4-Biphenylcarbonyl chloride supplier

Name
4-Biphenylcarbonyl chloride
EINECS 237-804-8
CAS No. 14002-51-8
Article Data28
CAS DataBase
Density 1.196 g/cm³
Solubility HYDROLYSIS
Melting Point 110-112 °C(lit.)
Formula C₁₃H₉ClO
Boiling Point 337.092 °C at 760 mmHg
Molecular Weight 216.667
Flash Point 158.394 °C
Transport Information UN 3261 8/PG 2
Appearance white to yellow fine crystalline powder
Safety 26-36/37/39-43-45-25
Risk Codes 14-34
Molecular Structure
Hazard Symbols C
Synonyms 4-Biphenylcarbonylchloride (6CI,8CI);4-Biphenylylformyl chloride;4-Phenylbenzoyl chloride;Diphenyl-4-carboxylic acid chloride;p-Biphenylcarbonyl chloride;p-Phenylbenzoyl chloride;
PSA 17.07000
LogP 3.73260

Synthetic route

: 92-92-2
biphenyl-4-carboxylic acid

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide Heating / reflux;	100%
With thionyl chloride; N,N-dimethyl-formamide at 85℃; for 16h; Industrial scale;	100%
With thionyl chloride at 80℃; for 16h;	91%

: 92-91-1
biphenyl-4-acetaldehyde

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
Stage #1: biphenyl-4-acetaldehyde With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2h; Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 15.5h; Reagent/catalyst; Temperature;	90%
Stage #1: biphenyl-4-acetaldehyde With pyridine; sulfur monochloride In chlorobenzene at 20℃; Stage #2: With thionyl chloride In chlorobenzene at 20 - 132℃; Reagent/catalyst; Temperature;	83%
Multi-step reaction with 2 steps 1: NaOH; Br2 2: SOCl2 View Scheme
With pyridine; disulfur dichloride at 70 - 138℃; for 21.5h; Reagent/catalyst; Concentration; Temperature;	83 %Spectr.

: 92-52-4
biphenyl

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: AlCl3 / CS2 2: NaOH; Br2 3: SOCl2 View Scheme

: 92-91-1
biphenyl-4-acetaldehyde

copper oxide-chromium oxide: copper oxide-chromium oxide

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hypobromite 2: phosphorous pentachloride View Scheme

: 644-08-6
4-Methylbiphenyl

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous permanganate 2: thionyl chloride View Scheme
Multi-step reaction with 2 steps 1: potassium permanganate / water / 9 h / 90 °C 2: potassium permanganate / 3 h / 70 °C View Scheme

AR toluene: AR toluene

: 92-92-2
biphenyl-4-carboxylic acid

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
In thionyl chloride

: 79-37-8
oxalyl dichloride

: 92-92-2
biphenyl-4-carboxylic acid

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
In N-methyl-acetamide; dichloromethane
In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h;

: 92-66-0
4-bromo-1,1'-biphenyl

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: magnesium / tetrahydrofuran / Reflux 2: thionyl chloride / 3 h / Reflux View Scheme

: 720-75-2
methyl 4-phenylbenzoate

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide / tetrahydrofuran; water / 12 h 1.2: pH 1 2.1: thionyl chloride / tetrahydrofuran / Reflux View Scheme

: 3416-93-1
2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline

: 92-92-2
biphenyl-4-carboxylic acid

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide

: 201230-82-2
carbon monoxide

: 92-66-0
4-bromo-1,1'-biphenyl

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); benzyltriphenylphosphonium chloride In toluene at 110℃; under 15201 Torr; for 24h; Autoclave; Glovebox;

: 3218-36-8
4-Phenylbenzaldehyde

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With tert.-butylhydroperoxide; N-chloro-succinimide; tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; for 24h; Sealed tube; Irradiation;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 4h; Wavelength; Inert atmosphere; Irradiation;
With N-chloro-succinimide; thio-xanthene-9-one In acetonitrile at 20℃; for 7h; Irradiation;

: 7719-09-7
thionyl chloride

: 92-92-2
biphenyl-4-carboxylic acid

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
With potassium permanganate at 70℃; for 3h;

: 3597-91-9
biphenyl-4-yl methanol

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;

: 1591-31-7
4-iodo-biphenyl

: 141-75-3
butyryl chloride

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 16h; Sealed tube; Inert atmosphere;

: potassium phenyltrifluoborate

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; water / 100 °C 1.2: 1 h / 100 °C 2.1: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere View Scheme

: 619-42-1
4-methoxycarbonylphenyl bromide

: 14002-51-8
4-biphenyl-carboxylic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; water / 100 °C 1.2: 1 h / 100 °C 2.1: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere View Scheme

: 77449-66-2
(+/-)-(3aα,4α,5β,6aα)-4-(acetyloxymethyl)-5-hydroxyhexahydro-2H-cyclopentafuran-2-one

