Product Name

  • Name

    Biphenyl dimethyl dicarboxylate

  • EINECS 212-341-4
  • CAS No. 792-74-5
  • Article Data130
  • CAS DataBase
  • Density 1.172 g/cm3
  • Solubility Insoluble in water.
  • Melting Point 213-215 °C(lit.)
  • Formula C16H14O4
  • Boiling Point 407 °C at 760 mmHg
  • Molecular Weight 270.285
  • Flash Point 204.7 °C
  • Transport Information
  • Appearance White or cream crystalline powder
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 792-74-5 (Biphenyl dimethyl dicarboxylate)
  • Hazard Symbols
  • 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;
  • PSA 52.60000
  • LogP 2.92680

Synthetic route

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
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%
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

4,4'-biphenyldicarboxylic acid dimethyl ester
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%
methyl 4-(methanesulfonyloxy)benzoate
161497-18-3

methyl 4-(methanesulfonyloxy)benzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
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;
methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate
905966-40-7

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

Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
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%
methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate
905966-40-7

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

4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

4,4'-biphenyldicarboxylic acid dimethyl ester
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%
methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate
905966-40-7

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

methyl 4-(methanesulfonyloxy)benzoate
161497-18-3

methyl 4-(methanesulfonyloxy)benzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
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%
methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate
905966-40-7

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

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
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%
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

4,4'-biphenyldicarboxylic acid dimethyl ester
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%
4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

4,4'-biphenyldicarboxylic acid dimethyl ester
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%
methanol
67-56-1

methanol

4,4'-diphenic acid
787-70-2

4,4'-diphenic acid

4,4'-biphenyldicarboxylic acid dimethyl ester
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;
4,4'-diphenic acid
787-70-2

4,4'-diphenic acid

methyl iodide
74-88-4

methyl iodide

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone at 70℃; for 24h; Sealed tube;95%
methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate
905966-40-7

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

methyl 4-(tosyloxy)benzoate
51207-43-3

methyl 4-(tosyloxy)benzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With potassium phosphate; bis (1,5-cyclopentadiene)nickel (0); tricyclohexylphosphine In tetrahydrofuran at 25℃; for 8h; Inert atmosphere;93%
With potassium phosphate; bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine In tetrahydrofuran at 20 - 25℃; for 8 - 12h; Product distribution / selectivity;93%
methanol
67-56-1

methanol

(4,4'-dimethyl-1,1'-biphenyl)
613-33-2

(4,4'-dimethyl-1,1'-biphenyl)

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With carbon tetrabromide; oxygen for 48h; Irradiation;93%
With 2,3-dicarboxyanthraquinone; oxygen for 48h; Irradiation;87%
With hydrogenchloride; oxygen; 9-(2-mesityl)-10-methylacridinium perchlorate at 20℃; under 760.051 Torr; for 30h; Schlenk technique; Irradiation; Green chemistry;76%
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

potassium benzyltrifluoroborate

potassium benzyltrifluoroborate

A

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

B

methyl 4-benzylbenzoate
23450-30-8

methyl 4-benzylbenzoate

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); lithium perchlorate; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl-formamide at 20℃; Catalytic behavior; Solvent; Reagent/catalyst; Electrochemical reaction; Inert atmosphere; Glovebox;A 5%
B 93%
methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate
905966-40-7

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

methyl 4-((N, N-dimethylsulfamoyl)oxy)benzoate
338396-06-8

methyl 4-((N, N-dimethylsulfamoyl)oxy)benzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With potassium phosphate; trans-chloro(1-naphthyl)bis-(triphenylphosphine)nickel(II); tricyclohexylphosphine In tetrahydrofuran at 25℃; for 18h; Suzuki coupling; Inert atmosphere;91%
With bis(1,5-cyclooctadiene)nickel (0); cesium fluoride; tricyclohexylphosphine In toluene at 120℃; for 24h;38%
4-iodoanisol
529-28-2

4-iodoanisol

2-bromobenzoic acid methyl ester
610-94-6

2-bromobenzoic acid methyl ester

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

2,2'-Dimethoxybiphenyl
4877-93-4

2,2'-Dimethoxybiphenyl

C

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

D

2'-methoxy-biphenyl-2-carboxylic acid methyl ester
63506-58-1

2'-methoxy-biphenyl-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With pyridine; tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; Electrolysis; iron rod as anode; stainless steel grid as cathode;A n/a
B n/a
C n/a
D 90%
[(E)-2-bromoethenyl]benzene
588-72-7

[(E)-2-bromoethenyl]benzene

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

A

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

B

(E)-methyl 4-styrylbenzoate
1149-18-4

(E)-methyl 4-styrylbenzoate

Conditions
ConditionsYield
With C26H31IN2NiO2; zinc for 1.2h;A 10%
B 90%
Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

