2-(2-Hexyloxyethoxy)ethanol

log Kow = 1.70

1.70

1.7

0.9346 at 68 °F (USCG, 1999) - Less dense than water; will float

0.9346 at 25 °C/4 °C

Relative density (water = 1): 0.935

0.935 @25 °C

In water, 17,000 mg/L at 20 °C

Solubility in water, g/100ml at 20 °C: 1.7

285 °F (USCG, 1999)

Flash point equals 285 °F

271 °F (OPEN CUP)

140.6 °C o.c.

498.4 °F at 760 mmHg (USCG, 1999)

boiling point equals 498 ° F

258 °C at 760 mm Hg; 192 °C at 100 mm Hg

259.1 °C

259.1 °C @760 [mm Hg]

-27.4 °F (USCG, 1999)

-28 °C

-33.3 °C

-33.3 °C

Danger

H312: Harmful in contact with skin [Warning Acute toxicity, dermal]

P264+P265, P280, P302+P352, P305+P354+P338, P317, P321, P362+P364, and P501 (click each P-code to see the statement)

Danger

H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]

P261, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Chemical: Ethanol, 2-[2-(hexyloxy)ethoxy]-

Ethanol, 2-[2-(hexyloxy)ethoxy]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanol, 2-[2-(hexyloxy)ethoxy]- 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)

REACH registered substance: 2-(2-hexyloxyethoxy)ethanol (EC: 203-988-3)

Diethylene glycol mono-N-hexyl ether: Does not have an individual approval but may be used under an appropriate group standard

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire. (USCG, 1999)

Combustible.

A skin and eye irritant; [CAMEO] Acute health effects are not expected unless workers are exposed to mist or heated liquid; [CHEMINFO] Dermal LD50 (rabbits) = 2000 mg/kg; In oral or dermal doses > 800-1000 mg/kg/day, causes CNS depression, liver and kidney injury, but no significant developmental toxicity; No effects on fertility at 1000 mg/kg/day; [Reference #1] See GLYCOL ETHERS.

Ethers, such as DIETHYLENE GLYCOL N-HEXYL 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.

Fire Extinguishing Agents Not to Be Used: Water.

Use water spray, powder, foam, carbon dioxide.

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. Give one or two glasses of water to drink.

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.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

...BECAUSE OF ITS TOXICITY, /IT/ SHOULD BE HANDLED WITH CARE & CAUTION TO PREVENT EYE CONTACT. IT WOULD SEEM WISE ALSO TO EXERCISE CARE TO AVOID PROLONGED OR REPEATED INHALATION EXPOSURE, ESP IF IT IS HANDLED HOT OR IF OPERATIONS CALL FOR AGITATED OR NEBULIZATION SO THAT FOG OR MIST IS GENERATED.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 200(SRC), determined from a log Kow of 1.70(2) and a regression-derived equation(3), indicates that diethylene glycol hexyl ether is expected to have moderate mobility in soil(SRC). Volatilization of diethylene glycol hexyl ether from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.7X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 1.18X10-3 mm Hg(4), and water solubility, 1.7X10+4 mg/L(5). Diethylene glycol hexyl ether is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Biodegradation of diethylene glycol hexyl ether may take place based on a study using pure culture Pseudomonas sp 4-5-3 which degraded diethylene glycol hexyl ether 34% in 7 days at 30 °C(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 200(SRC), determined from a log Kow of 1.70(2) and a regression-derived equation(3), indicates that diethylene glycol hexyl ether is 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 1.7X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 1.18X10-3 mm Hg(4), and water solubility, 1.7X10+4 mg/L(5). According to a classification scheme(6), an estimated BCF of 4(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation of diethylene glycol hexyl ether may take place based on a study using pure culture Pseudomonas sp 4-5-3 which degraded diethylene glycol hexyl ether 34% in 7 days at 30 °C(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diethylene glycol hexyl ether, which has an estimated vapor pressure of 1.18X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diethylene glycol hexyl 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 9.5 hours(SRC), calculated from its rate constant of 4.0X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Alcohols and ethers do not contain chromophores that absorb at wavelengths >290 nm and therefore diethylene glycol hexyl ether is not expected to be susceptible to direct photolysis by sunlight(4).

Redness. Pain.

Redness. Pain.

Abdominal pain. Nausea. Vomiting. Diarrhoea.

The Koc of diethylene glycol hexyl ether is estimated as 200(SRC), using a log Kow of 1.70(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that diethylene glycol hexyl ether is expected to have moderate mobility in soil(SRC).

/SIGNS AND SYMPTOMS/ IT IS MILDLY TO MODERATELY IRRITATING TO THE SKIN BUT SHOULD CAUSE NO SERIOUS INJURY UNLESS THE EXPOSURE IS PROLONGED & SEVERE.

