环己烷甲酸性质表

环己烷甲酸的一些性质如下所述。

基本信息

中文名：环己烷甲酸、环己基甲酸
化学式：C₇H₁₂O₂
CAS号：98-89-5
英文名：cyclohexanecarboxylic acid; cyclohexylmethanoic acid
外观：无色晶体

结构与性质

结构与性质
折射率, n_D	1.4530（20 °C）^[1]
阿贝数	?
介电常数, ε_r	?
极性分子表面积	37.3 Å²^[2]

晶体性质
共晶（与异烟酰胺）^[3]	I型：a=6.9587，b=9.0375，c=12.3302 Å，α=68.763，β=76.211，γ=82.636°，P1，343 K II型：a=6.991，b=8.981，c=11.298 Å，α=67.479，β=81.065，γ=83.458°，P1，173 K
共晶（与六亚甲基四胺）^[4]	a=6.0341，b=30.9087，c=11.7024 Å，β=103.366 °，P2₁/n，173 K

热力学性质

相性质
熔点	30—31 °C（303—304 K）^[5]
沸点	234—235 °C（507—508 K）^[6] 145 °C（418 K）（25 Torr）^[7] 233 °C（506 K）（746 Torr）^[8]
临界点	446 °C，37.4 atm^[9]
临界密度	0.330 g·cm⁻³
熔化焓变（Δ_fusH）	9.197 kg·mol⁻¹^[10]
摩尔体积	124.1 cm³·mol⁻¹^[10]
气态时解离 AH = A⁻ + H⁺	ΔG⁰（300K）= 338.1 kcal·mol⁻¹ ΔH = 345.1 kcal·mol⁻¹
液体性质
蒸气压	0.0200 Torr（25 °C）^[2] 5.358 mmHg（100 °C） 14.962 mmHg（120 °C）^[9]
密度	1.042 g·cm⁻³（40 °C） 1.004 g·cm⁻³（90 °C） 0.9794 g·cm⁻³（120 °C）
表面张力	29.10 dyn·cm⁻¹（40 °C） 24.02 dyn·cm⁻¹（100 °C） 15.95 dyn·cm⁻¹（200 °C）
固体性质
共晶温度（1-辛醇）	环己基甲酸 x_1,e = 0.670，T_1,e = 251.1 K 环己基乙酸 x_1,e = 0.720, T_1,e = 251.7 K^[10]

溶解度数据

溶解度
pKa	4.91±0.10（25 °C）^[2]
溶解度（水，25 °C）（g/L）	7.8（pH=1） 7.8（pH=2） 7.9（pH=3.06） 8.8（pH=8.8） 18（pH=5） 947（pH=7）^[2]
溶解度（水，25 °C）（mol/L）	0.061（pH=1） 0.062（pH=3.06） 7.39（pH=7）^[2]

化学品安全技术说明书

环己烷甲酸的安全技术说明书（MSDS）可以参见此页面（Merck）。

参考文献

^ Herbert Koch. Carboxylic acids. DE 942987, 1956.
^ ^2.0 ^2.1 ^2.2 ^2.3 ^2.4 Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-10-25]
^ Andreas Lemmerer, Manuel A. Fernandes. Adventures in co-crystal land: high Z′, stoichiometric variations, polymorphism and phase transitions in the co-crystals of four liquid and solid cyclic carboxylic acids with the supramolecular reagent isonicotinamide. New Journal of Chemistry. 2012, 36 (11): 2242 [2022-01-21]. ISSN 1144-0546. doi:10.1039/c2nj40186j （英语）.
^ Andreas Lemmerer. Seven hexamethylenetetramine (HMTA) complexes with mono- and dicarboxylic acids: analysis of packing modes of HMTA complexes in the literature. Acta Crystallographica Section B Structural Science. 2011-04-01, 67 (2): 177–192 [2022-01-21]. ISSN 0108-7681. doi:10.1107/S0108768111004964. （原始内容存档于2022-06-18）.
^ Carl M. Hill, Mary E. Hill. Preparation and Properties of Pentamethylene-ketene Monomer and Dimer. Journal of the American Chemical Society. 1953-06, 75 (11): 2765–2766 [2019-10-25]. ISSN 0002-7863. doi:10.1021/ja01107a507. （原始内容存档于2019-10-25）（英语）.
^ Willstatter, Richard; Mayer, Erwin W. Reduction with platinum and hydrogen at the ordinary temperature. I. Berichte der Deutschen Chemischen Gesellschaft, 1908. 41: 1475-1480. ISSN: 0365-9496.
^ Jefferson T. Eaton, William D. Rounds, John H. Urbanowicz, Gordon W. Gribble. Hydrolysis in the absence of bulk water 1. Chemoselective hydrolysis of amides using tetrahalophthalic anhydrides. Tetrahedron Letters. 1988-01, 29 (50): 6553–6556 [2019-10-25]. doi:10.1016/S0040-4039(00)82395-3 （英语）.
^ Henry R. Henze, Arthur Furman Isbell. Researches on Substituted 5-Phenylhydantoins 1. Journal of the American Chemical Society. 1954-08, 76 (16): 4152–4156 [2019-10-25]. ISSN 0002-7863. doi:10.1021/ja01645a029 （英语）.
^ ^9.0 ^9.1 卢焕章. 石油化工基础数据手册. 北京: 化工出版社. 1984. pp 668
^ ^10.0 ^10.1 ^10.2 Urszula Domańska, Piotr Morawski, Maria Piekarska. Solubility of perfumery and fragrance raw materials based on cyclohexane in 1-octanol under ambient and high pressures up to 900 MPa. The Journal of Chemical Thermodynamics. 2008-04, 40 (4): 710–717 [2019-10-25]. doi:10.1016/j.jct.2007.10.004. （原始内容存档于2018-07-02）（英语）.

