[ CAS No. 595-91-5 ] {[proInfo.proName]}

Name: 595-91-5|2,2,2-Triphenylacetic acid|97%
Brand: Ambeed
SKU: A567510
Price: 6.0 USD
Availability: InStock
Rating: 91 (25 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 595-91-5

Structure of 595-91-5 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

For Research Only 120K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 595-91-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 595-91-5 ]

SDS Specification

Alternatived Products of [ 595-91-5 ]

Product Details of [ 595-91-5 ]

CAS No. :	595-91-5	MDL No. :	MFCD00004185
Formula :	C₂₀H₁₆O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DCYGAPKNVCQNOE-UHFFFAOYSA-N
M.W :	288.34	Pubchem ID :	68992
Synonyms :

Calculated chemistry of [ 595-91-5 ] Expand+

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	18
Fraction Csp3 :	0.05
Num. rotatable bonds :	4
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	86.84
TPSA :	37.3 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.99 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.47
Log Po/w (XLOGP3) :	4.32
Log Po/w (WLOGP) :	4.11
Log Po/w (MLOGP) :	4.36
Log Po/w (SILICOS-IT) :	4.3
Consensus Log Po/w :	3.91

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-4.69
Solubility :	0.00588 mg/ml ; 0.0000204 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.82
Solubility :	0.00439 mg/ml ; 0.0000152 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-6.85
Solubility :	0.000041 mg/ml ; 0.000000142 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.36

Safety of [ 595-91-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335-H413	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 595-91-5 ]

* 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 [ 595-91-5 ]
Downstream synthetic route of [ 595-91-5 ]

[ 595-91-5 ] Synthesis Path-Upstream 1~2

1
[ 595-91-5 ]
[ 503070-58-4 ]

Yield	Reaction Conditions	Operation in experiment
93%	Stage #1: With ammonium hydroxide In ethanol; dichloromethane; water at 0 - 5℃; Stage #2: at 20 - 40℃;	Dichloromethane (256 mL) was mixed with water (256 mL), the formed mixture was cooled to 0 °C, followed by addition of Vilanterol L-tartrate (32 g, obtained by 10 procedure in Example 21 ) and EtOH (64 mL). Afterwards, 25percent aq. solution of ammonia (34 mL) was then added drop wise to the stirred mixture. Temp, during the addition was kept below 5 °C. The water phase was separated, and extracted with additional DCM (128 mL) . Combined organic extracts were warmed to temp. 20-25 °C mixed with MTBE (220 mL), EtOH (64 mL). The obtained mixture was then washed with water (3 x 15 220 mL). Afterwards, the obtained organic extract was mixed with triphenylacetic acid ( 14.5 g) and stirred until complete dissolution at temp. 20-25°C. Then EtOH (96 mL) was added and the mixture was heated by setting the temp, of the reactor jacket to 40°C. Part of DCM solvent was distilled off under vacuum to residual approximate volume 220 mL, The mixture was then cooled to 25°C, followed by addition of MTBE 20 (256 mL). The mixture was stirred at 20-25 °C for 1 hour then cooled to -5 °C and for additional 2 hours. The product was separated by filtration, washed with cold MTBE and dried under inert gas and room temp. Isolated yield 93percent, chemical purity 99.8percent, optical purity 99.93percent

Reference： [1] Patent: WO2017/1907, 2017, A1, . Location in patent: Page/Page column 12; 30

2
[ 503068-34-6 ]
[ 595-91-5 ]
[ 503070-58-4 ]

Reference： [1] Journal of Medicinal Chemistry, 2010, vol. 53, # 11, p. 4522 - 4530
[2] Patent: WO2017/1907, 2017, A1, . Location in patent: Page/Page column 12; 28

Recommend Products

Same Skeleton Products

Related Products

Isomers

Technical Information

• Acids Combine with Acyl Halides to Produce Anhydrides • Acyl Chloride Hydrolysis • Amide Hydrolysis • Amide Hydrolysis • Anhydride Hydrolysis • Arndt-Eistert Homologation • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Carbonation of Organometallics • Carboxylate Salt Formation • Carboxylic Acids React with Alcohols to Form Esters • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conversion of Amino with Nitro • Decarboxylation of Substituted Propanedioic • Deprotection of Cbz-Amino Acids • Deprotonation of Methylbenzene • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Esters Hydrolyze to Carboxylic Acids and Alcohols • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Hunsdiecker-Borodin Reaction • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Nitration of Benzene • Nitriles Hydrolyze to Carboxylic Acids • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Aldehydes Furnishes Carboxylic Acids • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Primary Alcohols Furnishes Carboxylic Acids • Passerini Reaction • Peptide Bond Formation with DCC • Periodic Acid Degradation of Sugars • Preparation of Alkylbenzene • Preparation of Amines • Preparation of Carboxylic Acids • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Sulfonation of Benzene • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Conversion of Carboxylic Acids into Acyl Halides • The Nitro Group Conver to the Amino Function • Ugi Reaction • Vilsmeier-Haack Reaction

Historical Records

Related Functional Groups of
[ 595-91-5 ]

Aryls

[ 117-34-0 ]

2,2-Diphenylacetic acid

Similarity: 0.97

[ 37828-19-6 ]

1-Phenylcyclobutanecarboxylic acid

Similarity: 0.95

[ 6120-95-2 ]

1-Phenylcyclopropanecarboxylic acid

Similarity: 0.95

[ 1135-67-7 ]

