[1,1'-Biphenyl]-4,4'-dicarbonyldichloride supplier

Name
4,4'-BIPHENYLDICARBONYL CHLORIDE
EINECS 219-085-2
CAS No. 2351-37-3
Article Data45
CAS DataBase
Density 1.344 g/cm³
Solubility
Melting Point 189 °C
Formula C₁₄H₈Cl₂O₂
Boiling Point 407.8 °C at 760 mmHg
Molecular Weight 279.122
Flash Point 224.1 °C
Transport Information
Appearance
Safety 26-60-61
Risk Codes C:Corrosive;
Molecular Structure
Hazard Symbols R34:Causes burns.;
Synonyms Biphenyldicarbonylchloride;
PSA 34.14000
LogP 4.11160

Synthetic route

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

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
With thionyl chloride for 3h; Reflux;	100%
With thionyl chloride; betaine In 1,2-dichloro-ethane for 17h; Heating; other catalysts;	96%
With oxalyl dichloride In N,N-dimethyl-formamide for 18h;	93%

: 4342-61-4
1,2-dichlorotetramethylsilane

: 100-20-9
terephthaloyl chloride

A: 17902-45-3
p-(Chlorodimethylsilyl)benzoyl chloride

B: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
In 1,3,5-trimethyl-benzene at 165℃;	A 52 % Spectr. B 22%

...Expand

: 100-20-9
terephthaloyl chloride

A: 17902-45-3
p-(Chlorodimethylsilyl)benzoyl chloride

B: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
With 1,2-dichlorotetramethylsilane In 1,3,5-trimethyl-benzene at 165℃;	A 52 % Spectr. B 22%

: 30061-79-1
4,4'-bis(trichloromethyl)biphenyl

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
With titanium(IV) oxide at 260 - 270℃;

: 98-07-7
Benzotrichlorid

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

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

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

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: CrO3 / acetic acid 1.2: KMnO4; aq. NaOH 2.1: 60 percent / PCl5; POCl3 / 6 h / Heating View Scheme
Multi-step reaction with 2 steps 1: potassium permanganate / Reflux 2: thionyl chloride View Scheme

: 1591-30-6
(1,1'-biphenyl)-4,4'-dicarbonitrile

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous sulfuric acid 2: biphenyl; phosphorus (V)-chloride / 150 °C View Scheme

: 92-87-5
p,p'-diaminobiphenyl

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous hydrochloric acid; sodium nitrite / Diazotization.Eintragen der erhaltenen, mit Natriumcarbonat neutralisierten Diazoniumsalz-Loesung in eine warme, aus Kupfer(II)-sulfat, Kaliumcyanid und Wasser hergestellte Loesung 2: aqueous sulfuric acid 3: biphenyl; phosphorus (V)-chloride / 150 °C View Scheme

: 79-37-8
oxalyl dichloride

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

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
In tetrahydrofuran; N,N-dimethyl-formamide	25.6 g (93%)
In tetrahydrofuran; N,N-dimethyl-formamide	1.67 g (73%)
With benzophenone In tetrahydrofuran; N,N-dimethyl-formamide

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

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 1h; Reflux;

: 79-37-8
oxalyl dichloride

: 92-52-4
biphenyl

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

Conditions

Conditions	Yield
Stage #1: oxalyl dichloride With aluminum (III) chloride In dichloromethane at 15℃; for 0.333333h; Schlenk technique; Inert atmosphere; Stage #2: biphenyl In dichloromethane for 1.16667h; Schlenk technique; Inert atmosphere;

: 870-24-6
2-chloroethanamine hydrochloride

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 1404167-15-2
N,N'-bis(2-chloroethyl)biphenyl-4,4'-dicarboxamide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water	99.5%

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 247113-60-6
4,4'-bis[(ethoxycarbonyl)(triphenylphosphoranylidene)acetyl]biphenyl

