イソアミルエーテル

Diisopentyl ether

HCID 10989

基本情報

CAS
544-01-4
標準SMILES
CC(C)CCOCCC(C)C
InChIKey
AQZGPSLYZOOYQP-UHFFFAOYSA-N
分子式
C10H22O
平均分子量
158.28 g/mol
単同位体質量
158.16706532

概要

Diisoamyl ether is an ether.

名称と識別子

優先名称
Diisopentyl ether
IUPAC
3-methyl-1-(3-methylbutoxy)butane
現地名
イソアミルエーテル
英語名
Isopentyl ether
分子式
C10H22O
分子量
158.28

名称と別名

Diisopentyl etherIsoamyl etherDiisoamyl etherIsopentyl ether544-01-4Isoamyl oxideDI-ISO-AMYL ETHER3-methyl-1-(3-methylbutoxy)butaneDi-3-methylbutyl etherButane, 1,1'-oxybis[3-methyl-1,1'-Oxybis(3-methylbutane)NSC 9281
名称をさらに表示
イソアミルエーテル1,1'-オキシビス(3-メチルブタン)ジイソアミルエーテルイソペンチルエーテルジイソペンチルエーテルジイソアミルエ-テルISO-ペンチルエーテルジ-ISO-ペンチルエーテルイソアミルエテル1-(イソペンチルオキシ)-3-メチルブタン3-メチル-1-(3-メチルブトキシ)ブタン1,1′-オキシビス(3-メチルブタン)isoamyloxideIsoaMyl etheDiisoaMy etherlsopentyl ether
1,1'-Oxylbis(3-methylbutane)HSDB 2773Butane, 1,1'-oxybis(3-methyl-EINECS 208-857-4DTXSID8052198UNII-5X9P91566RAI3-02268Butane, 1,1'-oxylbis(3-methyl-

データベース識別子

CAS
544-01-4
PubChem CID
10989
DTXSID
DTXSID8052198
ChEBI
CHEBI:183294
UNII
5X9P91566R
EC Number
208-857-4
Nikkaji
J6.409B

物性

構造計算による物性

XLogP
3.5
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
6
重原子数
11

実験および物理化学的性質

SolventsSolvents -> Ethers (<C12)
SpringerMaterials PropertiesBoiling point
LogPLog Kow = 4.25
OdorPLEASANT, FRUITY ODOR
Density0.7777 @ 12 °C/4 °C
Color/FormCOLORLESS LIQUID

物理化学的性質

融点
-28.46 °C · -28.46°C (estimate)
沸点
173 °C · 173 °C (lit.)
比重(密度)
0.778 g/mL · 0.778 g/mL at 25 °C (lit.)
蒸気圧
2.5 hPa · 2.5 hPa (20 °C)
屈折率
20 · n20/D 1.407
闪点
46 °C · 46 °C

化学的性質

化学的特性CLEAR COLOURLESS LIQUID

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P271, P272, P273, P280, P302+P352, P303+P361+P353, P304+P340, P316, P321, P333+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 293 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 4 件

Chemical: Butane, 1,1'-oxybis[3-methyl-

Butane, 1,1'-oxybis[3-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butane, 1,1'-oxybis[3-methyl- 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: 29-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/11852

Isoamyl ether: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryOral LD50 (mouse) >10 gm/kg; [RTECS] An irritant; [MSDSonline]
Other Hazardous Reactions · 1 件

All ethers should be tested and separated from peroxidic products before distillation or evaporation. Many ethers autoxidize so readily that peroxidic compounds form, sometimes to dangerous levels, on storage in nonairtight containers. /Short alkyl-chain ethers/

Peroxide Forming Chemical · 3 件

Isoamyl ether

D: Other compounds that may form peroxides

Kelly

Hazard Classes and Categories · 2 件

Flam. Liq. 3 (100%)

Flammable liquids - Category 3

Hazardous Reactivities and Incompatibilities · 1 件

alpha-Hydroperoxy ethers are obtained readily from the autoxidation of most ethers /including di-isoamyl ether/ containing alpha-hydrogens. From certain ethers ... the initially formed alpha-hydroperoxy ethers can ... with acid treatment, form dangerously sensitive and explosive polymeric peroxides.

安全と保護具

Disposal Methods · 3 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.

