[ CAS No. 1016-78-0 ] {[proInfo.proName]}

Name: 1016-78-0|(3-Chlorophenyl)(phenyl)methanone|96%
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SKU: A140612
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2D 3D

Structure of 1016-78-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1016-78-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1016-78-0 ]

SDS Specification

Alternatived Products of [ 1016-78-0 ]

Product Details of [ 1016-78-0 ]

CAS No. :	1016-78-0	MDL No. :	MFCD00009816
Formula :	C₁₃H₉ClO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	CPLWKNRPZVNELG-UHFFFAOYSA-N
M.W :	216.66	Pubchem ID :	66098
Synonyms :

Calculated chemistry of [ 1016-78-0 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	61.33
TPSA :	17.07 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.75 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.43
Log Po/w (XLOGP3) :	4.05
Log Po/w (WLOGP) :	3.57
Log Po/w (MLOGP) :	3.53
Log Po/w (SILICOS-IT) :	4.04
Consensus Log Po/w :	3.52

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-4.19
Solubility :	0.0138 mg/ml ; 0.0000639 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.11
Solubility :	0.0167 mg/ml ; 0.0000772 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-5.49
Solubility :	0.000708 mg/ml ; 0.00000327 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	1.6

Safety of [ 1016-78-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1016-78-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 1016-78-0 ]
Downstream synthetic route of [ 1016-78-0 ]

[ 1016-78-0 ] Synthesis Path-Upstream 1~2

1
[ 1016-78-0 ]
[ 63012-03-3 ]

Yield	Reaction Conditions	Operation in experiment
94.4%	With sodium tetrahydroborate In tetrahydrofuran; ethanol at 20℃; for 3 h;	(1) (3-Chlorophenyl)(phenyl)methanol To a solution of 3-chlorobenzophenone (10.0 g, 46.2 mmol) in ethanol (100 ML) and THF (100 ML) was added sodium borohydride (876 mg, 23.1 mmol), the mixture was stirred at room temperature for 3 hours, and the solvent was distilled off under reduced pressure.. The residue was poured into water, and was extracted with ethyl acetate.. The extracted solution was washed with water, was dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure, to obtain the titled compound as oil. 9.53 g (94.4percent) 1H-NMR (CDCl3) δ; 2.55 (1H, d, J = 3.6 Hz), 5.80 (1H, d, J = 3.6 Hz), 7.25 to 7.40 (9H, m)

Reference： [1] Organic Letters, 2000, vol. 2, # 5, p. 659 - 661
[2] Patent: EP1437344, 2004, A1, . Location in patent: Page 48
[3] Recueil des Travaux Chimiques des Pays-Bas, 1912, vol. 31, p. 311
[4] Recueil des Travaux Chimiques des Pays-Bas, 1915, vol. 34, p. 162
[5] Recueil des Travaux Chimiques des Pays-Bas, 1919, vol. 38, p. 121
[6] Journal of the Chemical Society, 1940, p. 1011,1014
[7] Journal of the American Chemical Society, 1955, vol. 77, p. 4007,4008
[8] Journal of Organic Chemistry, 1967, vol. 32, p. 2692 - 2695
[9] Tetrahedron: Asymmetry, 1991, vol. 2, # 5, p. 339 - 342
[10] Bulletin de la Societe Chimique de France, 1994, vol. 131, # 6, p. 632 - 635
[11] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 3, p. 311 - 314
[12] Journal of Medicinal Chemistry, 1997, vol. 40, # 6, p. 851 - 857
[13] Journal of Physical Organic Chemistry, 1998, vol. 11, # 3, p. 223 - 229
[14] Chemistry - A European Journal, 2006, vol. 12, # 6, p. 1648 - 1656
[15] Archiv der Pharmazie, 2011, vol. 344, # 6, p. 402 - 410
[16] Tetrahedron, 2019, vol. 75, # 2, p. 308 - 314

2
[ 861532-09-4 ]
[ 103-73-1 ]
[ 1016-78-0 ]
[ 63012-03-3 ]

Reference： [1] Diss. <Univ. Berlin 1933> S. 31, 35,

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[ 1016-78-0 ]