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃; for 12h; Acylation; transylidation;	99%

: 56613-80-0
(R)-Phenylglycinol

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: N,N'-bis((R)-2-hydroxy-1-phenylethyl)-[1,1'-biphenyl]-4,4'-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;	98%

: 1433045-06-7
4-(aminomethyl)-3-(3-biphenyl-4-ylmethyl)oxazolidin-2-one

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: N4,N4'-bis((3-(biphenyl-4-ylmethyl)-2-oxooxazolidin-4-yl)methyl)biphenyl-4,4'-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 2h; Reflux;	97.7%

: 1433045-10-3
4-(aminomethyl)-3-(3-fluoro-4-morpholinobenzyl)oxazolidin-2-one

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: N4,N4′-bis((3-(3-fluoro-4-morpholinobenzyl)-2-oxooxazolidin-4-yl)methyl)biphenyl-4,4'-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.333333h;	96.8%

: 2026-48-4
(S)-valinol

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: N,N'-bis((S)-1-hydroxy-3-methylbutan-2-yl)-[1,1'-biphenyl]-4,4'-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;	94%

: 95-47-6
o-xylene

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 4,4'-bis(3,4-dimethylbenzoyl)biphenyl

Conditions

Conditions	Yield
Stage #1: o-xylene With aluminum (III) chloride In N,N-dimethyl-formamide at -5 - 5℃; Stage #2: 4,4'-biphenyldicarboxylic acid dichloride In N,N-dimethyl-formamide at -15℃; for 1h;	91.2%

: 107-19-7
propargyl alcohol

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: biphenyl-4,4'-dicarboxylic acid diprop-2-ynyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	91%

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 927-74-2
1-butyn-4-ol

: biphenyl-4,4'-dicarboxylic acid dibut-3-ynyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	90%

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 216864-70-9
1-[(2-methyl-5-methylenehydroxy-3-thienyl)]-2-[(2-methyl-5-methylenehydroxy-3-thienyl)]perfluorocyclopentene

Reaxys ID: 11391243: Reaxys ID: 11391243

Conditions

Conditions	Yield
	89%

: 186581-53-3, 908094-01-9
diazomethane

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-diazoethan-1-one)

Conditions

Conditions	Yield
In diethyl ether	89%

: 20349-39-7
4-hydroxy-2,7-naphthalenedisulfonic acid disodium salt

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: tetrasodium 4,4'-<4,4'-biphenyldiylbis(carbonyloxy)>bis(2,7-naphthalenedisulfonate)

Conditions

Conditions	Yield
With pyridine at 120 - 125℃; for 20h;	88%

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

: N4,N4-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)[1,1'-biphenyl]-4,4'-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 4 - 20℃; for 18h;	88%

: 36653-82-4
1-Hexadecanol

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: biphenyl-4,4'-dicarboxylic acid dihexadecyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	86%

: [CpFe(CO)2]2

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: C12H8(CO(C5H5)Fe(CO)2)2*0.5CH2Cl2

Conditions

Conditions	Yield
With sodium amalgam; dichloromethane; mercury In tetrahydrofuran byproducts: NaCl; anaerobic, anhyd. conditions, ambient temp., liquefaction of Na/Hg by addn. of Hg, addn. of THF and CpFe(CO)2, stirring 1 h to get NaCpFe(CO)2, draining excess Na/Hg, filtration, cooling (-78°C, dry ice-acetone bath), addn. of the acid chloride; slowly warming the stirred soln. to room temp. (about 1 h), drying in vac., recrystn., drying in vac., elem. anal.;	86%

Yield

With sodium amalgam; dichloromethane; mercury In tetrahydrofuran byproducts: NaCl; anaerobic, anhyd. conditions, ambient temp., liquefaction of Na/Hg by addn. of Hg, addn. of THF and CpFe(CO)2, stirring 1 h to get NaCpFe(CO)2, draining excess Na/Hg, filtration, cooling (-78°C, dry ice-acetone bath), addn. of the acid chloride; slowly warming the stirred soln. to room temp. (about 1 h), drying in vac., recrystn., drying in vac., elem. anal.;

