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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)

-

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Sturrock,M.G. et al.

, p. 3047 - 3051 (1971)

-

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Matsuura et al.

, p. 6149,6154 (1968)

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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...

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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)

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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...

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Maekawa,Sumimoto

, p. 941,942 (1960)

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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

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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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