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4,4'-BIPHENYLDICARBONYL CHLORIDE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 2351-37-3 Structure
  • Basic information

    1. Product Name: 4,4'-BIPHENYLDICARBONYL CHLORIDE
    2. Synonyms: 1,1'-Biphenyl-4,4'-bis(carbonyl chloride);1,1'-Biphenyl-4,4'-bis(carboxylic acid chloride);4,4'-Biphenylbis(carboxylic acid chloride);4,4'-Biphenyldicarboxylic acid dichloride;biphenyl-4,4-dicarbonyl dichloride;4,4'-Bibenzoyl Chloride 4,4'-Dibenzoyl Chloride 4,4'-Diphenyldicarbonyl Chloride;4,4'-Biphenyldicarboxylic dichloride;4,4'-Bis(chlorocarbonyl)-1,1'-biphenyl
    3. CAS NO:2351-37-3
    4. Molecular Formula: C14H8Cl2O2
    5. Molecular Weight: 279.12
    6. EINECS: 219-085-2
    7. Product Categories: Biphenyls (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Biphenyl series
    8. Mol File: 2351-37-3.mol
  • Chemical Properties

    1. Melting Point: 189 °C
    2. Boiling Point: 407.8 °C at 760 mmHg
    3. Flash Point: 224.1 °C
    4. Appearance: /
    5. Density: 1.344
    6. Vapor Pressure: 7.35E-07mmHg at 25°C
    7. Refractive Index: 1.603
    8. Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
    9. Solubility: very faint turbidity in hot Toluene
    10. CAS DataBase Reference: 4,4'-BIPHENYLDICARBONYL CHLORIDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4,4'-BIPHENYLDICARBONYL CHLORIDE(2351-37-3)
    12. EPA Substance Registry System: 4,4'-BIPHENYLDICARBONYL CHLORIDE(2351-37-3)
  • Safety Data

    1. Hazard Codes: Xi,N
    2. Statements: 36-38-50/53
    3. Safety Statements: 26-60-61
    4. RIDADR: 3261
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: 8
    8. PackingGroup: II
    9. Hazardous Substances Data: 2351-37-3(Hazardous Substances Data)

2351-37-3 Usage

Synthesis Reference(s)

Synthesis, p. 441, 1991 DOI: 10.1055/s-1991-26487

Check Digit Verification of cas no

The CAS Registry Mumber 2351-37-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,5 and 1 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2351-37:
(6*2)+(5*3)+(4*5)+(3*1)+(2*3)+(1*7)=63
63 % 10 = 3
So 2351-37-3 is a valid CAS Registry Number.
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

2351-37-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(4-carbonochloridoylphenyl)benzoyl chloride

1.2 Other means of identification

Product number -
Other names 4,4'-biphenyldicarbonyl dichloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2351-37-3 SDS

2351-37-3Synthetic route

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

4,4'-diphenic acid

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
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%
1,2-dichlorotetramethylsilane
4342-61-4

1,2-dichlorotetramethylsilane

terephthaloyl chloride
100-20-9

terephthaloyl chloride

A

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

p-(Chlorodimethylsilyl)benzoyl chloride

B

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
In 1,3,5-trimethyl-benzene at 165℃;A 52 % Spectr.
B 22%
terephthaloyl chloride
100-20-9

terephthaloyl chloride

A

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

p-(Chlorodimethylsilyl)benzoyl chloride

B

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
With 1,2-dichlorotetramethylsilane In 1,3,5-trimethyl-benzene at 165℃;A 52 % Spectr.
B 22%
4,4'-bis(trichloromethyl)biphenyl
30061-79-1

4,4'-bis(trichloromethyl)biphenyl

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
With titanium(IV) oxide at 260 - 270℃;
Benzotrichlorid
98-07-7

Benzotrichlorid

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

4,4'-diphenic acid

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous sulfuric acid
2: biphenyl; phosphorus (V)-chloride / 150 °C
View Scheme
p,p'-diaminobiphenyl
92-87-5

p,p'-diaminobiphenyl

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
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
oxalyl dichloride
79-37-8

oxalyl dichloride

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

4,4'-diphenic acid

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
In tetrahydrofuran; N,N-dimethyl-formamide25.6 g (93%)
In tetrahydrofuran; N,N-dimethyl-formamide1.67 g (73%)
With benzophenone In tetrahydrofuran; N,N-dimethyl-formamide
4,4'-biphenyldicarboxylic acid dimethyl ester
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 1h; Reflux;
oxalyl dichloride
79-37-8

oxalyl dichloride

biphenyl
92-52-4

biphenyl

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

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
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;
2-chloroethanamine hydrochloride
870-24-6

2-chloroethanamine hydrochloride

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water99.5%
4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