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 38361-04-5, 93132-99-1, 127127-97-3
(3aα,4α,5β,6aα)-4-acetoxymethyl-5-(1,1'-biphenyl-4-carbonyloxy)-hexahydro-2H-cyclopenta(b)furan-2-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 24.5h; Ambient temperature;	100%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 518343-99-2
2-benzylamino-4-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenoxy]-butyric acid ethyl ester

: 518344-01-9
2-[benzyl-(biphenyl-4-carbonyl)-amino]-4-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenoxy]-butyric acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 12h;	100%
With triethylamine In dichloromethane	687 mg (100%)

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 133613-71-5
(4R,5aS,7aS,7bR)-5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-indeno[1,7-bc]furan-2(4H)-one

: biphenyl-4-carboxylic acid 6-methyl-1-oxo-2a,3,4,4a,5,6-hexahydro-1H-2-oxa-cyclopenta[cd]inden-7b-yl ester

Conditions

Conditions	Yield
In acetonitrile	100%

: 30433-91-1
[2-(2-thyenyl)ethyl]amine

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 4-phenylbenzoyl chloride

Conditions

Conditions	Yield
With sodium hydroxide In water at 0℃;	100%
With triethylamine In tetrahydrofuran for 0.5h;	96%
With sodium hydroxide In water for 12h; Cooling with ice;	82%
With triethylamine In tetrahydrofuran at 20℃;	55%

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 945918-18-3
C21H19NO

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water	99%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 106359-54-0
N-hydroxy-[1,1'-biphenyl]-4-carboxamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In water; ethyl acetate at 20℃; for 0.0833333h;	99%
With hydroxylamine hydrochloride; triethylamine
With hydroxylamine hydrochloride; sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h;

: 60022-62-0
L-serine benzyl ester hydrochloride

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 1226954-66-0
(S)-benzyl 2-biphenyl-4-ylcarboxamido-3-hydroxypropanoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 50℃; Inert atmosphere;	99%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

(bpy)CuSCF3: (bpy)CuSCF3

: S-(trifluoromethyl)(S)-2-(6-methoxynaphthalen-2-yl)propanethioate

Conditions

Conditions	Yield
In 1,4-dioxane at 25℃; for 1.5h; Inert atmosphere;	99%

: 5-chloro-1-(4-fluorobenzyl)-1H-indole

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: C28H19ClFNO

Conditions

Conditions	Yield
Stage #1: 4-biphenyl-carboxylic acid chloride With iron(III) chloride In dichloromethane at 25℃; for 1h; Stage #2: 5-chloro-1-(4-fluorobenzyl)-1H-indole In dichloromethane at 25℃; for 12h;	98.4%

: 2026-48-4
(S)-valinol

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 890933-60-5
4-{N-[(1'S)-isopropyl-2'-hydroxyethyl]carboxamido}-1,1'-biphenyl

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	98%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 928797-50-6
ethyl (3R,S)-2,2-difluoro-3-hydroxy-(2,2-dimethyldioxolpent-4-yl)propionate

: 1241891-43-9
ethyl 2,2-difluoro-3-(4-biphenylcarbonyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)propionate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 6h;	98%

: 582-22-9
2-phenylpropylamine

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 1427266-37-2
C22H21NO

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.666667h;	98%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 250335-04-7
Phenyl 2,3,6-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

: Phenyl 2,3,6-tri-O-benzyl-4-O-[4-O-(4-phenylbenzoyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl]-1-thio-β-D-glucopyranoside

Conditions

Conditions	Yield
With dmap In dichloromethane at -7℃; for 0.25h; Esterification;	97%

: 151-18-8
2-cyanoethylamine

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 890714-00-8
N-(2-cyanoethyl)biphenyl-4-carboxyamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 0.5h;	97%

: 87519-61-7
2,2-bis(3,4-dimethoxyphenyl)ethanamine

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 1427266-31-6
N-(2,2-bis(3,4-dimethoxyphenyl)ethyl)-[1,1'-biphenyl]-4-carboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.666667h;	97%

: 127053-48-9, 129939-51-1, 129939-52-2, 129939-53-3, 129939-54-4, 129940-67-6, 138515-30-7, 138515-31-8
rac Methyl (2R*,3S*)-3-phenyl-1H-aziridine-2-carboxylate

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 129867-24-9, 129939-58-8, 129939-59-9, 139685-73-7
(2S,3R)-1-(Biphenyl-4-carbonyl)-3-phenyl-aziridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 2h; Ambient temperature;	96%

: 127053-48-9
Methyl (2S,3R)-(+)-3-phenylaziridine-2-carboxylate

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 129939-58-8
(2S,3R)-1-(Biphenyl-4-carbonyl)-3-phenyl-aziridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 2h; Ambient temperature;	96%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 136314-88-0
diethyl (2S,3S)-(+)-aziridine-2,3-dicarboxylate

: 136205-67-9
(2S,3S)-1-(Biphenyl-4-carbonyl)-aziridine-2,3-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane for 18h; Ambient temperature;	96%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 259742-19-3
phenyl 2I,3I,2II,3II-tetra-O-benzyl-4II,6II-O-benzylidene-1I-thio-β-maltoside

