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Diphenolic acid

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Diphenolic acid Basic information

Product Name:
Diphenolic acid
Synonyms:
  • NARINGENIN-4'-ACETATE
  • GFR&alpha
  • NMDA&epsilon
  • 4,4-Bis(4-hydroxyphenyl)valeric acid,Diphenolic acid
  • 3-d]pyriMidine
  • 7-Trichloropyrido[2
  • 2-dioxaborolan-2-yl)isoxazole
  • 5-DiMethyl-4-(4
CAS:
126-00-1
MF:
C17H18O4
MW:
286.32
EINECS:
204-763-2
Product Categories:
  • Building Blocks
  • C13 to C42+
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • Organic Building Blocks
  • bc0001
Mol File:
126-00-1.mol
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Diphenolic acid Chemical Properties

Melting point:
167-170 °C(lit.)
Boiling point:
388.69°C (rough estimate)
Density 
1.30
refractive index 
1.5450 (estimate)
Flash point:
208°C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
4.66±0.10(Predicted)
color 
White to Off-White
Merck 
14,3312
BRN 
1886361
InChIKey
VKOUCJUTMGHNOR-UHFFFAOYSA-N
LogP
2.890 (est)
CAS DataBase Reference
126-00-1(CAS DataBase Reference)
EPA Substance Registry System
Diphenolic acid (126-00-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-36
Safety Statements 
26-37/39-36
WGK Germany 
3
10
TSCA 
Yes
HS Code 
29182900

MSDS

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Diphenolic acid Usage And Synthesis

Chemical Properties

Light pink solid

Uses

Diphenolic acid (DPA) has been identified as a potential replacement for bisphenol A, which is one of the monomers for epoxy resins and polycarbonates. DPA also can Intermediate for surface coatings, lubricating oil additives, cosmetics, surfactants, plasticizers, textile chemicals.

Uses

Diphenolic Acid is a flux compound. Adhesives for semiconductor devices.

Uses

Since diphenolic acid is a close structural analog of bisphenol A, diphenolic acid has the potential to displace bisphenol A. A possible endocrine disruptor, bisphenol A is used in polymer applications such as for use in baby bottles, dental resins, and lacquers to coat food cans.

Definition

ChEBI: Diphenolic acid is a bisphenol.

Preparation

Diphenolic acid (DPA) can be made by the condensation reaction of levulinic acid with phenol in the presence of acid catalysts.

Synthesis of diphenolic acid from levulinic acid

Industrial uses

Diphenolic acid, the condensation product of levulinic acid and phenol, is useful in the preparation of the modified phenol formaldehyde resins, polyether resins and as monocarboxilic acid chain stopper in alkyd resin (Bader, 1960).

Purification Methods

When recrystallised from *C6H6, the crystals have 0.5 mol of *C6H6 (m 120-122o), and when recrystallised from toluene, the crystals have 0.5 mol of toluene. Purify the acid by recrystallisation from hot H2O. It is soluble in Me2CO, AcOH, EtOH, propan-2-ol, methyl ethyl ketone. It can also be recrystallised from AcOH, heptane/Et2O or Me2CO/*C6H6. It has max 225 and 279nm in EtOH. The methyl ester has m 87-89o (aqueous MeOH to give the trihydrate). [Bader & Kantowicz J Am Chem Soc 76 4465 1954, Beilstein 10 IV 1890.]

Diphenolic acid Preparation Products And Raw materials

Raw materials

Diphenolic acidSupplier

Langfang Hawk Technology & Development Co., Ltd. Gold
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