7-甲基辛酸

7-甲基辛酸
英文名
识别
CAS号	693-19-6
SMILES	CC(C)CCCCCC(O)=O;
性质
化学式	C9H18O2
	158.24 g·mol⁻¹
密度	0.919±0.06 g·cm−3[1]
熔点	3—5 °C（276—278 K）[2]
沸点	248 °C（521 K）（765 Torr）[3]
溶解性（水）	0.11 g[1]
pKa	4.78±0.10[1]
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

7-甲基辛酸是一种有机化合物，化学式为C₉H₁₈O₂，它是异壬酸的同分异构体之一。[4]

制备

7-甲基辛酸可由7-甲基辛醇和吡啶重铬酸盐（或三氧化铬[2]）的氧化反应制得。[5]6-溴己酸钠和异丙基氯化镁反应，酸化后加水可以析出7-甲基辛酸。[6]

7-甲基辛酸甲酯在碱性条件下水解[7]，或7-甲基-7-辛烯酸在钯碳的催化下由氢气还原，也能得到产物。[8]

性质

7-甲基辛酸和光气加热反应，得到7-甲基辛酰氯；[9]在酸性催化剂的催化下，也能和醇反应生成酯。[10][11]

参考文献

Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 ((C) 1994-2020 ACD/Labs). Retrieved from SciFinder. [2020-07-25].
Klimentová, Jana; Kosák, Petr; Vávrová, Kateřina; Holas, Tomáš; Hrabálek, Alexandr. . Bioorganic & Medicinal Chemistry. 2006, 14 (23): 7681–7687. ISSN 0968-0896. doi:10.1016/j.bmc.2006.08.013.
Levene, P. A.; Allen, C. H. The oxidation of branched-chain fatty acids. I. The action of hydrogen peroxide on the homologs of isobutyric acid. Journal of Biological Chemistry, 1916. 27: 433-462. ISSN: 0021-9258.
(PDF). Berufsgenossenschaft Rohstoffe und chemische Industrie (BG RCI). 2010 [2020-07-25]. （原始内容存档 (PDF)于2016-03-24）.
Cooper, Matthew; Blaskovich, Mark; Alejandra, Gallardo-Goday; Hansford, Karl; Elliott, Alysha. Peptide antibiotics. 2019. WO 2019084628 A1.
Thiel, Verena; Kunze, Brigitte; Verma, Pankaj; Wagner-Döbler, Irene; Schulz, Stefan. . ChemBioChem. 2009, 10 (11): 1861–1868. ISSN 1439-4227. doi:10.1002/cbic.200900126.
Riclea, Ramona; Aigle, Bertrand; Leblond, Pierre; Schoenian, Ilka; Spiteller, Dieter; Dickschat, Jeroen S. . ChemBioChem. 2012, 13 (11): 1635–1644. ISSN 1439-4227. doi:10.1002/cbic.201200260.
Cui, A-Long; Hu, Xin-Xin; Gao, Yan; Jin, Jie; Yi, Hong; Wang, Xiu-Kun; Nie, Tong-Ying; Chen, Yang; He, Qi-Yang; Guo, Hui-Fang; Jiang, Jian-Dong; You, Xue-Fu; Li, Zhuo-Rong. . Journal of Medicinal Chemistry. 2018, 61 (5): 1845–1857. ISSN 0022-2623. doi:10.1021/acs.jmedchem.7b01367.
Lan, Xingfen; Qiu, Xuenan; Peng, Jiuhe. Process for preparation of acyl chloride compounds. 2016. CN 105585478 A.
Springer, Helmut; Merscher, Klaus-Dieter; Heumueller, Rudolf; Schimmer, Klaus; Strutz, Heinz. Process for the production of glycol-carboxylate ester plasticizers with the azeotropic distillative removal of process water. 2001. DE 19940991 A1.
Mun, Dasom; Vo, Anh Thi Hoang; Kim, Bora; Shul, Yong-Gun; Cho, Jin Ku. . Catalysis Communications. 2017, 96: 32–36. ISSN 1566-7367. doi:10.1016/j.catcom.2017.03.015.

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[ACD-1] Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 ((C) 1994-2020 ACD/Labs). Retrieved from SciFinder. [2020-07-25].

[#1-2] Klimentová, Jana; Kosák, Petr; Vávrová, Kateřina; Holas, Tomáš; Hrabálek, Alexandr. . Bioorganic & Medicinal Chemistry. 2006, 14 (23): 7681–7687. ISSN 0968-0896. doi:10.1016/j.bmc.2006.08.013.

[3] Levene, P. A.; Allen, C. H. The oxidation of branched-chain fatty acids. I. The action of hydrogen peroxide on the homologs of isobutyric acid. Journal of Biological Chemistry, 1916. 27: 433-462. ISSN: 0021-9258.

[4] (PDF). Berufsgenossenschaft Rohstoffe und chemische Industrie (BG RCI). 2010 [2020-07-25]. （原始内容存档 (PDF)于2016-03-24）.

[5] Cooper, Matthew; Blaskovich, Mark; Alejandra, Gallardo-Goday; Hansford, Karl; Elliott, Alysha. Peptide antibiotics. 2019. WO 2019084628 A1.

[6] Thiel, Verena; Kunze, Brigitte; Verma, Pankaj; Wagner-Döbler, Irene; Schulz, Stefan. . ChemBioChem. 2009, 10 (11): 1861–1868. ISSN 1439-4227. doi:10.1002/cbic.200900126.

[7] Riclea, Ramona; Aigle, Bertrand; Leblond, Pierre; Schoenian, Ilka; Spiteller, Dieter; Dickschat, Jeroen S. . ChemBioChem. 2012, 13 (11): 1635–1644. ISSN 1439-4227. doi:10.1002/cbic.201200260.

[8] Cui, A-Long; Hu, Xin-Xin; Gao, Yan; Jin, Jie; Yi, Hong; Wang, Xiu-Kun; Nie, Tong-Ying; Chen, Yang; He, Qi-Yang; Guo, Hui-Fang; Jiang, Jian-Dong; You, Xue-Fu; Li, Zhuo-Rong. . Journal of Medicinal Chemistry. 2018, 61 (5): 1845–1857. ISSN 0022-2623. doi:10.1021/acs.jmedchem.7b01367.

[9] Lan, Xingfen; Qiu, Xuenan; Peng, Jiuhe. Process for preparation of acyl chloride compounds. 2016. CN 105585478 A.

[10] Springer, Helmut; Merscher, Klaus-Dieter; Heumueller, Rudolf; Schimmer, Klaus; Strutz, Heinz. Process for the production of glycol-carboxylate ester plasticizers with the azeotropic distillative removal of process water. 2001. DE 19940991 A1.

[11] Mun, Dasom; Vo, Anh Thi Hoang; Kim, Bora; Shul, Yong-Gun; Cho, Jin Ku. . Catalysis Communications. 2017, 96: 32–36. ISSN 1566-7367. doi:10.1016/j.catcom.2017.03.015.