: 309913-21-1
Phenyl 2,3-di-O-benzyl-4-O-(4,6-di-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-6-O-(4-phenylbenzoyl)-1-thio-β-D-glucopyranoside

Conditions

Conditions	Yield
With dmap In dichloromethane at -10 - -7℃; for 0.25h; Esterification;	96%

: 2835-99-6
4-amino-3-methylphenol

: 14002-51-8
4-biphenyl-carboxylic acid chloride

A 4-hydroxy-2-methylphenyl-4-pheenylbenzamide: 4-hydroxy-2-methylphenyl-4-pheenylbenzamide

B: 4-hydroxy-2-methylphenyl-4-phenylbenzamide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide	A n/a B 96%

...Expand

: C29H60O4Si

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: C42H68O5Si

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 15h;	96%

: C27H42N4O6

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: C40H50N4O7

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.5h;	96%

: 1179611-61-0
3-(3-nitro-1H-1,2,4-triazol-1-yl)propan-1-amine

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 1379795-11-5
N-[3-(3-nitro-1H-1,2,4-triazol-1-yl)propyl]-4-phenylbenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;	96%

: (1S,2R,9aS)-5-methoxy-1-(methoxymethoxymethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: [(1S,2R,9aS)-5-methoxy-1-(methoxymethoxymethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-yl] 4-phenylbenzoate

Conditions

Conditions	Yield
With pyridine at 50 - 60℃; Inert atmosphere;	96%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 75-08-1
ethanethiol

: S-ethyl 4-phenylbenzothioate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;	95.6%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: C80H112O24

: C184H176O32

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃;	95%
With dmap; triethylamine In tetrahydrofuran at 20℃;

: 1004782-80-2
4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,5-dimethoxyaniline

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 1004782-93-7
2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxy-5-(4-biphenylcarboxamido)benzene

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 2h;	95%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 505083-08-9
trans-(1R,2R)-6-nitro-1-aminoindan-2-ol

: 505083-10-3
N-((1R,2R)-2-hydroxy-6-nitro-indan-1-yl)-biphenyl-4-carboxamide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water for 5 - 6h;	95%

: 13433-00-6
diethyl aminomalonate hydrochloride

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 518344-03-1
diethyl [(biphenyl-4-ylcarbonyl)amino]propanedioate

Conditions

Conditions	Yield
With triethylamine In chloroform for 3h; Cooling with ice;	95%

4-Biphenylcarbonyl chloride Chemical Properties

The Molecular Structure of (1,1'-Biphenyl)-4-carbonyl chloride (CAS NO.14002-51-8):

Molecular Formula: C₁₃H₉ClO
Molecular Weight: 216.662960 g/mol
IUPAC: 4-phenylbenzoyl chloride
Product Categories: Biphenyl derivatives;Absolute Configuration Determination (Exciton Chirality CD Method);Analytical Chemistry;Enantiomer Excess & Absolute Configuration Determination;Exciton Chirality CD Method (for Hydroxyl Groups)
Appearance: white to yellow fine crystalline powder
Nominal Mass: 216 Da
Average Mass: 216.663 Da
Monoisotopic Mass: 216.034193 Da
Index of Refraction: 1.589
Molar Refractivity: 61.08 cm³
Molar Volume: 181.1 cm³
Surface Tension: 43.2 dyne/cm
Density: 1.196 g/cm³
Melting Point: 110-112 °C(lit.)
Storage temp: 2-8°C
Water Solubility: hydrolysis
Sensitive: Moisture Sensitive/Lachrymatory
Flash Point: 158.4 °C
Enthalpy of Vaporization: 58.03 kJ/mol
Boiling Point: 337.1 °C at 760 mmHg
Vapour Pressure: 0.000107 mmHg at 25°C
InChI
InChI=1/C13H9ClO/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H
Smiles
O=C(c1ccc(c2ccccc2)cc1)Cl

4-Biphenylcarbonyl chloride Safety Profile

Hazard Codes: Corrosive C
Risk Statements: 14-34
R14 : Reacts violently with water
R34: Causes burns
Safety Statements: 26-36/37/39-43-45-25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S43: In case of fire use ... (there follows the type of fire-fighting equipment to be used.)
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S25: Avoid contact with eyes
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
F: 21-10
F 21: Sensitive to humidity
F 10: Keep under argon
Hazard Note: Corrosive/Lachrymatory/Moisture Sensitive
HazardClass: 8
PackingGroup: II

4-Biphenylcarbonyl chloride Specification

(1,1'-Biphenyl)-4-carbonyl chloride (CAS NO.14002-51-8) is also called as EINECS 237-804-8 ; p-Phenylbenzoyl chloride .

Product Name

4-Biphenylcarbonyl chloride

Synthetic route

4-Biphenylcarbonyl chloride Chemical Properties

4-Biphenylcarbonyl chloride Safety Profile

4-Biphenylcarbonyl chloride Specification

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