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4-Methoxycinnamic acid

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4-Methoxycinnamic acid Basic information

Product Name:
4-Methoxycinnamic acid
Synonyms:
  • P-METHOXYCINNAMIC ACID, 99%, PREDOMINANTLY TRANS
  • 3-(4-Methoxyphenyl)propenoic acid
  • 4-Methoxybenzeneacrylic acid
  • 4-Methoxyciamic acid
  • O-Methyl-p-coumaric Acid O-Methyl-p-cumaric Acid
  • (2E)-3-(4-METHOXYPHENYL)ACRYLIC ACID
  • AKOS B000181
  • AKOS BB/0034
CAS:
830-09-1
MF:
C10H10O3
MW:
178.18
EINECS:
212-594-0
Product Categories:
  • Aromatic Cinnamic Acids, Esters and Derivatives
  • Cinnamic acid
  • Heterocyclic Compounds
  • Absolute Configuration Determination (Exciton Chirality CD Method)
  • Analytical Chemistry
  • Building Blocks for Liquid Crystals
  • Chalcones, etc. (Building Blocks for Liquid Crystals)
  • Enantiomer Excess & Absolute Configuration Determination
  • Exciton Chirality CD Method (for Hydroxyl Groups)
  • Functional Materials
  • C10Organic Electronics and Photonics
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Carbonyl Compounds
  • Carboxylic Acids
  • Liquid Crystals
  • Nematic
  • 830-09-1
  • 11
Mol File:
830-09-1.mol
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4-Methoxycinnamic acid Chemical Properties

Melting point:
173.5 °C(lit.)
Boiling point:
250.41°C (rough estimate)
Density 
1.1479 (rough estimate)
refractive index 
1.5088 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in dimethyl sulfoxide and methanol.
pka
pK1:4.539 (25°C)
form 
Fine Crystalline Powder
color 
White
InChI
InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)
InChIKey
AFDXODALSZRGIH-UHFFFAOYSA-N
SMILES
C(O)(=O)C=CC1=CC=C(OC)C=C1
LogP
2.680
CAS DataBase Reference
830-09-1(CAS DataBase Reference)
NIST Chemistry Reference
2-Propenoic acid, 3-(4-methoxyphenyl)-(830-09-1)
EPA Substance Registry System
2-Propenoic acid, 3-(4-methoxyphenyl)- (830-09-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
RTECS 
UD3391300
8
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29173990

MSDS

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4-Methoxycinnamic acid Usage And Synthesis

Chemical Properties

white fine crystalline powde

Uses

It exerts anti-hyperglycemic/ hypoglycemic effect by stimulating insulin secretion from pancreas. It could be developed into a new potential therapeutic agent used in type 2 diabetic patients.

Uses

4-Methoxycinnamic acid(p-MCA) exerted antihyperglycemic/hypoglycemic effect by stimulating insulin secretion from pancreas and could be developed into a new potential for therapeutic agent used in type 2 diabetic patients.

Definition

ChEBI: A methoxycinnamic acid having a single methoxy substituent at the 4-position on the phenyl ring.

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 3452, 1957 DOI: 10.1021/ja01570a037
Tetrahedron Letters, 31, p. 5913, 1990 DOI: 10.1016/S0040-4039(00)97992-9

Purification Methods

Crystallise the acid from MeOH to constant melting point and UV spectrum. [Beilstein 10 IV 1005.]

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