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

4,4'-bis[(ethoxycarbonyl)(triphenylphosphoranylidene)acetyl]biphenyl

Conditions
ConditionsYield
With triethylamine In toluene at 20℃; for 12h; Acylation; transylidation;99%
(R)-Phenylglycinol
56613-80-0

(R)-Phenylglycinol

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;98%
4-(aminomethyl)-3-(3-biphenyl-4-ylmethyl)oxazolidin-2-one
1433045-06-7

4-(aminomethyl)-3-(3-biphenyl-4-ylmethyl)oxazolidin-2-one

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h; Reflux;97.7%
4-(aminomethyl)-3-(3-fluoro-4-morpholinobenzyl)oxazolidin-2-one
1433045-10-3

4-(aminomethyl)-3-(3-fluoro-4-morpholinobenzyl)oxazolidin-2-one

4,4'-biphenyldicarboxylic acid dichloride
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

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

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.333333h;96.8%
(S)-valinol
2026-48-4

(S)-valinol

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;94%
o-xylene
95-47-6

o-xylene

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
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%
propargyl alcohol
107-19-7

propargyl alcohol

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;91%
4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

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

1-butyn-4-ol

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

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

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;90%
4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

1-[(2-methyl-5-methylenehydroxy-3-thienyl)]-2-[(2-methyl-5-methylenehydroxy-3-thienyl)]perfluorocyclopentene
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
ConditionsYield
89%
4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
In diethyl ether89%
4-hydroxy-2,7-naphthalenedisulfonic acid disodium salt
20349-39-7

4-hydroxy-2,7-naphthalenedisulfonic acid disodium salt

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With pyridine at 120 - 125℃; for 20h;88%
4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4 - 20℃; for 18h;88%
1-Hexadecanol
36653-82-4

1-Hexadecanol

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

4,4'-biphenyldicarboxylic acid dichloride

biphenyl-4,4'-dicarboxylic acid dihexadecyl ester

biphenyl-4,4'-dicarboxylic acid dihexadecyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;86%
[CpFe(CO)2]2

[CpFe(CO)2]2

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
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%
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
23978-55-4

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

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

4,4'-biphenyldicarboxylic acid dichloride

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
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
ConditionsYield
85%
In benzene
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
23978-55-4

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

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

4,4'-biphenyldicarboxylic acid dichloride

A

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
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

[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
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
ConditionsYield
With triethylamine In dichloromethane for 16h;A 0.43 g
B 85%
4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

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

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

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 24h;85%
With triethylamine In tetrahydrofuran at 20℃; for 18h;63%
pentadecanol
629-76-5

pentadecanol

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

4,4'-biphenyldicarboxylic acid dichloride

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

Biphenyl-4,4'-dicarboxylic acid dipentadecyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;84%
2.5-Dimethyl-2-hydroxy-5-hydroperoxy-3-hexin
54136-03-7

2.5-Dimethyl-2-hydroxy-5-hydroperoxy-3-hexin

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;84%
4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

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

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

C134H184N2O10

C134H184N2O10

Conditions
ConditionsYield
With triethylamine In chloroform for 16h;83%
4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 18h;83%
1-Heptadecanol
1454-85-9

1-Heptadecanol

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

4,4'-biphenyldicarboxylic acid dichloride

biphenyl-4,4'-dicarboxylic acid diheptadecyl ester

biphenyl-4,4'-dicarboxylic acid diheptadecyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;83%
3-methyl-3-tert-pentylperoxy-1-butyne
96183-68-5

3-methyl-3-tert-pentylperoxy-1-butyne

4,4'-biphenyldicarboxylic acid dichloride
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

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

2-(1,1-Dimethyl-prop-2-ynylperoxy)-2-methyl-pentane

4,4'-biphenyldicarboxylic acid dichloride
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

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
ConditionsYield
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%
4-hydroxy-3-ethoxybenzaldehyde
121-32-4

4-hydroxy-3-ethoxybenzaldehyde

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;82%
vanillin
121-33-5

vanillin

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;81%
2-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-propan-2-ol

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

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

Conditions
ConditionsYield
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%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

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

4,4'-biphenyldicarboxylic acid dichloride

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

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

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

2351-37-3Relevant articles and documents

Effect of the thermal history on the thermal and rheological behavior of a thermotropig polyester

Ressia, Jorge A.,Quinzani, Lidia M.,Valles, Enrique M.,Bello, Pablo,Bello, Antonio

, p. 9 - 33 (2004)

The biphasic behavior and phase transitions of a thermotropic mainchain liquid crystalline polyester, the poly(oxytrimetilen-etilen glycol p,p'bibenzoate), was studied by X-ray diffractometry, differential scanning calorimetry (DSC), and rotational rheometry. The liquid crystalline mesophase structure of the polymer evolves from Smectic C to Smectic A at around 100°C and changes to the isotropic state at about 200°C. The annealing of polymer samples at different temperatures within the smectic-isotropic transition gives rise to double endotherm and exotherm peaks on the heating and cooling DSC traces. These peaks are attributed to the preferential segregation of the lower molecular weight molecules from the liquid crystalline to the isotropic phase in the biphasic zone. The Theological studies are consistent with this result. The dynamic moduli measured at constant frequency in temperature ramps using polymer samples with, different thermal histories reveal that the type of annealing processes applied in the biphasic none generates different evolution of the rheological data.