Used ether containers, which are suspected of containing ether crystals or solids, are especially hazardous and may require bomb-squad assistance for their disposal. /Short alkyl-chain ethers/

This compound should be susceptible to removal from waste water by air stripping. /Bis(2-chloroethyl)ether/

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 120(SRC),determined from a structure estimation method(2), indicates that di-iso-amyl ether is expected to have high mobility in soil(SRC). Volatilization of di-iso-amyl ether from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 1.5X10-3 atm-cu m/mole(SRC), derived from its vapor pressure, 1.4 mm Hg, and water solubility, 200 mg/l(4). Volatilization of di-iso-amyl ether from dry soil surfaces is expected(SRC) based on this compound's vapor pressure(4). Biodegradation of di-iso-amyl ether in soil may be important(SRC), based upon its biodegradation in an aqueous screening study(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 120(SRC), determined from a structure estimation method(2), indicates that di-iso-amyl ether is not expected to adsorb to suspended solids and sediment in water(SRC). Di-iso-amyl ether may volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 1.5X10-3 atm-cu m/mole(SRC), derived from its vapor pressure, 1.4 mm Hg, and water solubility, 200 mg/l(4). Estimated volatilization half-lives for a model river and model lake are 4.4 hours and 5.2 days, respectively(3,SRC). According to a classification scheme(5), BCFs ranging from 84 to 313 in carp(6), suggest the potential for bioconcentration in aquatic organisms is moderate to high(SRC). Di-iso-amyl ether reached 8% of its theoretical BOD over 2 weeks using an activated sludge inoculum(6); 0% BOD was reached in a 5-day BOD study using a sewage inoculum(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), di-iso-amyl ether, which has a vapor pressure of 1.4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase di-iso-amyl 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 14 hours(3,SRC). Direct photolysis is not expected to be an important removal process since aliphatic ethers do not absorb light in the environmental spectrum(4).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc for di-iso-amyl ether can be estimated to be about 120(SRC). According to a classification scheme(2), this estimated Koc value suggests that di-iso-amyl ether is expected to have high mobility in soil(SRC).

Artificial Pollution SourcesDi-iso-amyl ether's production and use as a solvent, in the manufacture of lacquers, and in regenerating rubber(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

Many ethers are known to be resistant to biodegradation(1). 0% biological oxygen demand was measured for di-iso-amyl ether in aqueous screening tests which used sewage inocula for 5 days(2). Di-iso-amyl ether reached 8% of its theoretical BOD over 2 weeks using an activated sludge inoculum(3).

Environmental Bioconcentration · 1 件

BCFs of 117 to 313 and 84 to 260 were measured for di-iso-amyl ether in carp at chemical concentrations of 60 and 6 ug/l, respectively(1). According to a classification scheme(2), these BCFs suggest bioconcentration in aquatic organisms is moderate to high.

安全データ

wgk
2
tsca
TSCA listed
rtecs
EK5433750
ridadr
UN 3271 3/PG 3
hs_code
29091900
risk_code
10-51/53-43-20

化学と産業

用途と製造

Uses · 3 件

Used as a solvent in fats, oils, waxes, resins, Grignard reaction, lacquers, and regenerating rubber; [HSDB]

SOLVENT IN GRIGNARD REACTION; ALSO AS SOLVENT OF ODOROUS PRINCIPLES; MFR LACQUERS; REGENERATING RUBBER

General solvent for fats, oils, waxes, resins, etc.

U.S. Production2023: <50,000 lb
Consumer UsesSolvent
Industry UsesSolvent
General Manufacturing Information · 2 件

All Other Chemical Product and Preparation Manufacturing

Butane, 1,1'-oxybis[3-methyl-: ACTIVE

応用分野

用途グリニヤール反応溶媒,ラッカー原料,再生ゴム処理溶剤

使用Isopentyl ether is used in the synthesis of silver nanoparticles in a continuous flow tubular microreactor,single-crystal Ag nanocubes (with slight truncation) of around 13.5nm in edge length.

調製方法 · 1 件

純化方法Isopentyl ether is a mixture of 2-and 3-methylbutyl ether. It is purified by refluxing with sodium for 5hours, then it is distilled under reduced pressure, to remove alcohols. Isoamyl ether can also be dried with CaCl2 and fractionally distilled from P2O5. [Beilstein 1 IV 1682.]

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関連反応

7 件

化合物ノート

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