86%

: 23978-55-4
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 69909-28-0
9,12,23,26,31,34,39,42-octaoxa-1,6,15,20-tetraaza-3,4,17,18(1,4)-tetrabenzena-tricyclo[18.8.8.86,15]tetratetracontaphane-2,5,16,19-tetraone

Conditions

Conditions	Yield
	85%
In benzene

: 23978-55-4
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

A: 69909-28-0
9,12,23,26,31,34,39,42-octaoxa-1,6,15,20-tetraaza-3,4,17,18(1,4)-tetrabenzena-tricyclo[18.8.8.86,15]tetratetracontaphane-2,5,16,19-tetraone

B: 90653-18-2
[4'-(1,4,10,13-Tetraoxa-7,16-diaza-cyclooctadecane-7-carbonyl)-biphenyl-4-yl]-(1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-methanone

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 16h;	A 0.43 g B 85%

...Expand

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 873-74-5
4-Aminobenzonitrile

: N,N'-bis(4-cyanophenyl)biphenyl-4,4'-dicarboxamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 24h;	85%
With triethylamine In tetrahydrofuran at 20℃; for 18h;	63%

: 629-76-5
pentadecanol

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 80911-53-1
Biphenyl-4,4'-dicarboxylic acid dipentadecyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	84%

: 54136-03-7
2.5-Dimethyl-2-hydroxy-5-hydroperoxy-3-hexin

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: biphenyl-4,4'-dicarboperoxoic acid bis-(4-hydroxy-1,1,4-trimethyl-pent-2-ynyl) ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	84%

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 202534-26-7
5-amino-11,17,23-tri-t-butyl-25,26,27,28-tetrapentyloxycalix[4]arene

: C134H184N2O10

Conditions

Conditions	Yield
With triethylamine In chloroform for 16h;	83%

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 165196-56-5
5-Hydroxy-isophthalic acid di[2,2']bi[[1,3]dithiolylidene]-4-ylmethyl ester

: Biphenyl-4,4'-dicarboxylic acid bis-[3,5-bis-([2,2']bi[[1,3]dithiolylidene]-4-ylmethoxycarbonyl)-phenyl] ester

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 18h;	83%

: 1454-85-9
1-Heptadecanol

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: biphenyl-4,4'-dicarboxylic acid diheptadecyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	83%

: 96183-68-5
3-methyl-3-tert-pentylperoxy-1-butyne

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 2,8-bis-(1,1-dimethyl-propylperoxy)-5-(4'-{4-(1,1-dimethyl-propylperoxy)-1-[3-(1,1-dimethyl-propylperoxy)-3-methyl-but-1-ynyl]-1-hydroxy-4-methyl-pent-2-ynyl}-biphenyl-4-yl)-2,8-dimethyl-nona-3,6-diyn-5-ol

Conditions

Conditions	Yield
Stage #1: 3-methyl-3-tert-pentylperoxy-1-butyne With n-butyllithium In diethyl ether; hexane for 1h; cooling; Stage #2: 4,4'-biphenyldicarboxylic acid dichloride In diethyl ether; hexane at 20 - 23℃; for 18h;	82%

: 98406-40-7
2-(1,1-Dimethyl-prop-2-ynylperoxy)-2-methyl-pentane

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: 2,8-bis-(1,1-dimethyl-butylperoxy)-5-(4'-{4-(1,1-dimethyl-butylperoxy)-1-[3-(1,1-dimethyl-butylperoxy)-3-methyl-but-1-ynyl]-1-hydroxy-4-methyl-pent-2-ynyl}-biphenyl-4-yl)-2,8-dimethyl-nona-3,6-diyn-5-ol

