2,6-Di-tert-butylphenol

206.32

206.32

1841887

204-884-0

21294V58PF

1611

49175

2430|3077

DTXSID6027052

Light straw, crystalline solid|Colorless solid

29071900

20.2

4.9

White to light yellow Crystalline Solid

0.914 g/cm³ @ Temp: 20 °C

37 °C

253 °C

245 °F

1.5312

H2O: insoluble

2-8°C

<0.01 mm Hg ( 20 °C)

Flash point = 118 °C

Insoluble in water.

Phenols and Cresols

Phenols, such as DIBUTYLPHENOL, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has pKa = 9.88). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.

375 °C

III

9

UN 3145 8/PG 3

2

22-51/53-52/53-50/53-38

26-36-61-29-60

SK8265000

Xn,N,Xi

Store in an area without drain or sewer access. Separated from food and feedstuffs. See Chemical Dangers.

Stable. Incompatible with acid chlorides, acid anhydrides, bases, brass, copper, copper alloys, oxidizing agents.

P273-P501

H315-H410

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.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2016)|Combustible.

|Warning|H315 (95.92%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 1184 companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fire Extinguishing Agents Not to Be Used: Water may be ineffective. Fire Extinguishing Agents: Dry chemical, foam, carbon dioxide (USCG, 1999)|Use water spray, foam, powder, carbon dioxide.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. 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)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

Goggles or face shield; rubber gloves. (USCG, 1999)

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered plastic containers. Carefully collect remainder. Then store and dispose of according to local regulations.

Store in an area without drain or sewer access. Separated from food and feedstuffs. See Chemical Dangers.

A harmful concentration of airborne particles can be reached quickly when dispersed.

The substance is irritating to the eyes, skin and respiratory tract.

NO open flames.

PREVENT DISPERSION OF DUST!

Use local exhaust or breathing protection.

Protective gloves.

Wear safety goggles.

Wastewater from a chemical manufacturing plant in Rhode Island contained 2,6-di-tert-butylphenol at concentrations of 0.6-0.8 ppm(1).

2,6-Di-tert-butylphenol was detected in sediment cores taken downstream from a chemical manufacturing plant in Rhode Island(1). Two cores taken from near the plant had concentrations of this compound from 0.5 to 180 ppm. Two cores taken 1 km downstream had concentrations ranging from 4-760 ppm(1).

LD50 MOUSE ORAL 2995 MG/KG

2,6-Di-tert-butylphenol's production and use as an antioxidant in oils, petrol, and aviation fuels(1) or as a chemical intermediate(2) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: According to a recommended classification scheme(1), a measured Koc of 3600 determined for 2,6-di-tert-butylphenol in river sediment(2), indicates that this compound should have only slight mobility in soil(SRC). Volatilization of 2,6-di-tert-butylphenol may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 3.15X10-6 atm-cu m/mole(3,SRC). Photooxidation may be an important fate process on the soil surface; 29.5% of this compound was photomineralized over a period of 17 hours(4). Based on limited data, it seems likely that 2,6-di-tert-butylphenol will biodegrade(SRC). Conversion of 1.1% (a further 44.9% was metabolized, but not to completion)(5), 3.5%(6), and 7.7%(7) of the parent compound to CO2 by an activated sludge inoculum was reported over a 5 day time period.|AQUATIC FATE: Adsorption, volatilization, bioconcentration, and biodegradation are expected to be important fate processes for this compound in water(SRC). Following 5 days incubation with sludge, 7.7% of the initial 2,6-di-tert-butylphenol had volatilized, 46% had biodegraded, and 31.9% was adsorbed to the sludge(1). According to a recommended classification scheme(2), a measured Koc of 3600(3) determined in river sediment, indicates that 2,6-di-tert-butylphenol will adsorb to suspended solids and sediment(SRC) in the water. Mineralization of 1.1%(4), 3.5%(5), and 7.7%(6) by an activated sludge inoculum was reported over a 5 day time period; a further 44.9% was metabolized, but not to completion(4). Oxidation of this compound in the water column occurs readily, resulting in the formation of 2,6-di-tert-butylbenzoquinone(7). 2,6-Di-tert-butylphenol may volatilize from water surfaces based on an estimated Henry's Law constant of 3.15X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(8). Estimated half-lives for a model river and model lake are 17 and 130 days, respectively(9,SRC). BCF values of 800(10) and 660(1), measured in chlorella and fish, respectively, indicate that 2,6-di-tert-butylphenol does bioconcentrate in aquatic organisms, according to a suggested classification scheme(11).|ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 7.3X10-3 mm Hg at 25 °C(2,SRC) indicates that 2,6-di-tert-butylphenol will mainly exist in the vapor phase in the ambient atmosphere. Vapor-phase 2,6-di-tert-butylphenol 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 7.8 hours(3,SRC).