[1] Herbert Koch. Carboxylic acids. DE 942987, 1956.

[ACD-2] 2.0 ^2.1 ^2.2 ^2.3 ^2.4 Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-10-25]

[3] Andreas Lemmerer, Manuel A. Fernandes. Adventures in co-crystal land: high Z′, stoichiometric variations, polymorphism and phase transitions in the co-crystals of four liquid and solid cyclic carboxylic acids with the supramolecular reagent isonicotinamide. New Journal of Chemistry. 2012, 36 (11): 2242 [2022-01-21]. ISSN 1144-0546. doi:10.1039/c2nj40186j （英语）.

[4] Andreas Lemmerer. Seven hexamethylenetetramine (HMTA) complexes with mono- and dicarboxylic acids: analysis of packing modes of HMTA complexes in the literature. Acta Crystallographica Section B Structural Science. 2011-04-01, 67 (2): 177–192 [2022-01-21]. ISSN 0108-7681. doi:10.1107/S0108768111004964. （原始内容存档于2022-06-18）.

[5] Carl M. Hill, Mary E. Hill. Preparation and Properties of Pentamethylene-ketene Monomer and Dimer. Journal of the American Chemical Society. 1953-06, 75 (11): 2765–2766 [2019-10-25]. ISSN 0002-7863. doi:10.1021/ja01107a507. （原始内容存档于2019-10-25）（英语）.

[6] Willstatter, Richard; Mayer, Erwin W. Reduction with platinum and hydrogen at the ordinary temperature. I. Berichte der Deutschen Chemischen Gesellschaft, 1908. 41: 1475-1480. ISSN: 0365-9496.

[7] Jefferson T. Eaton, William D. Rounds, John H. Urbanowicz, Gordon W. Gribble. Hydrolysis in the absence of bulk water 1. Chemoselective hydrolysis of amides using tetrahalophthalic anhydrides. Tetrahedron Letters. 1988-01, 29 (50): 6553–6556 [2019-10-25]. doi:10.1016/S0040-4039(00)82395-3 （英语）.

[8] Henry R. Henze, Arthur Furman Isbell. Researches on Substituted 5-Phenylhydantoins 1. Journal of the American Chemical Society. 1954-08, 76 (16): 4152–4156 [2019-10-25]. ISSN 0002-7863. doi:10.1021/ja01645a029 （英语）.

[Lu-9] 9.0 ^9.1 卢焕章. 石油化工基础数据手册. 北京: 化工出版社. 1984. pp 668

[Domańska-10] 10.0 ^10.1 ^10.2 Urszula Domańska, Piotr Morawski, Maria Piekarska. Solubility of perfumery and fragrance raw materials based on cyclohexane in 1-octanol under ambient and high pressures up to 900 MPa. The Journal of Chemical Thermodynamics. 2008-04, 40 (4): 710–717 [2019-10-25]. doi:10.1016/j.jct.2007.10.004. （原始内容存档于2018-07-02）（英语）.

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