/SIGNS AND SYMPTOMS/ 1. CENTRAL NERVOUS DEPRESSION... 3. NAUSEA, VOMITING, & SOMETIMES DIARRHEA. 4. ...HEADACHE. LATER ABDOMINAL & LUMBAR PAIN & COSTOVERTEBRAL ANGLE TENDERNESS. 5. TRANSIENT POLYURIA & THEN OLIGURIA, PROGRESSING TO ANURIA. 6. ACUTE RENAL FAILURE... /DIETHYLENE GLYCOL & ITS MONOETHERS/

/SIGNS AND SYMPTOMS/ ... PATHOLOGICAL LESIONS MAY APPEAR IN BRAIN, LUNGS, LIVER, MENINGES & HEART. /DIETHYLENE GLYCOL & ITS MONOETHERS/

An estimated BCF of 4 was calculated in fish for diethylene glycol hexyl ether(SRC), using a log Kow of 1.70(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 Henry's Law constant for diethylene glycol hexyl ether is estimated as 1.7X10-8 atm-cu m/mole(SRC) derived from its vapor pressure, 1.18X10-8 mm Hg(1), and water solubility, 1.7X10+4 mg/L(2). This Henry's Law constant indicates that diethylene glycol hexyl ether is expected to be essentially nonvolatile from water surfaces(3). Diethylene glycol hexyl ether is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

/LABORATORY ANIMALS: Acute Exposure/ RATS EXPOSED TO ESSENTIALLY SATURATED VAPORS GENERATED AT ROOM TEMPERATURE FOR 8 HR EXPERIENCED NO SIGNIFICANT ILL EFFECTS & ALL SURVIVED.[Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V7 209]

/LABORATORY ANIMALS: Acute Exposure/ IT IS SEVERELY IRRITATING TO THE EYE AND MAY CAUSE MARKED CORNEAL INJURY WHICH MAY BE SLOW IN HEALING.[Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V7 208]

/LABORATORY ANIMALS: Acute Exposure/ The acute handling hazards of /diethylene glycol monohexyl ether (DGHE)/ was investigated. Acute peroral LD50 values in the rat were ... 4.92 mL/kg (males) and 3.73 mL/kg (females). Acute percutaneous LD50 values in the rabbit were 2.14 mL/kg (males) and 2.37 mL/kg (females). There were neither deaths nor signs of toxicity or irritancy during or following a 6-hr exposure of rats to a statically generated substantially saturated vapor atmosphere from ... DGHE at ambient temperature. Occluded dermal application with 0.5 ml test material for 4-hr in rabbits produced moderate inflammation of several days duration, and half of the animals developed necrosis; ... there was minor erythema and edema of about 24-hr duration. In the more demanding conditions of the acute percutaneous toxicity study (24-hr occlusions with up to 4.0 mL/kg) ... DGHE produced persistent erythema, edema, necrosis, and ecchymoses. Rabbit eye irritation studies showed severe effects (conjunctivitis and corneal injury).[Ballantyne B and Myers RC; Vet Hum Toxicol 29 (5): 361-6 (1987)]

/GENOTOXICITY/ Diethylene glycol monohexyl ether (DEGHE) was investigated for the potential to produce genotoxic effects using three in vitro and two in vivo tests. No mutagenic activity occurred in either the absence or presence of metabolic activation with a Salmonella typhimurium reverse assay using strains TA98, TA100, TA1535, TA1537 and TA1538. In a Chinese hamster ovary (CHO) forward gene mutation test (HGPRT locus) there was an increase in the mutation frequencies, which were relatively small compared with the solvent control values, somewhat inconsistent between duplicate cultures and occurred particularly in the presence of metabolic activation. Linear regression analysis indicated a marginally significant trend for dosage versus mutation frequency, suggesting that DEGHE was weakly positive in this test. A sister chromatid exchange test in CHO cells showed no significant dosage-related effects in the presence or absence of metabolic activation. A peripheral blood micronucleus test in mice by dosing with an ip injection of DEGHE did not show any potential for DEGHE to increase the incidence of micronucleated polychromatophilic erythrocytes. In a first femoral bone marrow chromosome aberration test in the rat by peroral dosing, DEGHE did not cause any increase in aberrations for 12-hr and 24-hr samples with males and females or with females at 48-hr sampling. However, with males at 48 hr the two lowest doses showed an increased number of aberrations, but not at the high doses. A repeat study in males with a larger number of doses and 24-h and 48-h samples did not replicate this finding. It is concluded that DEGHE may have limited weak mutagenic activity in vitro but is devoid of clastogenic potential.[Ballantyne B and Vergnes JS; J Appl Toxicol 21 (6): 449-60 (2001)]

The rate constant for the vapor-phase reaction of diethylene glycol hexyl ether with photochemically-produced hydroxyl radicals has been estimated as 4.0X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9.5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Diethylene glycol hexyl ether is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Alcohols and ethers do not contain chromophores that absorb at wavelengths >290 nm and therefore diethylene glycol hexyl ether is not expected to be susceptible to direct photolysis by sunlight(3).

Used as a solvent for coatings and degreasing; [HSDB]

Metal Degreasing [Category: Clean]

High-boiling solvent

SOLVENT (EG, FOR SURFACE COATINGS & CLEANING SOLNS)

2023: 1,000,000 - <8,500,000 lb

(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS

(1981) PROBABLY GREATER THAN 4.54X10+6 GRAMS

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5440]

(2006): 1,612 million lb annual capacity /Glycol ethers/

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

REACTION OF ETHYLENE OXIDE WITH 1-HEXANOL (PRODUCT IS ISOLATED FROM THE REACTION MIXT BY VACUUM DISTILLATION); REACTION OF DIETHYLENE GLYCOL WITH 1-HEXANOL

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. /Ethylene Glycol Monoethers/

EPA Safer Chemical Functional Use Classes -> Solvents

Safer Chemical Classes -> Yellow triangle - The chemical has met Safer Choice Criteria for its functional ingredient-class, but has some hazard profile issues

All Other Basic Organic Chemical Manufacturing

Ethanol, 2-[2-(hexyloxy)ethoxy]-: ACTIVE