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Chlorobutanol

Chlorobutanol structure

Chlorobutanol 

structure

Description

Crystalline solid with a camphor-like odorand taste; sublimes; mp 97°C (206°F)(hemihydrate 78°C (172°F)); bp 167°C(332°F); soluble in water and organic solvents..


1-chlorobutan-2-ol is a secondary alcohol that is butan-2-ol in which one of the methyl hydrogen atoms is substituted by chlorine. It has a role as a human metabolite. It is an organochlorine compound, a secondary alcohol and a volatile organic compound.

Chlorobutanol Basic Attributes

177.46

175.95600

213-175-5

DTXSID20338216

2905143000

Characteristics

20.23000

2.12750

Colorless crystals

1.404g/cm3

97ºC

167ºC at 760 mmHg

100 °C

1.491

0.05 M

0.574mmHg at 25°C

Camphor odor

Camphor taste

Safety Information

R22;R36/37/38

26-36/37/39

Xn

EMPLOYED IN SOLN @ PH 5 OR LOWER, WHICH IS STABLE FOR AT LEAST MANY MO

P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501

H226

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|H227 (100%): Combustible liquid [Warning Flammable liquids]|P210, P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Toxicity

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4(SRC), determined from a structure estimation method(2), indicates that butylene chlorohydrin is expected to have very high mobility in soil(SRC). Volatilization of butylene chlorohydrin from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.2X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of butylene chlorohydrin from dry soil surfaces may exist based upon an estimated vapor pressure of 2.2 mm Hg(SRC), determined from a fragment constant method(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3.78(SRC), determined from a structure estimation method(2), indicates that butylene chlorohydrin is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected to be slow(3) based upon an estimated Henry's Law constant of 2.2X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 11 days and 129 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 1(SRC), from an estimated log Kow of 1(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), butylene chlorohydrin, which has an estimated vapor pressure of 2.2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 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 2.18 days(SRC), calculated from its rate constant of 5.04X10-12 cu cm/molecule-sec at 25 °C(3).

The rate constant for the vapor-phase reaction of butylene chlorohydrin with photochemically-produced hydroxyl radicals has been estimated as 5.04X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Butylene chlorohydrin is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum.

An estimated BCF of 1 was calculated for butylene chlorohydrin(SRC), using an estimated log Kow of 1(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.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for butylene chlorohydrin can be estimated to be about 4(SRC). According to a classification scheme(2), this estimated Koc value suggests that butylene chlorohydrin is expected to have very high mobility in soil.

The Henry's Law constant for butylene chlorohydrin is estimated as 2.2X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that butylene chlorohydrin is expected to volatilize slowly from water surfaces(2). 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)(2) is estimated as 11 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 129 days(SRC). Butylene chlorohydrin's estimated Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of butylene chlorohydrin from dry soil surfaces may exist(SRC) based upon an estimated vapor pressure of 2.2 mm Hg(3).

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

Chlorobutanol Use and Manufacturing

Pharmaceutic aid (antimicrobial agent). Chlorobutanol is used as a plasticizer forcellulose esters, as a preservative for hypodermic solutions, and in veterinary medicineas a mild sedative and antiseptic.1,1,1-Trichloro-2-methyl-2-propanol is a white crystallinesolid with a camphorlike aroma. It occurs in an anhydrousform and a hemihydrate form, both of which sublime at roomtemperature and pressure. Chlorobutanol is slightly soluble inwater and soluble in alcohol and in organic solvents.
C

Computed Properties

Molecular Weight:108.57
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:108.0341926
Monoisotopic Mass:108.0341926
Topological Polar Surface Area:20.2
Heavy Atom Count:6
Complexity:30.7
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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