Design, syntheses and aggregation-induced emission properties of two new enlarged tetraarylethene-based luminogens

Zhang, Zhao-Ming,Han, Fang-Fang,Zhang, Ran,Li, Nan,Ni, Zhong-Hai

, p. 1917 - 1920 (2016)

Two new enlarged tetraarylethene-based compounds in which biphenyl and 4,5,9,10-tetrahydropyrene cores connect multiple arylethene units have been synthesized through convenient synthetic procedures. The optical properties and electrochemical properties of the two compounds have been investigated. The two compounds possess high emission efficiency in solid state. Particularly, the absolute fluorescence quantum yield of 4,5,9,10-tetrahydropyrene-cored compound in a solid film is up to 44.1%. The emissions of the two compounds in solutions are very weak but they become strong emitters in solid state or in poor solvents, showing aggregation-induced emission (AIE) characteristics. The two compounds exhibit high thermal stability with Td above 427 °C and show relatively high glass transition temperature with Tg above 142 °C.

New Fluorescent Bichromophoric Probes for the Donor-Donor Energy Migration (DDEM) Studies

Johansson,Kalinin,Filatova,Molotkovsky

, p. 80 - 84 (2003)

Three fluorescent probes were synthesized for studying the excitation energy migration between two identical fluorophores. Each probe has two identical fluorescent groups (dansyl, 7-nitrobenzo-2-oxa-1,3-diazole-4-yl, or fluoresceinyl) linked by the rigid bis-(8-aminooctyl)amide of 4,4′-biphenyldicarbonic acid or flexible dotriacontanedioic acid spacer, which enables the intramolecular energy migration through the distance of 3.2-3.5 nm.

Unraveling the Self-Assembly of Heterocluster Janus Dumbbells into Hybrid Cubosomes with Internal Double-Diamond Structure

Liu, Hong-Kai,Ren, Li-Jun,Wu, Han,Ma, Yong-Li,Richter, Sven,Godehardt, Michael,Kübel, Christian,Wang, Wei

supporting information, p. 831 - 839 (2019/01/23)

Cubosomes are bicontinuous cubic-phase particles generated by amphiphile self-assembly with bicontinuous cubic phases, which creates an intricate network of interconnected nanochannels that endow these materials with special functions for advanced applications. On the other hand, clusters are an attractive class of molecules that exhibit intriguing functions and properties that differ from those of atoms and nanoparticles. Inspired by lipid self-assembly and attracted to the new functionalities of clusters, we prepared special heterocluster Janus dumbbells (HCJDs) composed of dissimilar nanoclusters: namely, a polyoxometalate and a polyhedral oligomeric silsesquioxane. HCJDs resemble conventional amphiphiles and, as such, they self-assemble in solution into faceted hybrid cubosomes via the transformation of vesicles into spongelike aggregates. Multiple mechanisms that lead to equilibrium, including molecular self-assembly, vesicle accumulation, membrane fusion, inner-structure reorganization, and cubic crystal growth, contributed to the overall process. On the basis of these results, we proposed a strategy for self-assembly - from basic molecular design that goes beyond traditional amphiphiles to the construction of micro- or nanomaterials with hierarchical structures and advanced functions.

A kind of benzene ring - aromatic ring series compound, its preparation method and medical use

-

Paragraph 0145-0148, (2017/12/05)

The invention relates to a phenyl ring-aromatic ring cascaded micro-molecular organic compound which can be used as a protein-tyrosine-phosphatase subtype inhibitor and is shown in a general formula I as described in the specification. The compound can be used as a tool compound for research on the biological functions of a variety of subtypes of a protein-tyrosine-phosphatase family in cell signal transduction, so novel means is provided for prevention and treatment of cancers, metabolism and immunological diseases, cardiovascular diseases and nervous diseases. The invention also relates to a preparation method and medicinal application of the compound.

