citraconicadj.

Brit.

/sɪtrəˈkɒnɪk/, U.S.

/ˌsɪtrəˈkɑnɪk/

Origin: A borrowing from French. Etymon: French citraconique.

Etymology: < French citraconique (1840 in acide citraconique ) < German Citracon- (in Citraconsäure : G. L. Crasso 1840, in Ann. der Chem. u. Pharm. 34 68; < citr- citro- comb. form + acon- (in Aconitsäure aconitic acid: see aconitic adj.; compare Itaconsäure : see itaconic adj.)) + -ique -ic suffix, with remodelling of the ending in English (see -ic suffix).Quots. 1840 for citraconic acid n. at sense 1, 1840 at sense 2 are from an abstract of a French paper in Rev. sci. et industr. 2 (1840) 178, which is itself a translation of Crasso's German paper.

Chemistry.

1. citraconic acid n. a crystalline dibasic carboxylic acid obtainable by heating citric acid and isomeric with itaconic and mesaconic acids; methylmaleic acid.Systematic name: cis-methylbut-2-enedioic acid; formula: HOOCCH=C(CH₃)COOH.

ΘΚΠ

the world > matter > chemistry > organic chemistry > organic acids > [noun] > dicarboxylic acids > miscellaneous others

suberic acid1796

oxalovinic acid1838

citraconic acid1840

melanic acid1840

citramalic acid1864

citratartaric acid1864

isophthalic acid1870

methylmalonic acid1889

norpinic acid1909

naphthalic acid1920

1840 Med. Times 7 Nov. 67/2 Citraconic Acid: The itaconic acid, by the action of fire, gives birth to a new acid, the citraconic.

1898 Science 30 Sept. 417/1 Mesaconic and citraconic acids..yielded allylene,..whereas itaconic acid was resolved by the current into symmetrical allene.

1924 J. B. Cohen Pract. Org. Chem. (ed. 3) 404 Citraconic acid is readily converted into mesaconic acid.

2010 S. Moldoveanu Pyrolysis Org. Molecules xvii. 497 The formation of citraconic acid can be the result of a reaction between water..and citraconic anhydride.

2. Relating to or derived from citraconic acid (see also Compounds).Recorded earliest in citraconic ether n. at Compounds.

ΚΠ

1840 Med. Times 7 Nov. 67/2 The compounds here described are citraconic ether [etc.].

1851 Chem. Gaz. 9 237 The acid parts with 2 equivs. water, but at the same time passes into the citraconic group.

1863 H. Watts Dict. Chem. I. 994 Citraconic chloride..is a highly refracting fuming liquid.

1922 Science 8 Dec. 668/1 (heading) A citraconic analog of quinophthalone.

1932 Jrnl. Chem. Soc. 2568 (title) The action of sodium ethoxide on itaconic, citraconic and mesaconic esters.

2003 A. Sethi Systematic Lab. Exper. Org. Synthesis (rev. ed.) 202 Citraconic diamide m.p. 175°C.

Compounds

citraconic anhydride n. [after German Citrakon-Anhydrid (1852 in the passage translated in quot. 1856; now usually Citraconanhydrid)] a liquid which is the cyclic anhydride of citraconic acid.Formula: C₅H₄O₃.

ΚΠ

1856 H. Watts tr. L. Gmelin Hand-bk. Chem. X. 436 Citraconic anhydride [Ger. Citrakon-Anhydrid]..is finally converted, with further absorption of ammonia, into a yellow viscid mass.

1931 Proc. Royal Soc. B. 108 573 For the chemical separation we made use of the different reactivity of the irradiation products to maleic or citraconic anhydride.

2009 W. L. F. Armarego & C. Li Lin Chai Purification Lab. Chemicals (ed. 6) iv. 156 Distillation at atmospheric pressure, or prolonged distillation causes rearrangement to citraconic anhydride.

† citraconic ether n. [after French éther citraconique (1840)] Obsolete the diethyl ester of citraconic acid; diethyl citraconate.Formula: C₉H₁₄O₄.

ΚΠ

1840Citraconic ether [see sense 2].

1863 H. Watts Dict. Chem. I. 993 Citraconate of Ethyl, or Citraconic Ether..is a colourless, bitter, somewhat aromatic liquid.

This entry has been updated (OED Third Edition, June 2014; most recently modified version published online March 2022).

