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Home > Encyclopedia > Glycol monopropyl ether

Glycol monopropyl ether

Glycol monopropyl ether structure

Glycol monopropyl ether 

structure
  • CAS No:

    2807-30-9

  • Formula:

    C5H12O2

  • Chemical Name:

    Glycol monopropyl ether

  • Synonyms:

    Ethanol,2-propoxy-;2-Propoxyethanol;Ethylene glycol monopropyl ether;Ethylene glycol mono-n-propyl ether;Propyl cellosolve;Propoxyethanol;Propyl glycol;2-(Propyloxy)ethanol;Ethylene glycol propyl ether;Ektasolve EP;2-Propoxy-1-ethanol;Glycol monopropyl ether;2-Hydroxyethyl propyl ether;83855-85-0

  • Categories:

    Agrochemicals  >  Pesticide Intermediates

Description

oily colourless odourless liquid


Liquid; colorless; mild, rancid odor; floats and mixes with water. (USCG, 1999)|Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.


Liquid; colorless; mild, rancid odor; floats and mixes with water. (USCG, 1999)

Glycol monopropyl ether Basic Attributes

104.15

104.15

220-548-6

TF513KWZ2Y

0607

1993

DTXSID1027500

Volatile liquid

29094400

Characteristics

29.5

0.5

Clear colorless to yellow Liquid

0.9112 g/cm3 @ Temp: 20 °C

-90 °C

150-152 °C @ Press: 760 Torr

120 °F

n20/D 1.413(lit.)

Solubility in water: miscible

Flammables area

1.3 mm Hg ( 20 °C)

3.6

LD50 orally in Rabbit: 3089 mg/kg LD50 dermal Rabbit 876 mg/kg

vol% in air: 1.36

Mild ethereal odor

Bitter taste

2.14e-11 cm3/molecule*sec

Liquid molar volume = 0.114958 cu m/kmol

Ethers tend to form unstable peroxides when exposed to oxygen. Ethyl, isobutyl, ethyl tert-butyl, and ethyl tert-pentyl ether are particularly hazardous in this respect. Ether peroxides can sometimes be observed as clear crystals deposited on containers or along the surface of the liquid.

Ethers

Peroxidizable Compound

Ethers, such as ETHYLENE GLYCOL PROPYL ETHER can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

Safety Information

3.2

UN 1986 3/PG 3

1

21-36-10

26-36/37-46

KM2800000

Xn

Fireproof. Separated from strong oxidants.

Flammable. Incompatible with oxidizing agents. May form explosive mixtures with air.

P280-P305 + P351 + P338

H226-H312-H319

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.

Combustible: Carbon dioxide and carbon monoxide may be produced in a fire. (USCG, 1999)|Flammable. Above 57 °C explosive vapour/air mixtures may be formed.

|Warning|H312: Harmful in contact with skin [Warning Acute toxicity, dermal]|P264, P280, P302+P352, P305+P351+P338, P312, P322, P337+P313, P363, and P501|Danger|H226 (48.89%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P311, P312, P321, P322, P337+P313, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 1310 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P311, P312, P314, P321, P322, P337+P313, P361, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Remove all ignition sources; call fire department; avoid contact with liquid; notify local health and pollution control agencies; protect water intakes. (USCG, 1999)

Approved respirator; rubber gloves; clothing to prevent body contact wiht liquid. (USCG, 1999)|Personnel protection: ... Wear appropriate chemical protective gloves, boots and goggles.

Explosive limits , vol% in air: 1.3-16

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. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources.

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.|Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.

The material is appreciably irritating to the eyes of rabbits, causing injury to the conjunctival membranes and the cornea, and also some iritis.

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Collect leaking liquid in sealable containers. Wash away remainder with plenty of water.

Fireproof. Separated from strong oxidants.

A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.

The substance is severely irritating to the eyes. The substance is irritating to the respiratory tract. The substance is mildly irritating to the skin. The substance may cause effects on the blood. This may result in lesions of blood cells.

The substance defats the skin, which may cause dryness or cracking.

NO open flames, NO sparks and NO smoking. Above 57 °C use a closed system, ventilation and explosion-proof electrical equipment.

PREVENT GENERATION OF MISTS!

Use ventilation, local exhaust or breathing protection.

Protective gloves.

Wear safety goggles.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Ethylene glycol monopropyl ether is produced, as an intermediate or final product, by process units covered under this subpart.

