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792-74-5

Basic Information
CAS No.: 792-74-5
Name: Biphenyl dimethyl dicarboxylate
Article Data: 130
Molecular Structure:
Molecular Structure of 792-74-5 (Biphenyl dimethyl dicarboxylate)
Formula: C16H14O4
Molecular Weight: 270.285
Synonyms: Biphenyl 4,4-dimethyl dicarboxylate;4,4'-Biphenyldicarboxylicacid, dimethyl ester (6CI,7CI,8CI);[1,1'-Biphenyl]-4,4'-dicarboxylic acid, dimethylester (9CI);4,4'-Bis(methoxycarbonyl)biphenyl;Dimethyl4,4'-biphenyldicarboxylate;Dimethyl [1,1'-biphenyl]-4,4'-dicarboxylate;Biphenyl dimethyl dicarboxylate;
EINECS: 212-341-4
Density: 1.172 g/cm3
Melting Point: 213-215 °C(lit.)
Boiling Point: 407 °C at 760 mmHg
Flash Point: 204.7 °C
Solubility: Insoluble in water.
Appearance: White or cream crystalline powder
Safety: 22-24/25
PSA: 52.60000
LogP: 2.92680
Synthetic route
619-44-3

methyl 4-iodobenzoate

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With caesium carbonate; hydroquinone; palladium diacetate In N,N-dimethyl acetamide at 75℃; for 2h; Ullmann coupling;99%
With dipotassium hydrogenphosphate; digold(I)bis(diphenylphosphinomethane)dichloride; triethylamine In methanol; acetonitrile at 20℃; for 16h; Inert atmosphere; UV-irradiation;91%
With Palladacycle; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; for 12h;76%
619-42-1

4-methoxycarbonylphenyl bromide

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With (1E,2E)-N1,N2-bis(2,6-dimethylphenyl)ethane-1,2-diimine; nickel dibromide; zinc In tetrahydrofuran at 70℃; for 10h; Inert atmosphere;99%
With Ni(acetylacetate)2; 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclo-hexadiene In toluene at 80℃; for 18h;96%
With sodium hydroxide; triethylammonium formate; zinc In methanol for 3h; Heating;95%
161497-18-3

methyl 4-(methanesulfonyloxy)benzoate

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With tetraethylammonium iodide; zinc; bis(triphenylphosphine)nickel(II) chloride In tetrahydrofuran at 67℃; for 10h;99%
bis(triphenylphosphine)nickel(II) chloride; tetraethylammonium iodide; zinc In tetrahydrofuran 1.) r.t., 5 min, 2.) 67 deg C, 10 h; Yield given;
905966-40-7

methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate

1126-46-1

Methyl 4-chlorobenzoate

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With palladium diacetate; cesium fluoride; CyJohnPhos In 1,4-dioxane at 25℃; Inert atmosphere;99%
With potassium phosphate tribasic hydrate; NiIICl(1-naphthyl)(tricyclohexylphosphine)2; tricyclohexylphosphine In tetrahydrofuran at 23℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Sealed tube;97%
With cesium fluoride; palladium diacetate; CyJohnPhos In 1,4-dioxane at 25℃; for 18h; Product distribution / selectivity;96%
With potassium phosphate; (1,2-bis(diphenylphosphino)ethane)nickel(II) chloride; 1,2-bis-(diphenylphosphino)ethane In 1,4-dioxane at 110℃; for 18h; Suzuki-Miyaura cross-coupling; Inert atmosphere;67%
905966-40-7

methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate

619-42-1

4-methoxycarbonylphenyl bromide

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With potassium phosphate tribasic hydrate; NiIICl(1-naphthyl)(tricyclohexylphosphine)2; tricyclohexylphosphine In tetrahydrofuran at 23℃; for 20h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Sealed tube;99%
With potassium phosphate; (1,2-bis(diphenylphosphino)ethane)nickel(II) chloride; 1,2-bis-(diphenylphosphino)ethane In 1,4-dioxane at 110℃; for 18h; Suzuki-Miyaura cross-coupling; Inert atmosphere;79%
905966-40-7

methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate

161497-18-3

methyl 4-(methanesulfonyloxy)benzoate

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); potassium phosphate; tricyclohexylphosphine In tetrahydrofuran at 25℃; for 4h; Inert atmosphere;99%
With potassium phosphate tribasic hydrate; NiIICl(1-naphthyl)(tricyclohexylphosphine)2; tricyclohexylphosphine In tetrahydrofuran at 23℃; for 1.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Sealed tube;97%
With potassium phosphate; trans-chloro(1-naphthyl)bis-(triphenylphosphine)nickel(II); tricyclohexylphosphine In tetrahydrofuran at 25℃; for 12h; Suzuki coupling; Inert atmosphere;95%
With bis(1,5-cyclooctadiene)nickel (0); cesium fluoride; tricyclohexylphosphine In toluene at 120℃; for 24h;20%
905966-40-7

methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate

619-44-3

methyl 4-iodobenzoate

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With potassium phosphate tribasic hydrate; NiIICl(1-naphthyl)(tricyclohexylphosphine)2; tricyclohexylphosphine In tetrahydrofuran at 23℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Sealed tube;98%
619-42-1

4-methoxycarbonylphenyl bromide

99768-12-4

4-methoxycarbonylphenylboronic acid

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 80℃; for 10h; Catalytic behavior; Suzuki Coupling;97.3%
99768-12-4

4-methoxycarbonylphenylboronic acid

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With C54H74Cl2N4O2Pd2 In ethanol at 22℃; for 6h;97%
With Cu2(ophen)2 In N,N-dimethyl-formamide at 20℃; for 20h;95%
With palladium diacetate at 20℃; for 0.5h;93%
67-56-1

methanol

787-70-2

4,4'-diphenic acid

792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
Stage #1: 4,4'-diphenic acid With thionyl chloride Reflux;
Stage #2: methanol at 0℃;
95%
With phosphorus pentachloride
Stage #1: 4,4'-diphenic acid With thionyl chloride Reflux;
Stage #2: methanol at 0℃;
With sulfuric acid Reflux;
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Specification

Biphenyl dimethyl dicarboxylate (DDB) is a hepatoprotectant, which is used as an adjuvant agent in a treatment for chronic hepatitis. Amantadine is an antiviral agent, which is utilized primarily in the treatment of influenza, but also, occasionally in the treatment of hepatitis.With the CAS NO. 792-74-5, it is also called as Dimethyl 4,4'-biphenyldicarboxylate; (1,1'-Biphenyl)-4,4'-dicarboxylic acid, dimethyl ester; 4,4'-Biphenyldicarboxylic acid, dimethyl ester; EINECS 212-341-4; HSDB 5754; (1,1'-Biphenyl)-4,4'-dicarboxylic acid, dimethyl ester; Dimethyl (1,1'-biphenyl)-4,4'-dicarboxylate.

Physical properties about Biphenyl dimethyl dicarboxylate are: (1)ACD/LogP: 4.251; (2)ACD/LogD (pH 5.5): 4.25; (3)ACD/LogD (pH 7.4): 4.25; (4)ACD/BCF (pH 5.5): 1001.10; (5)ACD/BCF (pH 7.4): 1001.10; (6)ACD/KOC (pH 5.5): 4890.38; (7)ACD/KOC (pH 7.4): 4890.38; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 5; (10)Index of Refraction: 1.559; (11)Molar Refractivity: 74.391 cm3; (12)Molar Volume: 230.504 cm3; (13)Polarizability: 29.491 10-24cm3; (14)Surface Tension: 43.0200004577637 dyne/cm; (15)Density: 1.173 g/cm3; (16)Flash Point: 204.666 °C; (17)Enthalpy of Vaporization: 65.883 kJ/mol; (18)Boiling Point: 407.01 °C at 760 mmHg

You can still convert the following datas into molecular structure:
(1)InChI=1S/C16H14O4/c1-19-15(17)13-7-3-11(4-8-13)12-5-9-14(10-6-12)16(18)20-2/h3-10H,1-2H3;
(2)InChIKey=BKRIRZXWWALTPU-UHFFFAOYSA-N;
(3)Smilesc1(c2ccc(cc2)C(=O)OC)ccc(cc1)C(=O)OC;