The rate constant for the vapor-phase reaction of 2,6-di-tert-butylphenol with photochemically produced hydroxyl radicals has been estimated as 4.9X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 7.8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). 29.5% of the applied amount of 2,6-di-tert-butylphenol was photomineralized after 17 hours of irradiation using the GSF test(absorbed phase, artificial light source)(2). 2,6-Di-tert-butylphenol was readily oxidized to 2,6-di-tert-butylbenzoquinone in river water(3). 2,6-Di-tert-butylphenol is also oxidized to 2,6-di-tert-butylbenzoquinone in river sediment at the depth where oxidizing conditions changes to reducing conditions(4).

Chlorella, a green algae, had a measured bioaccumulation factor of 800 after exposure to 50 ug/L 2,6-di-tert-butylphenol for 24 hours(1). In fish (Golden Orfe), a bioaccumulation factor of 660 was measured following exposure to 37 ug/L 2,6-di-tert-butylphenol for 3 days(2). An estimated BCF value of 3230 was calculated for 2,6-di-tert-butylphenol(SRC), using an experimental log Kow of 4.92(3) and a recommended regression-derived equation(4). According to a recommended classification scheme(5), these BCF values indicate that bioconcentration in aquatic organisms is an important fate process(SRC).

A Koc of 3600 was measured in river sediment(1). The Koc of 2,6-di-tert-butylphenol is estimated as approximately 11,000(SRC), using an experimental log Kow of 4.92(2) and a regression-derived equation(3,SRC). According to a recommended classification scheme(4), these Koc values suggest that 2,6-di-tert-butylphenol will have slight to no mobility in soil(SRC). Following 5 days incubation, 31.9% of the initial concentration of 2,6-di-tert-butylphenol was present in the non-extractable residue fraction in sludge(5).

The Henry's Law constant for 2,6-di-tert-butylphenol is estimated as 3.15X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 2,6-di-tert-butylphenol will volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 17 hours(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind volocity of 0.5 m/sec) is estimated as approximately 130 days(2,SRC). Following 5 days incubation with sludge, 7.7% of the initial 2,6-di-tert-butylphenol had volatilized(3). 2,6-Di-tert-butylphenol's Henry's Law constant(1,SRC) indicates that volatilization from moist soil may occur slowly(SRC).

SURFACE WATER: 2,6-Di-tert-butylphenol was detected in Po River, Italy at unreported concentrations(1). Rhine River water was collected in The Netherlands delta in 1989; 2,6-di-tert-butylphenol was detected at 3 of 6 locations (concentrations ranged from 0.027-0.053 ug/L)(2). River water collected downstream from a chemical manufacturing plant in Rhode Island contained 2,6-di-tert-butylphenol at concentrations of 0.001-0.006 ppm(3).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 9624 workers (245 of these are female) are potentially exposed to 2,6-di-tert-butylphenol in the USA(1).

Irritates eyes and (on prolonged contact) skin. Ingestion causes irritation of mouth and stomach. (USCG, 1999)

EYES: flush with water for at least 15 min. SKIN: wipe off, wash well with soap and water. INGESTION: induce vomiting; get medical attention. (USCG, 1999)

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

2,6-bis(tert-butyl)phenol

Cough. Sore throat.

Redness. Pain.

Redness. Pain.

Ionox 75 (Shell); Isonox 103 (Schenectady Chemicals)

All other chemical product and preparation manufacturing|Phenol, 2,6-bis(1,1-dimethylethyl)-: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

PHENOLIC ANTIOXIDANT INCL 2,6-DI-TERT-BUTYLPHENOL WERE SEPARATED & IDENTIFIED BY HIGH PERFORMANCE LIQUID CHROMATOGRAPHY.|2,6-Di-tert-butylphenol was detected in river water following filtration, XAD-2 column chromatography, and capillary GC/MS.|2,6-Di-tert-butylphenol was detected in river water following concentration, XAD-4 column chromatography, distillation/ fractionation steps, and analysis using capillary GC/MS and reversed phase HPLC.