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Home > Encyclopedia > Bis(2-methoxyethyl) phthalate

Bis(2-methoxyethyl) phthalate

Bis(2-methoxyethyl) phthalate structure

Bis(2-methoxyethyl) phthalate 

structure
  • CAS No:

    117-82-8

  • Formula:

    C14H18O6

  • Chemical Name:

    Bis(2-methoxyethyl) phthalate

  • Synonyms:

    1,2-Benzenedicarboxylic acid,1,2-bis(2-methoxyethyl) ester;Phthalic acid,bis(2-methoxyethyl) ester;1,2-Benzenedicarboxylic acid,bis(2-methoxyethyl) ester;Ethanol,2-methoxy-,phthalate (2:1);Bis(methoxyethyl) phthalate;Kesscoflex MCP;Methyl glycol phthalate;Bis(2-methoxyethyl) phthalate;2-Methoxyethyl phthalate;Dimethyl glycol phthalate;NSC 2147;KC 988;Bis(2-methoxyethyl)ester 1,2-benzenedicarboxylic acid;Di(2-methoxyethyl) phthalate

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Bis(2-methoxyethyl) phthalate Basic Attributes

282.289

282.29

204-212-6

68W8XUO221

2147

DTXSID8025094

Oily liquid|PRACTICALLY COLORLESS, OILY LIQ

2918990090

Characteristics

71.06000

0.81

Practically colorless, oily liq. Very slight.

1 x 10-6 g/cm3 @ Temp: 20 °C

-45 °C

340 °C

131.6±22.4 °C

1.501

In water, 8500 mg/L, temperature not specified

Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.

2.28X10-4 mm Hg at 25 deg C (est)

Lower flammable limit: 0.7% by volume at 440 deg F (227 deg C)

VERY SLIGHT

Henry's Law constant = 2.81X10-13 atm-cu m/mol at 25 °C (est)

Phthalate esters would be expected to have UV maxima in the 230 nm and 270 nm regions. /Phthalate esters/|... Resistance to migration from polymers, low temperature flexibility ... compatibility with polar polymers and additives over a wide range of compositions. /Phthalate esters/|Hydroxyl radical reaction rate constant = 1.95X10-11 cu cm/molec-sec at 25 °C (est)

Bis(2-methoxyethyl) phthalate|D: Other compounds that may form peroxides|Kelly

750 °F (399 °C)

Lower flammable limit: 0.7% by volume at 440 °F (227 °C)

Safety Information

NONH for all modes of transport

3

R61;R62

S53-S45

TI1400000

T:Toxic

STABLE, LESS VOLATILE THAN DIBUTYL PHTHALATE

P201-P308 + P313

H360

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.

... Can react with oxidizing materials.

USEPA; Health and Environmental Effects Profile for Phthalate Esters; (1980) ECAO-CIN-146|USEPA; Ambient Water Quality Criteria Doc: Phthalate Esters (1980) EPA 440/5-80-067|Nat'l Research Council Canada; Phthalate Esters in the Aquatic Environment (1980) NRCC No. 17583|Woodward KN (ed); Phthalate Esters: Toxicity and Metabolism (1988)|For more Special Reports (Complete) data for BIS(2-METHOXYETHYL) PHTHALATE (6 total), please visit the HSDB record page.

|Danger|H360Df: May damage the unborn child; Suspected of damaging fertility [Danger Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity]|Aggregated GHS information provided by 229 companies from 3 notifications to the ECHA C&L Inventory.

Combustible

Alcohol foam. Water or foam may cause frothing.

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

| 0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 0 - Materials that in themselves are normally stable, even under fire conditions.

Toxicity

ID50 WI-38 cells 3,500 uM

LD50 Mouse ip 2510 mg/kg|LD50 Rat ip 3735 mg/kg|LD50 Guinea pig oral 1600 mg/kg|LD50 Mouse oral 3.2-6.4 g/kg|For more Non-Human Toxicity Values (Complete) data for BIS(2-METHOXYETHYL) PHTHALATE (6 total), please visit the HSDB record page.

