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4,4'-Bis(2,3-epoxypropoxy)biphenyl

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Name

4,4'-Bis(2,3-epoxypropoxy)biphenyl

EINECS 219-556-2
CAS No. 2461-46-3 Density 1.226g/cm3
PSA 43.52000 LogP 2.90880
Solubility N/A Melting Point 156 °C
Formula C18H18 O4 Boiling Point 473.6°Cat760mmHg
Molecular Weight 298.339 Flash Point 171.5°C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2461-46-3 (4,4'-bis(2,3-epoxypropoxy)biphenyl) Hazard Symbols N/A
Synonyms

Biphenyl,4,4'-bis(2,3-epoxypropoxy)- (7CI,8CI); 4,4'-Biphenyldiol diglycidyl ether;4,4'-Bis(2,3-epoxypropoxy)biphenyl; 4,4'-Bisglycidyloxybiphenyl;4,4'-Dihydroxybiphenyl diglycidyl ether; Biphenyl-4,4'-diglycidyl ether;p,p'-Bisphenol diglycidyl ether; p-(2,3-Epoxypropoxy)diphenyl

Article Data 8

4,4'-Bis(2,3-epoxypropoxy)biphenyl Synthetic route

92-88-6

4,4'-Dihydroxybiphenyl

106-89-8

epichlorohydrin

2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

Conditions
ConditionsYield
Stage #1: 4,4'-Dihydroxybiphenyl With sodium hydride In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere;
Stage #2: epichlorohydrin In N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere;
Stage #3: With water In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
68%
With sodium hydroxide65%
With tetramethylammonium bromide In dimethyl sulfoxide at 80℃; for 0.666667h;53%
Heating;
Stage #1: 4,4'-Dihydroxybiphenyl; epichlorohydrin With trimethylbenzylammonium bromide for 0.666667h; Reflux;
Stage #2: With sodium hydroxide at 20℃; for 4h; Reflux;
92-88-6

4,4'-Dihydroxybiphenyl

106-89-8

epichlorohydrin

A

1-chloro-3-[4'-(3-chloro-2-hydroxy-propoxy)-biphenyl-4-yloxy]-propan-2-ol

B

2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

Conditions
ConditionsYield
With potassium hydroxide at 20℃; Title compound not separated from byproducts;
123-91-1

1,4-dioxane

92-69-3

4-Phenylphenol

2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

Conditions
ConditionsYield
With sodium sulfate; methyloxirane; potassium hydroxide In chloroform
109-89-7

diethylamine

2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

106-89-8

epichlorohydrin

4,4'-bis(3-N,N-diethylamino-2-hydroxypropanoxy)biphenyl

Conditions
ConditionsYield
Stage #1: 4,4'-bis(2,3-epoxypropoxy)biphenyl; epichlorohydrin With potassium hydroxide at 20℃;
Stage #2: diethylamine In ethanol
50%
2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

1-chloro-3-[4'-(3-chloro-2-hydroxy-propoxy)-biphenyl-4-yloxy]-propan-2-ol

Conditions
ConditionsYield
With cerium(III) chloride heptahydrate In acetonitrile for 16h; Reflux;28%
2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

C30H50N2O4(2+)*2Br(1-)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: aq. KOH / 20 °C
1.2: 50 percent / ethanol
2.1: 87 percent / acetone / 6 h / Heating
View Scheme
79-10-7

acrylic acid

2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

166596-79-8

C24H26O8

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; hydroquinone Heating;
2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

C30H45NO9Si

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide; tetraethylammonium bromide / tetrahydrofuran; acetonitrile / 2.5 h / 26 °C
2: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 h / 65 °C
View Scheme
64-17-5

ethanol

2461-46-3

4,4'-bis(2,3-epoxypropoxy)biphenyl

C20H24O5

Conditions
ConditionsYield
With tetraethylammonium bromide; sodium hydroxide In tetrahydrofuran; acetonitrile at 26℃; for 2.5h;

4,4'-Bis(2,3-epoxypropoxy)biphenyl Chemical Properties

Molecular Structure of 4,4'-Bis(2,3-epoxypropoxy)biphenyl (CAS No.2461-46-3):

Molecular Formula: C18H18O4
Molecular Weight: 298.33
CAS No: 2461-46-3
XLogP3-AA: 2.9
H-Bond Donor: 0
H-Bond Acceptor: 4
Rotatable Bond Count: 7
Topological Polar Surface Area: 43.5
Heavy Atom Count: 22
Formal Charge: 0
Complexity: 311
IUPAC Name: 2-[[4-[4-(Oxiran-2-ylmethoxy)phenyl]phenoxy]methyl]oxirane 
Canonical SMILES: C1C(O1)COC2=CC=C(C=C2)C3=CC=C(C=C3)OCC4CO4
InChI: InChI=1S/C18H18O4/c1-5-15(19-9-17-11-21-17)6-2-13(1)14-3-7-16(8-4-14)20-
10-18-12-22-18/h1-8,17-18H,9-12H2
InChIKey: OZRVXYJWUUMVOW-UHFFFAOYSA-N

4,4'-Bis(2,3-epoxypropoxy)biphenyl Specification

   4,4'-Bis(2,3-epoxypropoxy)biphenyl (CAS No.2461-46-3), its synonyms are Diglycidylether of 4,4'-biphenol ; Polymers of 4,4'-dihydroxy-1,1-biphenyl with (chloromethyl)oxirane ; 2,2'-[(1,1'-Biphenyl)-4,4'-diyl]bis(oxymethylene)bisoxirane ; 3,3'-[Biphenyl-4,4'-diylbisoxy]bis(1,2-epoxypropane) ; 4,4'-Bis[(oxirane-2-yl)methoxy]-1,1'-biphenyl .

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