer UsesFuel agents
Industry UsesFuel agents
応用分野 · 6 件

解説ジイソプロピルエーテル (英: Diisopropyl ether, DIPE) とは、分子式C6H14Oで表される有機化合物です。 イソプロピルエーテルの名称で呼ばれることもあります。示性式は(CH3)2CH2Oと表記され、二級エーテルに分類される化合物です。CAS登録番号108-20-3の有機化合物です。 分子量102.17、融点-60℃、沸点68℃であり、常温では無色の澄明な液体です。特異臭を呈します。密度は0.725g/mLです。・に極めて溶けやすく、水に溶けにくい性質があります。 ジイソプロピルエーテルは、引火点が-6.7℃と低く、引火性の高い液体及び蒸気です。このため、消防法では「危険物第四類・第一石油類・危険等級Ⅱ」に指定されており、労働安全衛生法では「名称等を表示すべき危険有害物」「危険物・引火性の物」に指定されています。

用途抽出溶剤=動植物油、鉱油、ろう、樹脂などを溶解するため、抽出溶剤としては広い用途がありタバコからニコチン、魚の肝臓 からビタミンAを抽出したり希薄水溶液から酢酸、乳酸、石炭酸など回収に利用されている 一般溶剤=アルコールとの混合溶液は硝化綿を溶解してコロジオン液をつくる。帽体原糸、タイプ原紙などに用いられる。また無煙火薬、ラバーセメントの製造、ペイントワニス類のはく離剤、レンズ、金属部品の清拭剤としても使用される 合成原料=染料の製造やアルキル化剤として用いられる

説明Diisopropyl ether [108-20-3], also known as 2-isopropoxyisopropane or isopropyl ether, is a clear, colorless, mobile, highly flammable liquid with a characteristic ethereal odor. Its solubility in water is low, but it is soluble in organic solvents and readily forms explosive peroxides. It has a higher boiling point, a lower vapor pressure, and a lower water solubility than diethyl ether, which means that diisopropyl ether can be recovered without significant loss after use as a solvent or as an extractant.

使用Isopropyl ether is used as a solvent for oils,waxes, resins, and dyes; and as a varnishremover.

一般的な説明Diisopropyl ether appears as a clear colorless liquid with an ethereal odor. Flash point -18°F. Less dense than water. Vapors heavier than air.

使用用途ジイソプロピルエーテルは、抽出溶剤、一般溶剤、合成化学原料などの用途で広く使用されています。抽出溶剤としては、動植物油、鉱油、ろう、樹脂などを溶解するために用いられます。それ以外にも、医薬、抗生物質等の抽出溶剤として用いられる他、タバコからニコチンを抽出したり、魚の肝臓からビタミンAを抽出したりするなどの用途があります。香料の抽出や、希薄水溶液から、、石炭酸などを回収する際にも利用されている物質です。 一般溶剤としては、アルコールとの混合溶液は硝化綿を溶解してコロジオン液をつくることが知られており、帽体原糸、タイプ原紙などに用いられます。また無煙火薬、ラバーセメントの製造などの用途もある他、ペイントワニス類のはく離剤、レンズ、金属部品の清拭剤としても使用される物質です。 合成原料としては、染料の製造などの用途があります。アルキル化剤として用いられることの多い物質です。また、との混合液はアンチノッキング剤としてガソリンに添加されています。

調製方法

製造方法Diisopropyl ether can be prepared by liquid-phase dehydration of 2-propanol at 130 – 190°C and 1.96– 7.85 MPa over acidic catalysts containing aluminum.

上流・下流製品情報

下流製品

(1R,1β,4β)-2-アザビシクロ[2.2.1]ヘプタ-5-エン-3-オン酢酸DL-α-トコフェロール2,3-Dimethyl-pyridin-4-ylamineN-ethyl perfluorooctylsulfonylaminoacetateゾピクロンアセメタシンPhenyl(piperidin-4-yl)methanoneS,S'-ジメチル N-シアノジチオイミノカルボナート3-ブロモ-2-(ブロモメチル)プロピオン酸エチル 臭化物1-アセチル-4-ベンゾイルピペリジンN-(アクリロイルオキシ)スクシンイミド3-ニトロキノリン-4-アミン

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