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

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Name

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

EINECS 219-085-2
CAS No. 2351-37-3 Density 1.344 g/cm3
PSA 34.14000 LogP 4.11160
Solubility N/A 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 N/A Appearance N/A
Safety 26-60-61 Risk Codes  C:Corrosive;
Molecular Structure Molecular Structure of 2351-37-3 (4,4'-BIPHENYLDICARBONYL CHLORIDE) Hazard Symbols R34:Causes burns.;
Synonyms

Biphenyldicarbonylchloride;

Article Data 45

[1,1'-Biphenyl]-4,4'-dicarbonyldichloride Synthetic route

787-70-2

4,4'-diphenic acid

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

terephthaloyl chloride

A

17902-45-3

p-(Chlorodimethylsilyl)benzoyl chloride

B

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%
30061-79-1

4,4'-bis(trichloromethyl)biphenyl

2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

Conditions
ConditionsYield
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
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
1591-30-6

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

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
92-87-5

p,p'-diaminobiphenyl

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
79-37-8

oxalyl dichloride

787-70-2

4,4'-diphenic acid

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
792-74-5

4,4'-biphenyldicarboxylic acid dimethyl ester

2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

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

[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

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