1-Phenylcyclohexanecarboxylic acid

Similarity: 0.95

[ 80789-75-9 ]

1-(p-Tolyl)cyclopentanecarboxylic acid

Similarity: 0.95

Carboxylic Acids

[ 117-34-0 ]

2,2-Diphenylacetic acid

Similarity: 0.97

[ 37828-19-6 ]

1-Phenylcyclobutanecarboxylic acid

Similarity: 0.95

[ 6120-95-2 ]

1-Phenylcyclopropanecarboxylic acid

Similarity: 0.95

[ 1135-67-7 ]

1-Phenylcyclohexanecarboxylic acid

Similarity: 0.95

[ 80789-75-9 ]

1-(p-Tolyl)cyclopentanecarboxylic acid

Similarity: 0.95

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	Inquiry	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]}	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]}	{[ item.pr_usastock ]}		{[ item.pr_chinastock ]}	{[ item.pr_remark ]}

Yield	Reaction Conditions	Operation in experiment
96%	With potassium 12-tungstocobaltate(III) In water; acetonitrile for 0.2h; Microwave irradiation;
95%	With 1H-imidazole; C₁₇H₁₆ClMnN₂O₂; tetrabutylammonium periodite In chloroform at 20℃; for 0.333333h;
88%	With oxygen; mercury(II) oxide In methanol; acetonitrile at 25℃; UV-irradiation;

Yield	Reaction Conditions	Operation in experiment
100%	In acetonitrile at 50℃;
99%	With water at 250℃; for 14h;
28%	Stage #1: triphenylacetic acid With methyllithium Inert atmosphere; Stage #2: Acidic conditions; Inert atmosphere;

Yield	Reaction Conditions	Operation in experiment
100%	With thionyl chloride at 89.85℃; for 2h;
100%	With thionyl chloride; N,N-dimethyl-formamide for 3h; Heating;
100%	With oxalyl dichloride In dichloromethane at 20℃; for 7.5h;	4 6-Alkyl/Aralkyl-3,5-diamino-1,2,4-triazine compounds - Procedure [41; Triphenylacetyl chloride [3; R1=R2=R3 = Ph]; A stirred mixture of triphenylacetic acid (217g; 0.075mol) and dry dimethylformamide (2 drops) in dry dichloromethane (100cm3) was treated with oxalyl chloride (14g; 0.11 mol) which was added in 4 approximately equal portions over ~25minut.es. The mixture was stirred at 35° until evolution of hydrogen chloride had ceased (~4hrs). The resulting colourless solution was evaporated in vacuo at 40° to constant weight to give the title compound as a colourless crystalline solid.Yield = 23.24g (100.0%)The product was used directly in next stage.

100%	With oxalyl dichloride In dichloromethane at 35℃; for 4.41667h;	A stirred mixture of triphenylacetic acid (21.7g; 0.075mol) and dry dimethylformannide (2 drops) in dry dichloromethane (100cm3) was treated with oxalyl chloride (14g; 0.11 mol) which was added in 4 approximately equal portions over ~25 minutes. The mixture was stirred at 35° until evolution of hydrogen chloride had ceased (~4hrs). The resulting colourless solution was evaporated in vacuo at 40° to constant weight to give the title compound as a colourless crystalline solid. Yield = 23.24g (100.0%). The product was used directly in next stage.
100%	With oxalyl dichloride In dichloromethane at 35℃; for 4.41667h;	A stirred mixture of triphenylacetic acid (21.7g; 0.075mol) and dry dimethylformannide (2 drops) in dry dichloromethane (100cm3) was treated with oxalyl chloride (14g; 0.1 1 mol) which was added in 4 approximately equal portions over ~25minutes. The mixture was stirred at 35° until evolution of hydrogen chloride had ceased (~4hrs). The resulting colourless solution was evaporated in vacuo at 40° to constant weight to give the title compound as a colourless crystalline solid. Yield = 23.24g (100.0%). The product was used directly in next stage.
32%	With thionyl chloride In tetrahydrofuran for 6h; Heating;
	With phosphorus(V) chloride; trichlorophosphate
	With thionyl chloride
	With thionyl chloride for 3h; Heating;
	With thionyl chloride for 12h; Heating;
	With thionyl chloride In tetrahydrofuran for 2h; Heating;
	With oxalyl dichloride; N,N-dimethyl-formamide
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 12h;
	With thionyl chloride; N,N-dimethyl-formamide for 8h; Heating;
	With thionyl chloride; N,N-dimethyl-formamide for 4h; Heating;
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane
	With thionyl chloride; N,N-dimethyl-formamide In toluene at 80℃; for 3h;
	With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide for 4h; Reflux;
	With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;
	With phosphorus(V) chloride In chloroform-d1 at 20℃; for 2h;
	With phosphorus(V) chloride In dichloromethane-d2 at 20℃; for 3h; Inert atmosphere;
	With thionyl chloride at 80℃; for 2.5h; Inert atmosphere;
	With thionyl chloride In N,N-dimethyl-formamide; toluene at 80℃; for 3h;
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 3.66667h; Inert atmosphere;
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 8h; Inert atmosphere; Cooling with ice;
	With thionyl chloride In tetrahydrofuran for 1h; Inert atmosphere; Schlenk technique; Reflux;

[ CAS No. 595-91-5 ] {[proInfo.proName]}

Quality Control of [ 595-91-5 ]

Related Doc. of [ 595-91-5 ]

Product Details of [ 595-91-5 ]