Chloroacetic anhydride

170.97900

170.98

208-794-2

8Q7TXH7R5F

71207

PRISMS FROM BENZENE|Colorless to slightly yellow crystals

2915900090

43.37000

0.53380

brownish semi-transparent crystals

1.5494 g/cm³ @ Temp: 20 °C

46 °C

203 °C @ Press: 760 Torr

143ºC

1.456

Freely sol in ether, chloroform; slightly sol in benzene; practically insol in cold petroleum ether

<0.75 mm Hg ( 20 °C)

Pungent odor

Hydrolyzes with water to chloroacetic acid

II

8

UN 3261

3

R23/24/25; R35

S22-S36/37/39

T

P280-P301 + P310-P305 + P351 + P338-P310

H301-H314-H317

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.

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P272, P273, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P333+P313, P361, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 48 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

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.

IRRITATING TO SKIN & EYES, MODERATELY TOXIC BY INHALATION.

Chloroacetic anhydride's production and use in N-acetylation of amino acids in alkaline solution(1) and its use as an intermediate for cellulose chloroacetate(1) may result in its release to the environment through various waste streams.

TERRESTRIAL FATE: A base-catalyzed second-order hydrolysis rate constant of 1.9X10+5 L/mole-sec(SRC) estimated using a structure estimation method(2); corresponding to half-lives of 37 and 4 seconds at pH values of 7 and 8, respectively(1). Therefore, chloroacetic anhydride will not adsorb to soil nor volatilize from moist soil due to this rapid reaction with water. Chloroacetic anhydride is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.72X10-2 mm Hg(2).|AQUATIC FATE: A base-catalyzed second-order hydrolysis rate constant of 1.9X10+5 L/mole-sec(SRC) was estimated using a structure estimation method(1); this corresponds to half-lives of 37 and 4 seconds at pH values of 7 and 8, respectively(1). This hydrolysis rate indicates that chloroacetic anhydride will react rapidly with water and will not adsorb to suspended solids or sediment, volatilize, or bioconcentrate(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), chloroacetic anhydride, which has a vapor pressure of 3.72X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase chloroacetic anhydride 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 73 days(SRC), calculated from its rate constant of 2.2X10-11 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3).

The rate constant for the vapor-phase reaction of chloroacetic anhydride 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). This corresponds to an atmospheric half-life of about 73 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 1.9X10+5 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 37 and 4 seconds at pH values of 7 and 8, respectively(2).

An estimated BCF of 3 was calculated for chloroacetic anhydride(SRC), using an estimated log Kow of -0.07(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low. Bioconcentration is unlikely to occur due to an estimated base-catalyzed second-order hydrolysis rate constant of 1.9X10+5 L/mole-sec(SRC) which corresponds to half-lives of 37 and 4 seconds at pH values of 7 and 8, respectively(4).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for chloroacetic anhydride can be estimated to be 3(SRC). According to a classification scheme(2), this estimated Koc value suggests that chloroacetic anhydride is expected to have very high mobility. An estimated base-catalyzed second-order hydrolysis rate constant of 1.9X10+5 L/mole-sec(SRC) which corresponds to half-lives of 37 and 4 seconds at pH values of 7 and 8, respectively(3) will make it unlikely for chloroacetic anhydride to be mobile.

The Henry's Law constant for chloroacetic anhydride is estimated as 4.42X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that chloroacetic anhydride could volatilize from water surfaces(2) if it did not hydrolyze. A base-catalyzed second-order hydrolysis rate constant of 1.9X10+5 L/mole-sec(SRC) which corresponds to half-lives of 37 and 4 seconds at pH values of 7 and 8, respectively(4), makes chloroacetic anhydride very susceptible to hydrolysis. Chloroacetic anhydride is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.72X10-2 mm Hg(3).

Occupational exposure to chloroacetic anhydride may occur through inhalation and dermal contact with this compound at workplaces where chloroacetic anhydride is produced or used. (SRC)

IRRITATING TO SKIN & EYES, MODERATELY TOXIC BY INHALATION.

chloroacetic anhydride

Acetic acid, 2-chloro-, 1,1'-anhydride: ACTIVE