2-bromoanisole
578-57-4

2-bromoanisole

A

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

B

methyl 2’-methoxy-[1,1'-biphenyl]-4-carboxylate
89901-00-8

methyl 2’-methoxy-[1,1'-biphenyl]-4-carboxylate

Conditions
ConditionsYield
With manganese; cobalt (II) bromide; triphenylphosphine; trifluoroacetic acid In pyridine; N,N-dimethyl-formamide at 50℃;A 3 %Chromat.
B 89%
methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

C8H8BO4Pol

C8H8BO4Pol

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
Stage #1: methyl 4-iodobenzoate; C8H8BO4Pol With palladium diacetate; potassium carbonate In water; acetonitrile at 100℃; for 5h; Wang resin; Suzuki-Miyaura Coupling; Sealed tube;
Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 0.833333h; Wang resin;
Stage #3: diazomethane
89%
methyl 4-(sodiosulfonyl)benzoate

methyl 4-(sodiosulfonyl)benzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With di-tert-butyl peroxide; palladium diacetate In acetonitrile at 60℃; for 12h;88%
methyl 4-(tosyloxy)benzoate
51207-43-3

methyl 4-(tosyloxy)benzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(acetylacetonato)palladium(II); zinc In tetrahydrofuran at 25℃; for 6h;87%
bis(triphenylphosphine)nickel(II) chloride; tetraethylammonium iodide; zinc In tetrahydrofuran 1.) r.t., 5 min, 2.) 67 deg C, 10 h; Yield given;
methyl coumalate
6018-41-3

methyl coumalate

methyl 4-vinylbenzoate
1076-96-6

methyl 4-vinylbenzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
palladium on activated charcoal In m-xylene at 140℃; for 12h;86%
Methyl 4-(((4-fluorophenyl)sulfonyl)oxy)benzoate
161497-16-1

Methyl 4-(((4-fluorophenyl)sulfonyl)oxy)benzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
bis(triphenylphosphine)nickel(II) chloride; tetraethylammonium iodide; zinc In tetrahydrofuran 1.) r.t., 5 min, 2.) 67 deg C, 5 h;85%
methanol
67-56-1

methanol

[1,1'-biphenyl]-4,4'-diyl bis(trifluoromethanesulfonate)

[1,1'-biphenyl]-4,4'-diyl bis(trifluoromethanesulfonate)

CO

CO

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate In dimethyl sulfoxide at 70℃; for 1h;85%
methanol
67-56-1

methanol

4-iodobenzoic acid
619-58-9

4-iodobenzoic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With potassium cyanide at 20℃; for 24h;85%
Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With manganese; 3-chloroprop-1-ene; trifluoroacetic acid; cobalt(II) bromide In pyridine; acetonitrile at 50℃; for 1.5h;84%
With bis(triphenylphosphine)nickel(II) chloride; tetra-(n-butyl)ammonium iodide; zinc
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

A

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

B

methyl 4-(4'-methoxyphenyl)benzoate
729-17-9

methyl 4-(4'-methoxyphenyl)benzoate

Conditions
ConditionsYield
With manganese; cobalt (II) bromide; triphenylphosphine; trifluoroacetic acid In pyridine; N,N-dimethyl-formamide at 50℃;A 6 %Chromat.
B 84%
Methyl 4-((phenylsulfonyl)oxy)benzoate
161497-17-2

Methyl 4-((phenylsulfonyl)oxy)benzoate

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions
ConditionsYield
bis(triphenylphosphine)nickel(II) chloride; tetraethylammonium iodide; zinc In tetrahydrofuran 1.) r.t, 5 min, 2.) 67 deg C, 5 h;83%
2-bromobenzoic acid methyl ester
610-94-6

2-bromobenzoic acid methyl ester

Ethyl 4-bromobenzoate
5798-75-4

Ethyl 4-bromobenzoate

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

diethyl biphenyl-4,4'-dicarboxylate
47230-38-6

diethyl biphenyl-4,4'-dicarboxylate

C

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

D

biphenyl-2,4'-dicarboxylic acid 4'-ethyl ester 2-methyl ester

biphenyl-2,4'-dicarboxylic acid 4'-ethyl ester 2-methyl ester

Conditions
ConditionsYield
With pyridine; tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; Electrolysis; iron rod as anode; stainless steel grid as cathode;A n/a
B n/a
C n/a
D 82%
bromostyrene
103-64-0

