393-52-2 邻氟苯甲酰氯

危险品运输编号UN 3265 8/PG 2，危险等级8，包装类别II，海关编码29163900，存储类别8A（可燃，腐蚀性物质），危险性类别皮肤腐蚀类别1B，危险标志GHS05（腐蚀性）、GHS07（刺激性），危险性描述H314（造成严重皮肤灼伤和腐蚀）、H335（可能引起呼吸道刺激），防范说明P261（避免吸入粉尘/烟雾）、P280（戴防护手套/护目镜/面罩）、P305+P351+P338（眼睛接触后立即冲洗）、P310（立即就医）。非危险化学品描述存在矛盾。

邻氟苯甲酰氯主要用作医药、农药、染料中间体，用于化学合成反应。

医药; 农药; 染料

合成路线 1（中间体a：2-氟苯甲酰氯）

• 步骤: 向100mL甲苯中加入0.714mol（100g）2-氟苯甲酸，加热至50℃后缓慢加入5.7mol（414mL）氯化亚砜，反应混合物在回流条件下反应7小时。反应完成后蒸发去除过量氯化亚砜，得到79g 2-氟苯甲酰氯。
• 条件: 50℃加热，回流7小时；溶剂为甲苯；反应物摩尔比：2-氟苯甲酸:氯化亚砜≈1:8（0.714mol:5.7mol）。
• 产率: 70%。
• 参考文献: [1] Phosphorus, Sulfur and Silicon and Related Elements, 1996, vol. 113, #1-4, p.179-207；[2] Journal of Organometallic Chemistry, 2005, vol. 690, #17, p.3918-3928；[3] Organic and Biomolecular Chemistry, 2009, vol.7, #23, p.4886-4894；[5] Patent: US2014/364431, 2014, A1. Location in patent: Paragraph 0186；[10] Nippon Kagaku Zasshi, 1958, vol.79, p.1428-1430；[11] Chem.Abstr., 1960, p.5518；[12] Journal of Heterocyclic Chemistry, 1989, vol.26, p.257-264；[13] Journal of Medicinal Chemistry, 1983, vol.26, #5, p.765-768；[14] Magnetic Resonance in Chemistry, 1993, vol.31, #9, p.836-840；[16] Chemical and Pharmaceutical Bulletin, 1992, vol.40, #1, p.202-211；[17] Synthesis, 1996, #4, p.514-518；[18] Journal of Heterocyclic Chemistry, 1998, vol.35, #1, p.225-229；[19] Journal of Medicinal Chemistry, 1999, vol.42, #6, p.981-991；[20] Pesticide Science, 1994, vol.41, #2, p.139-148；[21] Chemical and Pharmaceutical Bulletin, 2000, vol.48, #1, p.21-31；[22] Bioorganic and Medicinal Chemistry Letters, 2002, vol.12, #2, p.171-175；[23] Bioorganic and Medicinal Chemistry, 2002, vol.10, #12, p.3933-3939；[24] Organic Letters, 2003, vol.5, #25, p.4795-4798；[25] Journal of Organic Chemistry, 2003, vol.68, #26, p.10195-10198；[26] Journal of Medicinal Chemistry, 2005, vol.48, #3, p.839-848；[27] European Journal of Medicinal Chemistry, 2006, vol.41, #12, p.1421-1429；[28] Journal of Medicinal Chemistry, 2007, vol.50, #6, p.1365-1379；[29] Bioorganic and Medicinal Chemistry, 2008, vol.16, #8, p.4233-4241；[30] Journal of Organometallic Chemistry, 2008, vol.693, #18, p.3081-3091；[31] Journal of Medicinal Chemistry, 2009, vol.52, #4, p.1115-1125；[32] Patent: US2005/239767, 2005, A1. Location in patent: Page/Page column 10；[33] Bioorganic and Medicinal Chemistry Letters, 2009, vol.19, #19, p.5716-5721；[34] Bioorganic and Medicinal Chemistry Letters, 2010, vol.20, #13, p.3936-3940；[35] Letters in Drug Design and Discovery, 2010, vol.7, #3, p.188-193；[36] Journal of Fluorine Chemistry, 2009, vol.130, #11, p.1028-1034；[37] Journal of Medicinal Chemistry, 2010, vol.53, #19, p.7011-7020；[38] Chemical Biology and Drug Design, 2010, vol.75, #5, p.489-493；[39] Synthesis, 2010, #24, p.4273-4281；[40] ACS Medicinal Chemistry Letters, 2011, vol.2, #6, p.481-484；[41] Medicinal Chemistry, 2010, vol.6, #4, p.211-218；[42] Angewandte Chemie - International Edition, 2011, vol.50, #39, p.9081-9084；[43] European Journal of Medicinal Chemistry, 2011, vol.46, #9, p.3551-3563；[44] Journal of Medicinal Chemistry, 2012, vol.55, #7, p.3170-3181；[45] Journal of Medicinal Chemistry, 2012, vol.55, #9, p.4189-4204；[46] Bioorganic and Medicinal Chemistry, 2012, vol.20, #12, p.3915-3924；[47] Synthetic Communications, 2012, vol.42, #23, p.3524-3531；[48] Bioorganic and Medicinal Chemistry, 2013, vol.21, #11, p.2843-2855；[49] Chemical Communications, 2013, vol.49, #46, p.5313-5315；[50] Chemistry--A European Journal, 2015, vol.21, #1, p.205-209；[51] Archiv der Pharmazie, 2013, vol.346, #7, p.521-533；[52] Patent: EP2647622, 2013, A1. Location in