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2-Propoxybenzoic acid

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2-Propoxybenzoic acid Basic information

Product Name:
2-Propoxybenzoic acid
Synonyms:
  • RARECHEM AL BO 0876
  • O-PROPOXY BENZOIC ACID
  • AKOS BBB/270
  • 2-PROPOXYBENZOIC ACID
  • 2-N-PROPOXYBENZOIC ACID
  • 2-n-Propoxybenzoic acid, 98+%
  • 2-Propoxybenzoic aci
  • Salicylic Acid Propyl Ether
CAS:
2100-31-4
MF:
C10H12O3
MW:
180.2
EINECS:
606-685-8
Product Categories:
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Organic acids
  • Acids & Esters
  • Anisoles, Alkyloxy Compounds & Phenylacetates
Mol File:
2100-31-4.mol
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2-Propoxybenzoic acid Chemical Properties

Melting point:
35-37°C
Boiling point:
207 °C / 40mmHg
Density 
1.133±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO, Methanol
pka
pK1:4.24 (20°C)
form 
Solid
color 
Off-White
BRN 
3089998
CAS DataBase Reference
2100-31-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36-37
RTECS 
000-000-0
HS Code 
29189900

MSDS

  • Language:English Provider:ALFA
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2-Propoxybenzoic acid Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

2-Propoxybenzoic Acid is a salicylic acid derivative used in the preparation of inhibitors of tyrosinase or hyaluronidase. 2-Propoxybenzoic Acid is a very potent inhibitior of collagen-induced aggregation of human platelets

Synthesis

92156-43-9

2100-31-4

General procedure for the synthesis of 2-propoxybenzoic acid (PBA) from compound (CAS: 92156-43-9): potassium tert-butoxide (about 11 mmol) was added to a dimethyl sulfoxide (DMSO) solution of compound C (about 9 mmol) and the reaction temperature was maintained at about 0 °C. The reaction mixture was stirred at 0 °C for about 30 minutes, followed by warming up to room temperature (about 25 °C - 30 °C) and continued stirring for 2-3 hours. Upon completion of the reaction, the reaction was quenched with ice water and then extracted with dichloromethane (DCM). The organic layers were combined and dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure. The resulting crude product was purified by recrystallization using ethanol as solvent to afford the target product 2-propoxybenzoic acid (D) with 95% purity.

References

[1] Patent: WO2013/160885, 2013, A1. Location in patent: Page/Page column 16
[2] Patent: US2006/167107, 2006, A1. Location in patent: Page/Page column 4

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