单词	citraconic
释义	citraconicadj. Brit. /sɪtrəˈkɒnɪk/, U.S. /ˌsɪtrəˈkɑnɪk/ Origin: A borrowing from French. Etymon: French citraconique. Etymology: < French citraconique (1840 in acide citraconique ) < German Citracon- (in Citraconsäure : G. L. Crasso 1840, in Ann. der Chem. u. Pharm. 34 68; < citr- citro- comb. form + acon- (in Aconitsäure aconitic acid: see aconitic adj.; compare Itaconsäure : see itaconic adj.)) + -ique -ic suffix, with remodelling of the ending in English (see -ic suffix).Quots. 1840 for citraconic acid n. at sense 1, 1840 at sense 2 are from an abstract of a French paper in Rev. sci. et industr. 2 (1840) 178, which is itself a translation of Crasso's German paper. Chemistry. 1. citraconic acid n. a crystalline dibasic carboxylic acid obtainable by heating citric acid and isomeric with itaconic and mesaconic acids; methylmaleic acid.Systematic name: cis-methylbut-2-enedioic acid; formula: HOOCCH=C(CH₃)COOH. ΘΚΠ the world > matter > chemistry > organic chemistry > organic acids > [noun] > dicarboxylic acids > miscellaneous others suberic acid1796 oxalovinic acid1838 citraconic acid1840 melanic acid1840 citramalic acid1864 citratartaric acid1864 isophthalic acid1870 methylmalonic acid1889 norpinic acid1909 naphthalic acid1920 1840 Med. Times 7 Nov. 67/2 Citraconic Acid: The itaconic acid, by the action of fire, gives birth to a new acid, the citraconic. 1898 Science 30 Sept. 417/1 Mesaconic and citraconic acids..yielded allylene,..whereas itaconic acid was resolved by the current into symmetrical allene. 1924 J. B. Cohen Pract. Org. Chem. (ed. 3) 404 Citraconic acid is readily converted into mesaconic acid. 2010 S. Moldoveanu Pyrolysis Org. Molecules xvii. 497 The formation of citraconic acid can be the result of a reaction between water..and citraconic anhydride. 2. Relating to or derived from citraconic acid (see also Compounds).Recorded earliest in citraconic ether n. at Compounds. ΚΠ 1840 Med. Times 7 Nov. 67/2 The compounds here described are citraconic ether [etc.]. 1851 Chem. Gaz. 9 237 The acid parts with 2 equivs. water, but at the same time passes into the citraconic group. 1863 H. Watts Dict. Chem. I. 994 Citraconic chloride..is a highly refracting fuming liquid. 1922 Science 8 Dec. 668/1 (heading) A citraconic analog of quinophthalone. 1932 Jrnl. Chem. Soc. 2568 (title) The action of sodium ethoxide on itaconic, citraconic and mesaconic esters. 2003 A. Sethi Systematic Lab. Exper. Org. Synthesis (rev. ed.) 202 Citraconic diamide m.p. 175°C. Compounds citraconic anhydride n. [after German Citrakon-Anhydrid (1852 in the passage translated in quot. 1856; now usually Citraconanhydrid)] a liquid which is the cyclic anhydride of citraconic acid.Formula: C₅H₄O₃. ΚΠ 1856 H. Watts tr. L. Gmelin Hand-bk. Chem. X. 436 Citraconic anhydride [Ger. Citrakon-Anhydrid]..is finally converted, with further absorption of ammonia, into a yellow viscid mass. 1931 Proc. Royal Soc. B. 108 573 For the chemical separation we made use of the different reactivity of the irradiation products to maleic or citraconic anhydride. 2009 W. L. F. Armarego & C. Li Lin Chai Purification Lab. Chemicals (ed. 6) iv. 156 Distillation at atmospheric pressure, or prolonged distillation causes rearrangement to citraconic anhydride. † citraconic ether n. [after French éther citraconique (1840)] Obsolete the diethyl ester of citraconic acid; diethyl citraconate.Formula: C₉H₁₄O₄. ΚΠ 1840Citraconic ether [see sense 2]. 1863 H. Watts Dict. Chem. I. 993 Citraconate of Ethyl, or Citraconic Ether..is a colourless, bitter, somewhat aromatic liquid. This entry has been updated (OED Third Edition, June 2014; most recently modified version published online March 2022). < adj.1840
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