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787-70-2

Basic Information
CAS No.: 787-70-2
Name: Biphenyl-4,4'-dicarboxylic acid
Article Data: 75
Molecular Structure:
Molecular Structure of 787-70-2 (Biphenyl-4,4'-dicarboxylic acid)
Formula: C14H10O4
Molecular Weight: 242.231
Synonyms: 4,4'-Biphenyldicarboxylicacid (6CI,7CI,8CI);4,4'-Bibenzoic acid;4,4'-Dicarboxybiphenyl;4,4'-Diphenicacid;4,4'-Diphenyldicarboxylic acid;NSC 60016;p,p'-Diphenic acid;[1,1'-Biphenyl]-4,4'-dicarboxylicacid;
EINECS: 212-328-3
Density: 1.347 g/cm3
Melting Point: >300 °C(lit.)
Boiling Point: 482.5 °C at 760 mmHg
Flash Point: 259.7 °C
Appearance: White to light beige powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 36/37/38-20/21/22
Safety: 26-37/39-36
PSA: 74.60000
LogP: 2.75000
Synthetic route
613-33-2

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

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With oxygen; acetic anhydride for 17h; Reflux; Large scale; Green chemistry;98.6%
With acetic acid In water at 190℃; under 11103.3 Torr; for 3h;93.1%
With chromium; acetic acid
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

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%
30061-79-1

4,4'-bis(trichloromethyl)biphenyl

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With water; sodium hydroxide for 10h; Temperature; Reflux;95.6%
With water
586-76-5

4-Bromobenzoic acid

14047-29-1

4-carboxyphenylboronic acid

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With 4-(di-tert-butylphosphino)ethyltrimethylammonium chloride; sodium carbonate; sodium tetrachloropalladate(II) In water at 20℃; Suzuki reaction;94%
With Na2[Pd(BuHSS)]; caesium carbonate In water at 80℃; for 2h; Suzuki-Miyaura Coupling; Sealed tube; Green chemistry;92%
With tetrabutylammomium bromide; sodium carbonate In water at 150℃; for 0.0833333h; Suzuki reaction; microwave irradiation;
619-58-9

4-iodobenzoic acid

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With indium; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 100℃; for 4h;91.7%
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; potassium carbonate In 1-methyl-pyrrolidin-2-one at 130℃; for 14h; Microwave irradiation;88%
With sodium hydroxide; ammonium formate; zinc In methanol for 2.5h; Heating;82%
124-38-9

carbon dioxide

92-86-4

4-(4-bromophenyl)bromobenzene

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique;
Stage #2: 4-(4-bromophenyl)bromobenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 16h; Schlenk technique; Sealed tube;
91%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.416667h; Schlenk technique;
Stage #2: 4-(4-bromophenyl)bromobenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 16h; Schlenk technique;
91%
619-58-9

4-iodobenzoic acid

14047-29-1

4-carboxyphenylboronic acid

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); Davisil 500 Angstroem beads; sodium carbonate In water for 0.0833333h; Suzuki cross coupling reaction; Heating;86%
With potassium carbonate In water Suzuki-Miyaura reaction; Heating;
74-11-3

para-chlorobenzoic acid

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With pyridine; samarium; copper(l) chloride In water at 20℃; for 17h; Ionic liquid;81%
With triethylamine; palladium dichloride at 80℃; for 20h;80%
With sodium hydroxide; 10%-palladium on charcoal In water50%
586-76-5

4-Bromobenzoic acid

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; potassium carbonate In 1-methyl-pyrrolidin-2-one at 130℃; for 30h; Microwave irradiation;80%
With ethylenediaminetetraacetic acid; potassium carbonate; ascorbic acid In ethanol; water for 9h; Heating;70%
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 6h; Electrochemical reaction;58%
With potassium hydroxide; palladium on activated charcoal; Lindlar's catalyst; hydrazine hydrate at 140℃;
With bis(triphenylphosphine)nickel(0) dicarbonyl In dimethyl sulfoxide at 70℃; for 6h;70 % Chromat.
705254-34-8

potassium (4-(methoxycarbonyl)phenyl)trifluoroborate

787-70-2

4,4'-diphenic acid

Conditions
ConditionsYield
With Pd(np)/Te-Dps; water at 100℃; for 24h; pH=8.9; Aerobic conditions; aq. Tris-HCl buffer; Combinatorial reaction / High throughput screening (HTS);60%
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Chemistry

IUPAC Name: 4-(4-Carboxyphenyl)benzoic acid
Following is the structure of Biphenyl-4,4'-dicarboxylic acid (CAS NO.787-70-2):
                 
Empirical Formula: C14H10O4
Molecular Weight: 242.2268
Index of Refraction: 1.639
Molar Refractivity: 64.7 cm3
Molar Volume: 179.7 cm3
Density: 1.347 g/cm3
Flash Point: 259.7 °C
Melting point: >300 °C(lit.)
Surface Tension: 62.2 dyne/cm
Enthalpy of Vaporization: 78.73 kJ/mol
Boiling Point: 482.5 °C at 760 mmHg
Vapour Pressure: 4.02E-10 mmHg at 25 °C
Appearance of Biphenyl-4,4'-dicarboxylic acid (CAS NO.787-70-2): White to light beige powder
Product Categories: Industrial/Fine Chemicals; Biphenyl derivatives; Biphenyl & Diphenyl ether; Biphenyls (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research; Carboxylic Acid Monomers; Monomers; Polymer Science; API's
Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)C(=O)O)C(=O)O
InChI: InChI=1S/C14H10O4/c15-13(16)11-5-1-9(2-6-11)10-3-7-12(8-4-10)14(17)18/h1-8H,(H,15,16)(H,17,18)
InChIKey: NEQFBGHQPUXOFH-UHFFFAOYSA-N

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   National Technical Information Service. Vol. AD277-689,

Safety Profile

Hazard Codes: IrritantXi,HarmfulXn
Risk Statements: 36/37/38-20/21/22 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-37/39-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: DV2975000

Specification

 Biphenyl-4,4'-dicarboxylic acid , its cas register number 787-70-2. It also can be called 4,4'-Biphenyldicarboxylic acid ; (1,1'-Biphenyl)-4,4'-dicarboxylic acid ; 4,4'-Bibenzoic acid ; 4,4'-Dicarboxybiphenyl ; 4,4'-Diphenic acid ; and p,p'-Diphenic acid .