Bis(2-methoxyethyl) phthalate's production and use as a plasticizer, especially for cellulose acetate, and as a solvent(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 38(SRC), determined from a water solubility of 8500 mg/L(2) and a regression-derived equation(3), indicates that bis(2-methoxyethyl) phthalate is expected to have very high mobility in soil(SRC). Volatilization of bis(2-methoxyethyl) phthalate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.8X10-13 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Bis(2-methoxyethyl) phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.3X10-4 mm Hg(SRC), determined from a fragment constant method(5). Bis(2-methoxyethyl) phthalate was biodegraded 19.3% using an enzyme extracted from N. erythropolis(6), suggesting that bis(2-methoxyethyl) phthalate is susceptible to biodegradation(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 38(SRC), determined from a water solubility of 8500 mg/L(2}and a regression-derived equation(3), indicates that bis(2-methoxyethyl) phthalate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.8X10-13 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 1.4(SRC), from an estimated log Kow(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis is not expected to be an important process(SRC) based on estimated hydrolysis half-lives of 1.3 years and 49 days at pHs 7 and 8, respectively(8). Bis(2-methoxyethyl) phthalate was biodegraded 19.3% using an enzyme extracted from Nocardia erythropolis(9), suggesting that bis(2-methoxyethyl) phthalate may be susceptible to biodegradation(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bis(2-methoxyethyl) phthalate, which has an estimated vapor pressure of 2.3X10-4 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase bis(2-methoxyethyl) phthalate 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 20 hours(SRC), calculated from its rate constant of 1.9X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Bis(2-methoxyethyl) phthalate does contain chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of bis(2-methoxyethyl) phthalate with photochemically-produced hydroxyl radicals has been estimated as 1.9X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 20 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 0.16 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 1.3 years and 49 days at pH values of 7 and 8, respectively(2). Bis(2-methoxyethyl) phthalate does contain chromophores that absorb at wavelengths >290 nm(3) and therefore may be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 1.4 was calculated in fish for bis(2-methoxyethyl) phthalate(SRC), using an estimated log Kow of 1.11(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).

The Koc of bis(2-methoxyethyl) phthalate is estimated as 38(SRC), using a water solubility of 8500(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that bis(2-methoxyethyl) phthalate is expected to have very high mobility in soil.

The Henry's Law constant for bis(2-methoxyethyl) phthalate is estimated as 2.8X10-13 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that bis(2-methoxyethyl) phthalate is expected to be essentially nonvolatile from water surfaces(2). Bis(2-methoxyethyl) phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.3X10-4 mm Hg(SRC), determined from a fragment constant method(3).

SURFACE WATER: Bis(2-methoxyethyl) phthalate was found in the Inner Harbor Navigation Channel of Lake Pontchartrain, LA, in 1980, at concentrations of not detected to 0.3 ppb(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 68 workers (0 of these were female) were potentially exposed to bis(2-methoxyethyl) phthalate in the US(1). Occupational exposure to bis(2-methoxyethyl) phthalate may occur through dermal contact with this compound at workplaces where bis(2-methoxyethyl) phthalate is produced or used(SRC). Use data indicate that the general population may be exposed via inhalation and dermal contact with consumer products containing this compound(SRC).

Drug Information

di(2-methoxyethyl)phthalate

Bis(2-methoxyethyl) phthalate Use and Manufacturing

Methods of Manufacturing

Ethylene glycol monomethyl ether + phthalic anhydride (esterification)

Uses

... Plasticizer for cellulosic resins and some vinyl ester resins.|Plasticizer, especially for cellulose acetate; solvent|Molding compositions, adhesives, laminating cements, and flash bulb lacquers

Production

(1977) PROBABLY GREATER THAN 2.27X10+6 G|(1979) PROBABLY GREATER THAN 2.27X10+6 G|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5022]

Kodaflex DMEP, 99.0% min assay (ester content)

1,2-Benzenedicarboxylic acid, 1,2-bis(2-methoxyethyl) ester: ACTIVE|IN ITALY DIMETHOXYETHYL PHTHALATE IS LISTED AS BEING PERMITTED FOR USE WITH FOOD.|... /DIMETHYLGLYCOL PHTHALATE/ IMPARTS EXCELLENT LIGHT-RESISTANCE TO PLASTICS & IS EXCELLENT GELLING AGENT FOR NITROCELLULOSE, CELLULOSE ACETATE, POLYVINYL ACETATE, POLYVINYL CHLORIDE, & POLYVINYLIDENE CHLORIDE, & ALSO FOR VINYL CHLORIDE-VINYL ACETATE COPOLYMERS.|... /DIMETHYLGLYCOL PHTHALATE/ IS ONE OF THE BEST PLASTICIZERS FOR CELLULOSE ACETATE & HAS ADVANTAGE OF NOT BLEEDING, WHATEVER GRADE OF CELLULOSE ACETATE USED.|Compatible with nitrocellulose, cellulose acetate butyrate, ethyl cellulose, chlorinated rubber, polyvinyl resins and methyl methacrylate

Method: EPA-OSW 8061A; Procedure: gas chromatography with electron capture detection; Analyte: bis(2-methoxyethyl) phthalate; Matrix: groundwater, leachate, soil, sludge, and sediment; Detection Limit: 0.51 ug/L.

Computed Properties

Molecular Weight:282.29
XLogP3:1.4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:10
Exact Mass:282.11033829
Monoisotopic Mass:282.11033829
Topological Polar Surface Area:71.1
Heavy Atom Count:20
Complexity:274
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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