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    2. Organic Intermediates: Pharmaceutical Intermediates

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      2-Carboxybenzaldehyde

      • Product Name: 2-Carboxybenzaldehyde
      • CAS: 119-67-5
      • Purity:
      • Appearance: white crystal powder

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      Reliable factory customized supply 2-Carboxybenzaldehyde 119-67-5

      • Molecular Formula:C8H6O3
      • Molecular Weight:150.134
      • Appearance/Colour:white crystal powder 
      • Vapor Pressure:0.00012mmHg at 25°C 
      • Melting Point:94-96 °C(lit.) 
      • Refractive Index:1.4500 (estimate) 
      • Boiling Point:321.8 °C at 760 mmHg 
      • PKA:4.57±0.10(Predicted) 
      • Flash Point:162.6 °C 
      • PSA:54.37000 
      • Density:1,404 g/cm3 
      • LogP:1.19730 

      2-Carboxybenzaldehyde(Cas 119-67-5) Usage

      Synthesis Reference(s)

      Tetrahedron Letters, 14, p. 3535, 1973 DOI: 10.1016/S0040-4039(01)86963-XThe Journal of Organic Chemistry, 32, p. 3200, 1967 DOI: 10.1021/jo01285a061

      General Description

      2-Carboxybenzaldehyde (also known as 2-formylbenzoic acid) serves as a key reactant in the Ugi four-component condensation (Ugi-4CC) to form stable primary adducts, which can be further transformed into isocoumarins. Its reactivity with phenacylamine dimethyl acetal and isocyanides under controlled conditions allows for the isolation and characterization of intermediates, demonstrating its utility in synthetic routes toward biologically relevant heterocycles. The compound's stability in solid state and tendency to rearrange in solution highlight its role in facilitating efficient and tunable chemical transformations.

      Definition

      ChEBI: An aldehydic acid which consists of benzoic acid substituted by a formyl group at position 2.

      InChI:InChI=1/C8H6O3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5H,(H,10,11)/p-1

      119-67-5 Relevant articles

      Synthetic application of lithiation reactions. IX. A simplified synthesis of isocoumarin

      Narasimhan,Mali

      , p. 797 - 797 (1975)

      -

      -

      Sturrock,M.G. et al.

      , p. 3047 - 3051 (1971)

      -

      -

      Matsuura et al.

      , p. 6149,6154 (1968)

      -

      Prevention of manganese precipitation during the continuous selective partial oxidation of methyl aromatics with molecular oxygen in supercritical water

      Fraga-Dubreuil, Joan,Garcia-Verdugo, Eduardo,Hamley, Paul A.,Perez, Eduardo,Pearson, Ian,Thomas, W. Barry,Housley, Duncan,Partenheimer, Walt,Poliakoff, Martyn

      , p. 1866 - 1876 (2009)

      Presented here is an investigation of th...

      -

      Cava et al.

      , p. 2947 (1964)

      -

      -

      Cava et al.

      , p. 2076,2079 (1963)

      -

      -

      Sidgwick,Clayton

      , p. 2263 Anm. (1922)

      -

      -

      Cava,Napier

      , p. 3606 (1957)

      -

      -

      Dahlgren,Schell

      , p. 3200 (1967)

      -

      Selectivity in catalytic diol electrooxidation using a polypyridine ru(iv) complex

      Navarro, Marcelo,De Giovani, Wagner F.,Romero, Jose R.

      , p. 851 - 857 (1991)

      1,2-, 1,3-, and 1,4-Butanediols and phth...

      -

      Maekawa,Sumimoto

      , p. 941,942 (1960)

      -

      Facile construction of pyrrolo[1,2-: B] isoquinolin-10(5 H)-ones via a redox-amination-aromatization-Friedel-Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors

      Wu, Shanchao,Liu, Na,Dong, Guoqiang,Ma, Lin,Wang, Shengzheng,Shi, Wencai,Fang, Kun,Chen, Shuqiang,Li, Jian,Zhang, Wannian,Sheng, Chunquan,Wang, Wei

      , p. 9593 - 9596 (2016)

      An efficient redox-amination-aromatizati...

      Oxidation of benzyl alcohol by pyridinium dichromate in acetonitrile. Using the paralmeta ratio of substituent effects for mechanism elucidation

      Kabilan,Girija,Reis, Joao Carlos R.,Segurado, Manuel A.P.,De Oliveira, Jaime D. Gomes

      , p. 1151 - 1157 (2002)

      Rate constants were measured for the oxi...

      Industrial synthesis method of o-aldehyde phenyl fatty acid

      -

      Paragraph 0074; 0076; 0077; 0083; 0085; 0086; 0088; 0090, (2020/01/08)

      The invention provides an industrial syn...

      Synthesis method of O-formyl benzoic acid

      -

      Paragraph 0009 0011-0012, (2019/12/25)

      The invention discloses a synthesis meth...

      Synthesis of chiral isoindolinones via asymmetric propargylation/lactamization cascade

      Meng, Jiao-Long,Jiao, Tang-Qian,Chen, Ya-Heng,Fu, Rui,Zhang, Shu-Sheng,Zhao, Qian,Feng, Chen-Guo,Lin, Guo-Qiang

      supporting information, p. 1564 - 1567 (2018/03/23)

      A Zn-mediated propargylation/lactamizati...

      119-67-5 Process route

      o-xylene
      95-47-6

      o-xylene

      ortho-methylbenzoic acid
      118-90-1

      ortho-methylbenzoic acid

      2-(hydroxymethyl)benzoic acid
      612-20-4

      2-(hydroxymethyl)benzoic acid

      benzene-1,2-dicarboxylic acid
      88-99-3,73607-73-5

      benzene-1,2-dicarboxylic acid

      o-carboxybenzaldehyde
      119-67-5

      o-carboxybenzaldehyde

      Conditions
      Conditions Yield
      o-xylene; With N-hydroxyphthalimide; air; cobalt(II) acetate; manganese(II) acetate; In acetic acid; at 150 ℃; for 3h; under 22801.5 Torr;
      With sodium hydroxide; at 90 ℃; Further stages.;
      73%
      6%
      8%
      3%
      o-xylene
      95-47-6

      o-xylene

      ortho-methylbenzoic acid
      118-90-1

      ortho-methylbenzoic acid

      carbon dioxide
      124-38-9,18923-20-1

      carbon dioxide

      2-(hydroxymethyl)benzoic acid
      612-20-4

      2-(hydroxymethyl)benzoic acid

      benzene-1,2-dicarboxylic acid
      88-99-3,73607-73-5

      benzene-1,2-dicarboxylic acid

      benzoic acid
      65-85-0,8013-63-6

      benzoic acid

      o-carboxybenzaldehyde
      119-67-5

      o-carboxybenzaldehyde

      Conditions
      Conditions Yield
      With water; hydrogen bromide; dihydrogen peroxide; at 380 ℃; under 172517 Torr;
      58.6 mol %
      15.2 mol %

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