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4-Chlorobenzophenone ( CASNO:134-85-0 )

Identification and Related Records
Name:
4-Chlorobenzophenone
CAS Registry number:
134-85-0
Iupac name:
(4-chlorophenyl)-phenylmethanone
Synonyms:
Benzophenone, 4-chloro- (8CI)
para-Chlorobenzophenone
(4-chlorophenyl)-phenyl-methanone
Benzophenone, 4-chloro-
p-CBP
Methanone, (4-chlorophenyl)phenyl-
4-Chloro-benzophenone
Methanone
EINECS(EC#):
205-160-7
Molecular Formula:
C13H9ClO
Molecular Weight:
216.67
Inchi:
InChI=1/C13H9ClO/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9H
InChIKey:
UGVRJVHOJNYEHR-UHFFFAOYSA-N
Canonical SMILES:
C1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)Cl
Chemical and Physical Properties
Appearance:
white to off-white crystalline powder
Density:
1.207 g/cm3
Melting Point:
75-77℃
Boiling Point:
195-196℃ (17 torr)
Flash Point:
143℃
Solubilities:
Insoluble
Color/Form:
Needles from alcohol
White to off-white, crystalline powder
Stability:
Stable under normal temperatures and pressures.
Storage temp:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Spectral properties:
MAX ABSORPTION (ALCOHOL): 260 NM (LOG E= 4.32)
SADTLER REFERENCE NUMBER: 13913 (IR, PRISM)
IR: 8632 (Sadtler Research Laboratories IR Grating Collection)
UV: 4051 (Sadtler Research Laboratories Spectral Collection)
1H NMR: 3260 (Sadtler Research Laboratories Spectral Collection)
MASS: 40425 (NIST/EPA/MSDC Mass Spectral Database, 1990 Version)
Computed Properties:
Molecular Weight:216.66296 [g/mol]
Molecular Formula:C13H9ClO
XLogP3:4.1
H-Bond Donor:0
H-Bond Acceptor:1
Rotatable Bond Count:2
Exact Mass:216.034193
MonoIsotopic Mass:216.034193
Topological Polar Surface Area:17.1
Heavy Atom Count:15
Formal Charge:0
Complexity:213
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:1
Feature 3D Ring Count:2
Effective Rotor Count:2
Conformer Sampling RMSD:0.6
CID Conformer Count:1
Safety and Handling
Hazard Codes:
C,Xi,Xn
Risk Statements:
R34
Safety Statements:
S24/25
Hazard Note:
Irritant
Safety:
Hazard Codes:?CorrosiveC,IrritantXi,HarmfulXn
Risk Statements: 34-36/37/38-20/21/22
R34:Causes burns.?
R36/37/38:Irritating to eyes, respiratory system and skin.?
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45-24/25-22
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.?
S24/25:Avoid contact with skin and eyes.?
S22:Do not breathe dust.
RIDADR: UN 3261 8/PG 2
WGK Germany: 2
RTECS: AM5978800
F: 19
Hazard Note: Irritant
Transport:
25kgs
Specification:
??p-Chlorobenzophenone ,?its cas register number is 134-85-0. It also can be called?4-Chlorobenzophenone ; AI3-00705 ;
?Benzophenone, 4-chloro- ; HSDB 2740 ; Methanone, (4-chlorophenyl)phenyl- ; NSC 2872 ; p-CBP ; para-Chlorobenzophenone .?p-Chlorobenzophenone (CAS NO.134-85-0) is a?white to off-white powder.
Octanol/Water Partition Coefficient:
log Kow = 3.79 (est)
Disposal Methods:
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.
Use and Manufacturing
Use and Manufacturing:
Methods of Manufacturing

4-Chlorobenzophenone is routinely prepared by employing 4-chlorobenzoyl chloride and benzene with AlCl3 as catalyst.
Biomedical Effects and Toxicity
Biomedical Effects and Toxicity:
The metabolism of clemastine, 2-(2-(1-(4-chlorophenyl)-1-phenylethoxylethyl])-1-methylpyrrolidine, has been studied in three adult male volunteers after a single oral dose of 20 mg as the fumarate. After enzymatic hydrolysis solvent extracts of urine were derivatized with N-methyl-N-trimethylsilyltrifluoroacetamide-ammonium iodide and analysed by gas chromatography-mass spectrometry. The structures of metabolites were determined on the basis of electron impact and chemical ionization mass spectra and the identities of some (e.g. carbinol, 4-chlorobenzophenone and 4-chlorophenylstyrene) were confirmed by use of authentic standards. The principal route of metabolism of clemastine in man involves direct oxidation, O-dealkylation (fission of the ether bond), aromatic hydroxylation, aliphatic oxidation, alcoholic dehydration, and then enzymatic hydrolysis. Of the total amount of metabolites excreted in the urine 35% was carbinol (metabolite M3, major metabolite), 15% was M1, 17% was M2, 11% was M4, 9% was M5, 8% was M6 and 5% was M7. [Ho CM et al; J Pharm Pharmacol 51(1): 53-9 (1999)] PubMed Abstract
Environmental Fate and Exposure Potential
Environmental Fate/Exposure Summary:
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,700(SRC), determined from a structure estimation method(2), indicates that 4-chlorobenzophenone is expected to have low mobility in soil(SRC). Volatilization of 4-chlorobenzophenone from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.4X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). 4-Chlorobenzophenone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.1X10-4 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation of 4-chlorobenzophenone in soil is expected to be slow based on 0% degradation of the structurally similar substance benzophenone after 28 days in a screening test using an activated sludge inoculum(5).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,700(SRC), determined from a structure estimation method(2), indicates that 4-chlorobenzophenone is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.4X10-6 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 25 days and 278 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 24(SRC), from an estimated log Kow of 3.79(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 4-Chlorobenzophenone absorbs light at 260 nm (UV max)(8) indicating that this substance may undergo direct photolysis in the environment(3). Biodegradation of 4-chlorobenzophenone in water is expected to be slow based on 0% degradation of the structurally similar substance benzophenone after 28 days in a screening test using an activated sludge inoculum(9).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 4-chlorobenzophenone, which has an estimated vapor pressure of 1.1X10-4 mm Hg at 25 deg C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 4-chlorobenzophenone 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 5.3 days(SRC), calculated from its rate constant of 1.4X10-6 cu cm/molecule-sec at 25 deg C(SRC) that was derived using a structure estimation method(3). 4-Chlorobenzophenone absorbs light at 260 nm (UV max)(4) indicating that this substance may undergo direct photolysis in the environment(5).
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