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Name
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EINECS
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212-328-3
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CAS No.
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787-70-2
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Density
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1.347 g/cm3
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PSA
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74.60000
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LogP
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2.75000
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Solubility
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N/A
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Melting Point
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>300 °C(lit.)
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Formula
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C14H10O4
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Boiling Point
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482.5 °C at 760 mmHg
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Molecular Weight
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242.231
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Flash Point
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259.7 °C
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Transport Information
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N/A
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Appearance
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White to light beige powder
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Safety
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26-37/39-36
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Risk Codes
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36/37/38-20/21/22
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Molecular Structure
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Hazard Symbols
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 Xn,  Xi
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Synonyms
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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;
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Article Data |
75
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Biphenyl-4,4'-dicarboxylic acid Synthetic route
Conditions
| Conditions | Yield |
|---|
| 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
Conditions| Conditions | Yield |
|---|
| 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% |
Conditions| Conditions | Yield |
|---|
| With water; sodium hydroxide for 10h; Temperature; Reflux; | 95.6% |
| With water | |
Conditions| Conditions | Yield |
|---|
| 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; | |
Conditions| Conditions | Yield |
|---|
| 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% |
- 92-86-4
4-(4-bromophenyl)bromobenzene
Conditions| Conditions | Yield |
|---|
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% |
Conditions| Conditions | Yield |
|---|
| 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; | |
Conditions| Conditions | Yield |
|---|
| 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 water | 50% |
Conditions| Conditions | Yield |
|---|
| 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
Conditions| Conditions | Yield |
|---|
| 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% |
Biphenyl-4,4'-dicarboxylic acid Chemical Properties
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
Biphenyl-4,4'-dicarboxylic acid 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, |
Biphenyl-4,4'-dicarboxylic acid Safety Profile
Hazard Codes: 
Xi,
Xn
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
Biphenyl-4,4'-dicarboxylic acid 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 .