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Yield	Reaction Conditions	Operation in experiment
86%	With dipotassium peroxodisulfate; silver nitrate; In water; at 25℃; for 1h;	General procedure: Potassium phenylformate (1.0 mmol), potassium arylfluoroborate (1.05 mmol),AgNO3 (0.05 mmol) and K2S2O8 (1.5 mmol) were dispersed in water (2 mL) and reacted at 25C for 1 hour.After the reaction is complete, the water is removed and the product is then separated by column chromatography.Potassium arylfluoroborate used and the results of the reaction are shown in Table 3.
86%	With 8,8'-biquinolinyl; palladium diacetate; In water; dimethyl sulfoxide; at 80℃; for 6h;Inert atmosphere;	General procedure: Arylsulfonylhydrazide (1.1 mmol), benzonitrile (1.0 mmol), palladium acetate (2 mol%) and nitrogen-containing ligand bq (3 mol%) were dispersed in DMSO (2 mL) under inert gas protection, and then added H2O (2 mmol) was heated to 80 C for 6 hours. The reaction mixture was extracted with EtOAc (5 mL) EtOAc (EtOAc)EtOAc. The mixture obtained the target product, the reaction conditions and the reaction results are shown in Table 3. The reaction formula is as follows:
81%	With bis(acetato)bis(triphenylphosphine)palladium(0); In dimethyl sulfoxide; at 60℃; under 760.051 Torr; for 12h;	General procedure: Operation: 1.2mmol of the aryl sulfonate, 1 mmol of aryl boronic acid, 2ml 0.05mmol solvent containing the catalyst is added in a round bottom flask and carbon monoxide in 1atm stirred 12 hours at 60 degrees Celsius. Completion of the reaction to room temperature, filtered off solid, extracted three times with 2mL of ether was added 1mL water, and the combined extracts were spin dry solvent, column separation derived products.

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

Yield	Reaction Conditions	Operation in experiment
94.4%	With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 20℃; for 3h;	(1) (3-Chlorophenyl)(phenyl)methanol To a solution of <strong>[1016-78-0]3-chlorobenzophenone</strong> (10.0 g, 46.2 mmol) in ethanol (100 ML) and THF (100 ML) was added sodium borohydride (876 mg, 23.1 mmol), the mixture was stirred at room temperature for 3 hours, and the solvent was distilled off under reduced pressure.. The residue was poured into water, and was extracted with ethyl acetate.. The extracted solution was washed with water, was dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure, to obtain the titled compound as oil. 9.53 g (94.4%) 1H-NMR (CDCl3) delta; 2.55 (1H, d, J = 3.6 Hz), 5.80 (1H, d, J = 3.6 Hz), 7.25 to 7.40 (9H, m)
	With sodium tetrahydroborate; In methanol; at 0℃;	General procedure: To ice-cold solution of ketone (5 mmol) in methanol (10 mL),sodium borohydride (7 mmol) was slowly added under stirring.Then, the mixture was further stirred for 1e3 h at 0C. Aftercompletion of the reaction monitored by TLC, evaporation of thesolvent and puried by a short chromatography on silica gel to givealcohols.

50%		General procedure: Was added 0.0136g (0.1mmol) p-toluic acid, 0.0450g (0.3mmol) of benzoyl formic acid in 10mL pressure reaction tube, 0.0033g (0.01mmol) palladium trifluoroacetate, 0.0689g (0.25mmol) silver carbonate , 0.0164g (0.2mmol) of anhydrous sodium acetate, ImL ethylene glycol dimethyl ether, the reaction mixture was stirred under a sealed condition 150 deg.] C 28 hours, cooled to room temperature after completion of the reaction, was added 0.0159g (0.2mmol) CuO, 0.2mL N, N- dimethylformamide, stirred under confined conditions 150 28 hours the reaction, by column chromatography on silica gel catalyst was removed by filtration and the salts, by thin layer chromatography to give 3-methyl benzophenone, which The yield was 55%, and structural characterization data are as follows:
		EXAMPLE 4 To a suspension of 6.4 g. (0.266 mole) of magnesium turnings in 50 ml. of tetrahydrofuran was added dropwise 51 g. (0.268 mole) of 3-bromochlorobenzene in 100 ml. of dried tetrahydrofuran and the mixture refluxed for one hour. The cooled reaction mixture was added to 27.4 g. (0.266 mole) of benzonitrile in 100 ml. of tetrahydrofuran and refluxed for one hour. The reaction mixture was poured carefully into 100 ml. of ice/water and 10 ml. of concentrated sulfuric acid and heated on a steam bath for 30 minutes. The solution was cooled, extracted with ether, washed with water and 5% sodium bicarbonate solution, dried, evaporated and chromatographed to give 3-chlorobenzophenone (recrystallized from methanol), m.p. 83 C.

[ CAS No. 1016-78-0 ] {[proInfo.proName]}

Quality Control of [ 1016-78-0 ]

Related Doc. of [ 1016-78-0 ]

Product Details of [ 1016-78-0 ]

Calculated chemistry of [ 1016-78-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1016-78-0 ]

Application In Synthesis of [ 1016-78-0 ]

[ 1016-78-0 ] Synthesis Path-Upstream 1~2

[ 1016-78-0 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 1016-78-0 ]

Aryls

Chlorides

Ketones

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1016-78-0 ]