bromostyrene

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

A

4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

B

(E)-methyl 4-styrylbenzoate
1149-18-4

(E)-methyl 4-styrylbenzoate

C

1,4-diphenyl-1,3-butadiene
886-65-7, 82598-07-0

1,4-diphenyl-1,3-butadiene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc In tetrahydrofuran at 0 - 20℃; for 12h; Reagent/catalyst; Schlenk technique; Sealed tube; Inert atmosphere;A 8%
B 82%
C 20%
With bis(1,5-cyclooctadiene)nickel (0); 4,4'-di-tert-butyl-2,2'-bipyridine; lithium chloride; magnesium chloride; zinc In tetrahydrofuran at 0 - 20℃; for 12h; Time; Temperature; Reagent/catalyst; Schlenk technique; Sealed tube; Inert atmosphere;A 14%
B 81%
C 16%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

trans,trans dimethyl bicyclohexyl-4,4'-dicarboxylate

trans,trans dimethyl bicyclohexyl-4,4'-dicarboxylate

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In acetic acid under 2844.3 Torr; for 0.5h;100%
With rhodium(III) oxide; palladium 10% on activated carbon; hydrogen; acetic acid In water at 250℃; under 15201 - 45603.1 Torr; for 16h;96%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

dibenzothiophene-5,5′-dioxide-3,7-dicarboxylic acid
23613-32-3

dibenzothiophene-5,5′-dioxide-3,7-dicarboxylic acid

Conditions
ConditionsYield
With chlorosulfonic acid at 130 - 155℃; for 3h;99%
With chlorosulfonic acid at 150℃; for 3h;95%
With chlorosulfonic acid at 140℃; for 3h;0.862 g
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

dimethyl 2,2’-dinitro-[1,1’-biphenyl]-4,4’-dicarboxylate
65235-35-0

dimethyl 2,2’-dinitro-[1,1’-biphenyl]-4,4’-dicarboxylate

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 20℃; for 11h;98.3%
Stage #1: 4,4'-biphenyldicarboxylic acid dimethyl ester With sulfuric acid at 20℃; for 0.166667h;
Stage #2: With nitric acid at 20℃; for 4.33333h; Cooling with ice;
90%
Stage #1: 4,4'-biphenyldicarboxylic acid dimethyl ester With sulfuric acid at 20℃; for 0.166667h;
Stage #2: With nitric acid at 20℃; for 4.33333h;
90%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

dimethyl 2-nitro-[1,1’-biphenyl]-4,4’-dicarboxylate
1007568-39-9

dimethyl 2-nitro-[1,1’-biphenyl]-4,4’-dicarboxylate

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 5℃; Cooling with ice;97%
With sulfuric acid; nitric acid at 0 - 20℃; for 24h;93%
With sulfuric acid; nitric acid at -20 - 0℃; for 0.5h;89%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

water
7732-18-5

water

4,4'-bis(hydroxymethyl)biphenyl
1667-12-5

4,4'-bis(hydroxymethyl)biphenyl

Conditions
ConditionsYield
With LiAlH4 In tetrahydrofuran; ethanol; acetone96.6%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

4,4'-bis(hydroxymethyl)biphenyl
1667-12-5

4,4'-bis(hydroxymethyl)biphenyl

Conditions
ConditionsYield
With LiAlH4 In tetrahydrofuran; tetrahydrofuran-water; acetone96.6%
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Reflux;90%
With lithium aluminium tetrahydride at 75℃; for 12h;90%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

4,4'-diphenic acid
787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With sulfuric acid In water; acetic acid at 120℃; for 24h; Reflux;96.6%
With sodium hydroxide In tetrahydrofuran; water at 80℃; for 48h; Reflux;88%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

2-amino-[1,1′-biphenyl]-4,4′-dicarboxylic acid
1240557-01-0

2-amino-[1,1′-biphenyl]-4,4′-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran; water for 16h; Reflux;95%
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid / 0.25 h / 0 - 5 °C
2: tin; hydrogenchloride / water / 2 h / Reflux
3: potassium hydroxide; water / tetrahydrofuran / Reflux
View Scheme
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

1,1′-Biphenyl-4,4′-dicarbohydrazide
4073-75-0

1,1′-Biphenyl-4,4′-dicarbohydrazide

Conditions
ConditionsYield
With hydrazine hydrate at 70℃; for 24h;94%
With hydrazine hydrate at 100℃; for 24h;92.6%
With hydrazine hydrate In methanol; water for 12h;80%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

C28H20N2O2

C28H20N2O2

Conditions
ConditionsYield
With boric acid In pyridine; diphenylether at 160 - 250℃; for 13h;92.4%
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

2-amino-4-phenylphenol
1134-36-7

2-amino-4-phenylphenol

C38H24N2O2
24343-10-0

C38H24N2O2

Conditions
ConditionsYield
With boric acid In pyridine; diphenylether at 160 - 260℃; for 15h;89.7%

Biphenyl dimethyl dicarboxylate 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;

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