Toxicity

LD50 Rat oral 4.45 g/kg|LD50 Mouse oral 2.4 g/kg|LD50 Rabbit /dermal/ 0.87 g/kg|LC50 Rat 7-hr inhalation 1530 ppm

Ethylene glycol monopropyl ether's production and use as a solvent in the coating industry(1) may result in its release to the environment through various waste streams(SRC).

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 ethylene glycol monopropyl ether should have very high mobility in soil(SRC). Volatilization of ethylene glycol monopropyl ether is not expected to be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.5X10-8 atm-cu m/mole(3,SRC), but may occur from dry soil surfaces(SRC), based on an experimental vapor pressure of 2.9 mm Hg(4). Alcohols and ethers are generally resistant to hydrolysis(5). According to biodegradation studies on a structurally similar compound, ethylene glycol mono-n-butyl ether(6-12), ethylene glycol monopropyl ether may biodegrade quickly in soil(SRC).|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 ethylene glycol monopropyl ether is not expected to adsorb to suspended solids and sediment(SRC) in the water. Ethylene glycol monopropyl ether will be essentially non-volatile from water surfaces based on an estimated Henry's Law constant of 1.5X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). An estimated BCF value of 0.7(1,SRC), from an estimated log Kow(4,SRC), suggests that ethylene glycol monopropyl ether will not bioconcentrate in aquatic organisms(SRC), according to a recommended classification scheme(5). Alcohols and ethers are generally resistant to hydrolysis(6). According to biodegradation studies on a structurally similar compound, ethylene glycol mono-n-butyl ether(7-13), ethylene glycol monopropyl ether may biodegrade quickly in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethylene glycol monopropyl ether, which has an experimental vapor pressure of 2.9 mm Hg at 25 °C(2), will exist as a vapor in the ambient atmosphere. Vapor-phase ethylene glycol monopropyl 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 about 18 hours(3,SRC).

The rate constant for the vapor-phase reaction of ethylene glycol monopropyl ether with photochemically produced hydroxyl radicals has been estimated as 2.2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 18 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

An estimated BCF value of 0.6 was calculated for ethylene glycol monopropyl ether(SRC), using an estimated log Kow of 0.08(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 not be an important fate process(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for ethylene glycol monopropyl ether can be estimated to be about 1(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that ethylene glycol monopropyl ether should have very high mobility in soil(SRC).

The Henry's Law constant for ethylene glycol monopropyl ether is estimated as 1.5X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that ethylene glycol monopropyl ether will be essentially nonvolatile from water surfaces(2,SRC). Ethylene glycol monopropyl ether's vapor pressure, 2.9 mm Hg(3) indicates that volatilization from dry soil surfaces may occur(SRC) but ethylene glycol monopropyl ether's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces should not occur(SRC).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 65,366 workers (12,675 of these are female) are potentially exposed to ethylene glycol monopropyl ether in the USA(1). Occupational exposure may be through inhalation and dermal contact with this compound(SRC).

Drug Information

... The material may be absorbed through the skin in lethal amounts.

VAPOR: Irritating eyes and nose. LIQUID: Can cause corneal damage. INHALATION: Can cause toxic effects. SKIN: Contact can cause toxic effects. (USCG, 1999)

INHALATION: Remove to fresh air. SKIN OR EYES: Immediately flush with plenty of water. Remove contaminated clothing and shoes. (USCG, 1999)


Fresh air, rest.


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.

2-propoxyethanol

The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.

Cough. Sore throat.


Redness. Dry skin.


Redness. Pain.

Glycol monopropyl ether Use and Manufacturing

Methods of Manufacturing

The preparation method is prepared by reacting ethylene oxide and n-propanol. It can also be prepared by reaction of synthesis gas (CO+H2) in the presence of a catalyst Ru compound.

Uses

Mainly used as a raw material for pesticide synthesis, but also as a solvent in nitrocellulose and coating industry


Processing aids, not otherwise listed


Ink, toner, and colorant products

Production

10,000,000 - 50,000,000 lb

All other basic organic chemical manufacturing|Ethanol, 2-propoxy-: ACTIVE

Computed Properties

Molecular Weight:104.15
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:104.083729621
Monoisotopic Mass:104.083729621
Topological Polar Surface Area:29.5
Heavy Atom Count:7
Complexity:29.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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