Cp?CoIII-Catalyzed syn-Selective C-H Hydroarylation of Alkynes Using Benzamides: An Approach Toward Highly Conjugated Organic Frameworks

Bera, Sourav Sekhar,Debbarma, Suvankar,Ghosh, Avick Kumar,Chand, Santanu,Maji, Modhu Sudan

, p. 420 - 430 (2017/04/26)

Hydroarylation of internal alkynes by cost-effective CoIII-catalysis, directed by N-tert-butyl amides, is achieved to avail mono- or dihydroarylated amide products selectively in an atom and step economic way. Several important functional groups were tolerated under the reaction conditions, and syn-hydroarylation products were exclusively isolated. Notably, a 4-fold C-H hydroarylation provided a highly conjugated organic framework in one step. Kinetic study with extensive deuterium labeling experiments were performed to support the proposed mechanism.

Homochiral Metal-Organic Frameworks with Tunable Nanoscale Channel Array and Their Enantioseparation Performance against Chiral Diols

Zhuo, Chao,Wen, Yuehong,Hu, Shengmin,Sheng, Tianlu,Fu, Ruibiao,Xue, Zhenzhen,Zhang, Hao,Li, Haoran,Yuan, Jigang,Chen, Xi,Wu, Xintao

supporting information, p. 6275 - 6280 (2017/06/13)

Enantioseparation is an integral process in the pharmaceutical industry, considering the ever-increasing demand for chiral medicine products. As a new material, porous metal-organic frameworks (MOFs) have shown their potential application in this field because their structures are easy to adjust and control. Though chiral recognition between racemic substrates and frameworks has made preliminary progress, discussions of their size-matching effects are rare. Herein with the help of channel-tunable homochiral MOFs (HMOFs), diols of different sizes have been separated in good enantiomeric excess (ee%). In addition, the ee% reaches 67.4% for the first time for diols as large as 1,1,2-triphenyl-1,2-ethanediol, which turns out to be the most effective value so far.

Preparation method of acyl chloride

-

Paragraph 0070; 0071, (2016/11/28)

The invention relates to a preparation method of acyl chloride. The method comprises the following steps that 1, carboxylic acid is added into a reactor, or carboxylic acid is dissolved in organic solvent, a device is connected, and the temperature is raised to 100 DGE C-250 DEG C; 2, phosgene is introduced into the reactor for a reaction, and then the temperature is decreased to room temperature; 3, nitrogen is introduced, residual phosgene and hydrogen chloride are cleaned away, reaction liquid which is reacted without solvent is subjected to decompression distillation and purification directly, and needed acyl chloride is obtained; reaction liquid which is reacted with the solvent is subjected to decompression distillation to remove the solvent, and needed acyl chloride is obtained. According to the preparation method of acyl chloride, no catalyst is added, the risks that in the synthesizing process, due to the fact that the catalyst is dissolved, color of the finial product of acyl chloride is increased, and the catalyst is remained in late products are avoided, after the reaction is finished, high-quality acyl chloride can be obtained through decompression distillation, and the technological process is simple; due to the fact that in the whole technological process, except for absorbable and available phosgene, hydrogen chloride and carbon dioxide, no other three waste is discharged, the preparation method of acyl chloride is environmentally friendly, and the good implement value is achieved.

Method of manufacturing imidoyl diazidosulfochloride compd. various compd. and manufacturing method of using the same

-

Paragraph 0036, (2016/12/16)

PROBLEM TO BE SOLVED: To provide a new production method for synthesizing an imidoyl chloride compound dispensing with chlorination agents having poor handleability, to provide a method for producing various compounds in high yield and purity by using the imidoyl chloride compound, and to provide a method for isolating the imidoyl chloride compound in high efficiency and purity from a mixture of the imidoyl chloride compound and a phthalic anhydride compound.SOLUTION: The method for producing the imidoyl chloride compound comprises reaction of a specific amide compound with a specific phthaloyl chloride compound to produce a specific imidoyl chloride compound.

Synthesis and biological evaluation of novel bis-aromatic amides as novel PTP1B inhibitors

Wang, Wen-Long,Huang, Chao,Gao, Li-Xin,Tang, Chun-Lan,Wang, Jun-Qing,Wu, Min-Chen,Sheng, Li,Chen, Hai-Jun,Nan, Fa-Jun,Li, Jing-Ya,Li, Jia,Feng, Bainian

supporting information, p. 1889 - 1894 (2014/04/17)

A series of bis-aromatic amides was designed, synthesized, and evaluated as a new class of inhibitors with IC50 values in the micromolar range against protein tyrosine phosphatase 1B (PTP1B). Among them, compound 15 displayed an IC50 value of 2.34 ± 0.08 μM with 5-fold preference over TCPTP. More importantly, the treatment of CHO/HIR cells with compound 15 resulted in increased phosphorylation of insulin receptor (IR), which suggested extensive cellular activity of compound 15. These results provided novel lead compounds for the design of inhibitors of PTP1B as well as other PTPs.

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