(3,4-Dimethoxyphenyl)acetic acid

Base Information

  • Chemical Name: (3,4-Dimethoxyphenyl)acetic acid
  • CAS No.: 93-40-3

Factory Sells Best Quality (3,4-Dimethoxyphenyl)acetic acid 93-40-3 with ISO standards

  • Molecular Formula: C10H12O4
  • Molecular Weight: 196.203
  • Appearance/Colour: white to beige powder 
  • Vapor Pressure: 6.23E-05mmHg at 25°C 
  • Melting Point: 96-98 °C(lit.) 
  • Refractive Index: 1.5430 (estimate) 
  • Boiling Point: 331.4 °C at 760 mmHg 
  • PKA: pK1:4.333 (25°C) 
  • Flash Point: 130.2 °C 
  • PSA: 55.76000 
  • Density: 1.189 g/cm3 
  • LogP: 1.33090 

(3,4-Dimethoxyphenyl)acetic acid(Cas 93-40-3) Usage

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 333, 1943The Journal of Organic Chemistry, 15, p. 548, 1950 DOI: 10.1021/jo01149a016

Purification Methods

Crystallise homoveratric acid from H2O or *C6H6/ligroin. The amide has m 142o (from H2O). [Beilstein 10 H 409, 10 I 197, 10 II 268, 10 III 1459, 10 IV 1509.]

General Description

(3,4-Dimethoxyphenyl)acetic acid, also known as homoveratric acid, is a key starting compound used in the synthesis of benzo[c]pyrilium salts with cyclopolyether substituents. It reacts with benzo-15-crown-5 in polyphosphoric acid to form a ketone intermediate, which is further converted into benzo[c]pyrilium perchlorates and subsequently into isoquinoline derivatives. These derivatives are studied for their potential biological activity, particularly in membrane penetration and selective ion transfer.

InChI:InChI=1/C10H12O4/c1-13-8-4-3-7(6-10(11)12)5-9(8)14-2/h3-5H,6H2,1-2H3,(H,11,12)/p-1

93-40-3 Relevant articles

A modular and divergent approach to spirocyclic pyrrolidines

Dixon, Darren J.,Ogura, Yusuke,Shennan, Benjamin D. A.,Smith, Peter W.

, p. 10354 - 10360 (2020)

An efficient three-step sequence to affo...

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Schmalfuss

, p. 112,117, 118 (1937)

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Polycarboxylated compounds and compositions containing same

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Page/Page column 17-22, (2021/06/09)

Methods of selectively modifying lignin,...

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, p. 15 - 30 (2018/10/31)

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, p. 651 - 656 (2019/02/19)

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93-40-3 Process route

C<sub>18</sub>H<sub>20</sub>O<sub>5</sub>S

C18 H20 O5 S

(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

Veratric acid
93-07-2

Veratric acid

Conditions
Conditions Yield
With ammonium cerium (IV) nitrate; oxygen; In acetonitrile; at 20 - 50 ℃; for 4h;
30%
55%
1,2-dimethoxy-4-(2-propenyl)benzene
93-15-2

1,2-dimethoxy-4-(2-propenyl)benzene

(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

Veratric acid
93-07-2

Veratric acid

Conditions
Conditions Yield
With potassium permanganate; acetone; at 0 ℃;

93-40-3 Upstream products

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    diazomethane

  • 102-32-9
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    3,4-dihydroxyphenylacetate

  • 93-15-2
    93-15-2

    1,2-dimethoxy-4-(2-propenyl)benzene

  • 93-17-4
    93-17-4

    3,4-dimethoxyphenylacetonitrile

93-40-3 Downstream products

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    2-(3,4-dimethoxyphenyl)-1-(piperidin-1-yl)ethan-1-one

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    15964-79-1

    methyl (3,4-dimethoxyphenyl)acetate

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    3979-57-5

    (3,4-dimethoxy-phenyl)-acetic acid-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethylamide]

  • 18066-68-7
    18066-68-7

    ethyl 3,4-dimethoxyphenylacetate

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