zh 1-%E6%B0%AF-4-%E6%BA%B4%E4%B8%81%E7%83%B7

1-氯-4-溴丁烷
别名	1-溴-4-氯丁烷
识别
CAS号	6940-78-9
性质
化学式	C4H8BrCl
摩尔质量	171.46 g·mol−1
密度	1.488 g·cm−3（20 °C）
沸点	175 °C
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

1-氯-4-溴丁烷是一种有机化合物，属卤代烃，化学式为C₄H₈BrCl。

制备

1-氯-4-溴丁烷有多种制备方式，如四氢呋喃和盐酸反应，得到4-氯-1-丁醇，再对其进行溴化得到。^[3]类似的方法还有乙酸-4-氯丁酯和氢溴酸的反应。^[4]1,4-二氯丁烷和1,4-二溴丁烷进行卤素交换，也可以得到该化合物。^[5]

性质

1-氯-4-溴丁烷和叠氮化钠在DMF中反应，可以得到1-叠氮基-4-氯丁烷。^[6]它在碳酸钾的存在下和苯酚在DMF中加热反应，得到(4-氯丁氧基)苯；^[7]通过类似的反应，也可制得(4-氯丁基)(苯基)硫醚。^[8]

参考文献

^ Donald Starr, R. M. Hixon. Reduction of Furan and the Preparation of Tetramethylene Derivatives. Journal of the American Chemical Society. 1934-07, 56 (7): 1595–1596 [2020-05-29]. ISSN 0002-7863. doi:10.1021/ja01322a041 （英语）.
^ Gordon G. Cash, Suzanne Hartigan, Jay Tunkel. Normal boiling points of haloalkanes from electrotopological state indices. Toxicological & Environmental Chemistry. 2008-11, 90 (6): 1073–1089 [2020-05-29]. ISSN 0277-2248. doi:10.1080/02772240701862116 （英语）.
^ Servigne, Marcel; Szarvasi, Etienne; Neuvy, Liliane. New method of preparation of 1-bromo-4-chlorobutane. Compt. rend., 1955. 241: 963-964.
^ Normant, Henri; Voreux, Gerard. Preparation and properties of ω-halogenated valeronitriles. Compt. rend., 1950. 231: 703-704.
^ Roger C. Hahn. Homogeneous nucleophile exchange. 1. Simple, high-yield synthesis of some heterodihalides. The Journal of Organic Chemistry. 1988-03, 53 (6): 1331–1333 [2020-05-29]. ISSN 0022-3263. doi:10.1021/jo00241a045 （英语）.
^ Monica Piras, Alexandra Andriu, Andrea Testa, Paul Wienecke, Ian Fleming, Matteo Zanda. Design and Synthesis of an RGD Peptidomimetic-Paclitaxel Conjugate Targeting αvβ3 Integrin for Tumour-Directed Drug Delivery. Synlett. 2017-12, 28 (20): 2769–2776 [2020-05-29]. ISSN 0936-5214. doi:10.1055/s-0036-1590898. （原始内容存档于2018-06-04）（英语）.
^ Ammenn, Jochen; Gillig, James Ronald; Heinz, Lawrence Joseph; Hipskind, Philip Arthur; Kinnick, Michael Dean; Lai, Yen-shi; Morin, John Michael, Jr.; Nixon, James Arthur; Ott, Carsten; Savin, Kenneth Allen; Schotten, Theo; Slieker, Lawrence John; Snyder, Nancy June; Robertson, Michael Alan. Preparation of 1,3,4-oxadiazoles and related compounds for use as melanin concentrating hormone antagonists in the treatment of obesity and diabetes. 2003. WO 2003097047 A1.
^ Alissa Horn, Patrick H. Dussault. Synthesis of α-Cyano and α-Sulfonyl Cyclic Ethers via Intramolecular Reactions of Peroxides with Sulfone- and Nitrile-Stabilized Carbanions. The Journal of Organic Chemistry. 2019-11-15, 84 (22): 14611–14626 [2020-05-29]. ISSN 0022-3263. doi:10.1021/acs.joc.9b02112 （英语）.

[1] Donald Starr, R. M. Hixon. Reduction of Furan and the Preparation of Tetramethylene Derivatives. Journal of the American Chemical Society. 1934-07, 56 (7): 1595–1596 [2020-05-29]. ISSN 0002-7863. doi:10.1021/ja01322a041 （英语）.

[2] Gordon G. Cash, Suzanne Hartigan, Jay Tunkel. Normal boiling points of haloalkanes from electrotopological state indices. Toxicological & Environmental Chemistry. 2008-11, 90 (6): 1073–1089 [2020-05-29]. ISSN 0277-2248. doi:10.1080/02772240701862116 （英语）.

[3] Servigne, Marcel; Szarvasi, Etienne; Neuvy, Liliane. New method of preparation of 1-bromo-4-chlorobutane. Compt. rend., 1955. 241: 963-964.

[4] Normant, Henri; Voreux, Gerard. Preparation and properties of ω-halogenated valeronitriles. Compt. rend., 1950. 231: 703-704.

[5] Roger C. Hahn. Homogeneous nucleophile exchange. 1. Simple, high-yield synthesis of some heterodihalides. The Journal of Organic Chemistry. 1988-03, 53 (6): 1331–1333 [2020-05-29]. ISSN 0022-3263. doi:10.1021/jo00241a045 （英语）.

[6] Monica Piras, Alexandra Andriu, Andrea Testa, Paul Wienecke, Ian Fleming, Matteo Zanda. Design and Synthesis of an RGD Peptidomimetic-Paclitaxel Conjugate Targeting αvβ3 Integrin for Tumour-Directed Drug Delivery. Synlett. 2017-12, 28 (20): 2769–2776 [2020-05-29]. ISSN 0936-5214. doi:10.1055/s-0036-1590898. （原始内容存档于2018-06-04）（英语）.

[7] Ammenn, Jochen; Gillig, James Ronald; Heinz, Lawrence Joseph; Hipskind, Philip Arthur; Kinnick, Michael Dean; Lai, Yen-shi; Morin, John Michael, Jr.; Nixon, James Arthur; Ott, Carsten; Savin, Kenneth Allen; Schotten, Theo; Slieker, Lawrence John; Snyder, Nancy June; Robertson, Michael Alan. Preparation of 1,3,4-oxadiazoles and related compounds for use as melanin concentrating hormone antagonists in the treatment of obesity and diabetes. 2003. WO 2003097047 A1.

[8] Alissa Horn, Patrick H. Dussault. Synthesis of α-Cyano and α-Sulfonyl Cyclic Ethers via Intramolecular Reactions of Peroxides with Sulfone- and Nitrile-Stabilized Carbanions. The Journal of Organic Chemistry. 2019-11-15, 84 (22): 14611–14626 [2020-05-29]. ISSN 0022-3263. doi:10.1021/acs.joc.9b02112 （英语）.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

1-氯-4-溴丁烷

制备

性质

参考文献

Portal di Ensiklopedia Dunia