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| CAS No.: | 792-74-5 |
|---|---|
| Name: | Biphenyl dimethyl dicarboxylate |
| Molecular Structure: | |
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| 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 |
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| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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;