Conditions

Conditions	Yield
Stage #1: 2-(1,1-Dimethyl-prop-2-ynylperoxy)-2-methyl-pentane With n-butyllithium In diethyl ether; hexane for 1h; cooling; Stage #2: 4,4'-biphenyldicarboxylic acid dichloride In diethyl ether; hexane at 20 - 23℃; for 18h;	82%

: 121-32-4
4-hydroxy-3-ethoxybenzaldehyde

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: biphenyl-4,4'-dicarboxylic acid bis-(2-ethoxy-4-formyl-phenyl) ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	82%

: 121-33-5
vanillin

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: biphenyl-4,4'-dicarboxylic acid bis-(4-formyl-2-methoxy-phenyl) ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	81%

: 2-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-propan-2-ol

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: bis-(1R,2S,5R-2-isopropyl-5-methylcyclohexyl) biphenyl-4,4'-dicarboxylate

Conditions

Conditions	Yield
Stage #1: 2-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-propan-2-ol With n-butyllithium In benzene for 2h; Stage #2: 4,4'-biphenyldicarboxylic acid dichloride In benzene at 18 - 23℃;	81%

: 75-91-2
tert.-butylhydroperoxide

: 2351-37-3
4,4'-biphenyldicarboxylic acid dichloride

: biphenyl-4,4'-dicarboperoxoic acid di-tert-butyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 18 - 23℃;	81%

[1,1'-Biphenyl]-4,4'-dicarbonyldichloride Specification

The [1,1'-Biphenyl]-4,4'-dicarbonyldichloride, with the CAS registry number of 2351-37-3, is also known as Biphenyldicarbonylchloride. It belongs to the product categories of Biphenyls (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research. Its EINECS registry number is 219-085-2. This chemical's molecular formula is C₁₄H₈Cl₂O₂ and molecular weight is 279.12. What's more, its IUPAC name is 4-(4-Carbonochloridoylphenyl)benzoyl chloride.

Physical properties about the [1,1'-Biphenyl]-4,4'-dicarbonyldichloride are: (1)ACD/LogP: 4.82; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.82; (4)ACD/LogD (pH 7.4): 4.82; (5)ACD/BCF (pH 5.5): 2692.87; (6)ACD/BCF (pH 7.4): 2692.87; (7)ACD/KOC (pH 5.5): 9929.87; (8)ACD/KOC (pH 7.4): 9929.87; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 34.14 Å²; (13)Index of Refraction: 1.603; (14)Molar Refractivity: 71.33 cm³; (15)Molar Volume: 207.5 cm³; (16)Surface Tension: 48.7 dyne/cm; (17)Density: 1.344 g/cm³; (18)Flash Point: 224.1 °C; (19)Enthalpy of Vaporization: 65.97 kJ/mol; (20)Boiling Point: 407.8 °C at 760 mmHg; (21)Vapour Pressure: 7.35E-07 mmHg at 25 °C.

Preparation: this chemical is prepared by Biphenyl-4,4'-dicarboxylic acid. The reaction needs reagent Oxalyl chloride. The reaction time is 18 h. The yield is about 93 %.

Uses: it is used to produce other chemicals. For example, it is used to produce C₁₆H₁₈N₄O₂. This reaction needs solvent Benzene. The yield is about 80 %.

You can still convert the following datas into molecular structure:
(1) SMILES: ClC(=O)c1ccc(cc1)c2ccc(cc2)C(Cl)=O
(2) InChI: InChI=1/C14H8Cl2O2/c15-13(17)11-5-1-9(2-6-11)10-3-7-12(8-4-10)14(16)18/h1-8H
(3) InChIKey: QDBOAKPEXMMQFO-UHFFFAOYAI7

Product Name

4,4'-BIPHENYLDICARBONYL CHLORIDE

Synthetic route

[1,1'-Biphenyl]-4,4'-dicarbonyldichloride Specification

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