patent: Paragraph 0124；[53] Patent: US2013/317110, 2013, A1. Location in patent: Paragraph 0139；[54] Bioorganic Chemistry, 2014, vol.52, p.1-7；[55] Bioorganic and Medicinal Chemistry Letters, 2014, vol.24, #1, p.192-194；[56] Organic Letters, 2014, vol.16, #2, p.390-393；[57] Molecules, 2013, vol.18, #12, p.15737-15749；[58] Letters in Drug Design and Discovery, 2015, vol.12, #6, p.488-494；[59] Chemistry - A European Journal, 2014, vol.20, #31, p.9739-9743；[60] Patent: WO2014/125506, 2014, A2. Location in patent: Page/Page column 21；[61] Journal of the Chemical Society of Pakistan, 2013, vol.35, #2, p.449-455；[62] Journal of Fluorescence, 2014, vol.24, #4, p.995-1001；[63] Turkish Journal of Chemistry, 2013, vol.37, #6, p.909-916；[64] Journal of the American Chemical Society, 2014, vol.136, #33, p.11590-11593；[65] Chemical Communications, 2014, vol.50, #77, p.11303-11306；[66] Chemical Communications, 2015, vol.51, #1, p.77-80；[67] Organic Letters, 2014, vol.16, #24, p.6412-6415；[68] Organic Letters, 2015, vol.17, #5, p.1228-1231；[69] European Journal of Medicinal Chemistry, 2015, vol.90, p.436-447；[70] Chemistry - A European Journal, 2015, vol.21, #26, p.9364-9368；[71] European Journal of Medicinal Chemistry, 2014, vol.90, p.436-447；[72] Science China Chemistry, 2015, vol.58, #8, p.1302-1309；[73] Synlett, 2015, vol.26, #11, p.1455-1460；[74] Chinese Chemical Letters, 2016, vol.27, #1, p.163-167；[75] Angewandte Chemie - International Edition, 2016, vol.55, #4, p.1484-1488；[76] Journal of Molecular Structure, 2016, vol.1117, p.8-16；[77] Organic Letters, 2014, vol.16, #21, p.5644-5647；[78] Journal of Organic Chemistry, 2016, vol.81, #8, p.3416-3422；[79] Bioorganic and Medicinal Chemistry Letters, 2016, vol.26, #10, p.2544-2546；[80] Bioorganic and Medicinal Chemistry Letters, 2016, vol.26, #14, p.3263-3270；[81] Chemical Communications, 2016, vol.52, #70, p.10676-10679；[82] Chinese Chemical Letters, 2016, vol.27, #9, p.1547-1550；[83] Pharmacological Research, 2016, vol.113, p.610-625；[84] Chemical Biology and Drug Design, 2016, p.664-676；[85] Tetrahedron Letters, 2016, vol.57, #48, p.5372-5376；[86] Molecules, 2016, vol.21, #11, [87] Organic Letters, 2016, vol.18, #21, p.5536-5539；[88] Bioorganic and Medicinal Chemistry Letters, 2017, vol.27, #3, p.393-397；[89] Tetrahedron, 2017, vol.73, #12, p.1576-1582；[90] Journal of Organic Chemistry, 2017, vol.82, #6, p.3245-3251；[91] Chemistry - A European Journal, 2017, vol.23, #15, p.3577-3582；[92] Patent: WO2017/37672, 2017, A1. Location in patent: Page/Page column 49; 50；[93] Journal of Molecular Structure, 2017, vol.1138, p.177-191；[94] Journal of Organic Chemistry, 2017, vol.82, #1, p.420-430；[95] Chemical Communications, 2017, vol.53, #33, p.4601-4604；[96] Organic Letters, 2017, vol.19, #10, p.2746-2749；[97] Bioorganic and Medicinal Chemistry Letters, 2017, vol.27, #11, p.2641-2644；[98] Synthesis (Germany), 2017, vol.49, #13, p.2865-2872；[99] Journal of Medicinal Chemistry, 2017, vol.60, #15, p.6622-6637；[100] Synthesis (Germany), 2017, vol.49, #17, p.3937-3944；[101] Chemistry - A European Journal, 2018, vol.24, #10, p.2360-2364；[102] Bioorganic and Medicinal Chemistry, 2018, vol.26, #8, p.1740-1750；[103] Medicinal Chemistry Research, 2018, vol.27, #5, p.1528-1537；[104] European Journal of Medicinal Chemistry, 2018, vol.155, p.197-209；[105] RSC Advances, 2018, vol.8, #50, p.28668-28675；[106] Journal of Medicinal Chemistry, 2018, vol.61, #15, p.6609-6628；[107] Chemical Communications, 2018, vol.54, #77, p.10859-10862；[108] Patent: US4022900, 1977, A。