Ethylene glycol dibutyl ether

HCID 8188

Basic information

CAS
112-48-1
Standard SMILES
CCCCOCCOCCCC
InChIKey
GDXHBFHOEYVPED-UHFFFAOYSA-N
Molecular formula
C10H22O2
Average molar mass
174.28 g/mol
Monoisotopic mass
174.16197994

Overview

Ethylene glycol dibutyl ether is a colorless liquid. (USCG, 1999)

Names & identifiers

Preferred name
Ethylene glycol dibutyl ether
IUPAC
1-(2-butoxyethoxy)butane
English name
Ethylene Glycol Dibutyl Ether
Molecular formula
C10H22O2
Molecular weight
174.28

Names & synonyms

Ethylene glycol dibutyl etherEthylene glycol di-n-butyl ether1,2-DIBUTOXYETHANEGlycol dibutyl etherHSDB 2827Ethyl glycol dibutyl etherEINECS 203-976-8UNII-1HZO49D869BRN 1738358AI3-194291HZO49D869DTXSID5074268
Show more names
Dibutyl Glycoldibutyloxitol5,8-DioxadodecaneDI-N-BUTYL GLYCOLglycoldibutyletherDibutyl cellosolve1,2-dibutoxy-ethan
4-01-00-02382 (Beilstein Handbook Reference)BUTANE, 1-(2-BUTOXYETHOXY)-ETHYLENE GLYCOL DIBUTYL ETHER [HSDB]1,2dibutoxyethaneEGDBEEthane, 1,2dibutoxyRefChem:139136ETHYLENE GLYCOL DIBUTYL

Database identifiers

CAS
112-48-1
PubChem CID
8188
DTXSID
DTXSID5074268
UNII
1HZO49D869
EC Number
203-976-8
Nikkaji
J27.099G

Properties

Computed structural properties

XLogP
2.5
Topological polar surface area
18.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
9
Heavy atoms
12

Experimental & physicochemical properties

SolventsSolvents -> Glycol Ethers (E Series)
SpringerMaterials PropertiesBoiling point
LogPlog Kow = 2.48
OdorSlight odor
Density · 4 items

0.8 (USCG, 1999) - Less dense than water; will float

0.8319 at 25 °C/25 °C

Bulk density: 7.0 lb/gal at 20 °C ... combustible

Relative density (water = 1): 0.8

Color/FormAlmost colorless liquid

Physicochemical properties

Melting point
-69 °C · -69°C(lit.)
Boiling point
202 °C · 202°C(lit.)
Density
0 · 0,84 g/cm3
refractive index
1.413 · 1.4130-1.4150
Flash point
85 °C · 85°C
storage temp.
Store at room temperature

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Fire Hazards · 2 items

Special Hazards of Combustion Products: On decomposition, it emits acrid smoke and irritating fumes. (USCG, 1999)

Combustible. Above 85 °C explosive vapour/air mixtures may be formed.

Fire PotentialCombustible
Health HazardsModerately toxic by ingestion and skin contact. Irritates skin and eyes. (USCG, 1999)
Hazards Summary · 1 item

In animal experiments, effects include changes in erythrocyte count; [RTECS] A mild skin and eye irritant; Defats the skin; [ICSC] Oxidized by air producing unstable peroxides that can spontaneously explode; A skin and eye irritant; [CAMEO] See GLYCOL ETHERS.

Reactive GroupEthers
Reactivity AlertsPeroxidizable Compound

Safety & protection

Fire Fighting · 2 items

Fire Extinguishing Agents Not to Be Used: Water may be ineffective.

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 items

Fresh air, rest.

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.

First AidINHALATION: Call for medical aid. Remove from exposure
Safe StorageSeparated from strong oxidants. Ventilation along the floor.
Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Spillage DisposalCollect leaking liquid in sealable containers. Wash away remainder with plenty of water.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that ethylene glycol dibutyl ether is expected to have very high mobility in soil(SRC). Volatilization of ethylene glycol dibutyl ether from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1X10-5 atm-cu m/mole(SRC), based upon its vapor pressure, 0.09 mm Hg(3), and water solubility, 2000 mg/L(4). Ethylene glycol dibutyl ether is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Biodegradation data were not available(SRC, 2007).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that ethylene glycol dibutyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.09 mm Hg(4), and water solubility, 2000 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4.9 and 39 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 16(SRC), from its log Kow of 2.48(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2007).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethylene glycol dibutyl ether, which has a vapor pressure of 0.09 mm Hg at 20 °C(2), will exist solely in vapor phase in the ambient atmosphere. Vapor-phase ethylene glycol dibutyl 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 10 hours(SRC), calculated from its rate constant of 3.9X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Signs and Symptoms · 2 items

Dry skin. Redness.

Redness.

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc of ethylene glycol dibutyl ether can be estimated to be 17(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethylene glycol dibutyl ether is expected to have very high mobility in soil(SRC).

Artificial Pollution SourcesEthylene glycol dibutyl ether's production and use as a solvent(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1 item

An estimated BCF of 16 was calculated in fish for ethylene glycol dibutyl ether(SRC), using a log Kow of 2.48(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Safety data

rtecs
KH9450000
hs_code
29091990
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
23-24/25
Hazard statements
H227-H320

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as a high-boiling inert solvent, e.g., in extraction applications; [Hawley]

High-boiling point inert solvent; specialized solvent and extraction applications.

Solvent

U.S. Production(2006) 1,612 million lb annual capacity /Glycol ethers/
Methods of Manufacturing · 1 item

Ethylene glycol monoethers are usually produced by reaction of ethylene oxide with the appropriate alcohol. A mixture of homologues is obtained ... The glycol monoethers can be converted to diethers by alkylation with common alkylating agents, such as dimethyl sulfate or alkyl halides ( Williamson synthesis). Glycol dimethyl ethers are formed by treatment of dimethyl ether with ethylene oxide. /Ethers/

Applications · 3 items

DescriptionEthylene glycol dibutyl ether (EDBE) is a glycol ether with the chemical formula (C4H9OCH2)2. It is a clear liquid with an odor similar to that of acetone and diethyl ether. EDBE is soluble in water but insoluble in organic solvents such as benzene or toluene. EDBE has been shown to have hydroxyl and ether groups, which are essential for its chemical stability. The intramolecular hydrogen bond between the hydroxyl group and the ether oxygen atom is also an important factor in determining the structure of EDBE. EDBE is chemically stable at room temperature and can be found as a component of hydraulic fluids, paints, varnishes, lubricants, adhesives, cleaning agents, and degreasers.

UsesHigh-boiling inert solvent; specialized solvent and extraction applications.

General DescriptionColorless liquid.

Upstream & downstream products

Upstream raw materials

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
山东旭晨化工科技有限公司0533-15715337262 15715337262 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Related reactions

2 records

Compound notes

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