一氟三氯甲烷 | 75-69-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 中文名称: 一氟三氯甲烷
• 中文别名: 氟里昂-11；三氯氟甲烷；制冷剂-11；三氯一氟甲烷；氟利昂-11
• 英文名称: Freon-11
• 英文别名: trichlorofluoromethane；trichloro(fluoro)methane
• CAS: 75-69-4
• 化学式: CCl₃F
• 分子量: 137.368
• InChiKey: CYRMSUTZVYGINF-UHFFFAOYSA-N

物化性质

• 熔点：
  -111 °C
• 沸点：
  24.1°C
• 密度：
  1.484
• 物理描述：
  Colorless to water-white, nearly odorless liquid or gas (above 75°F).
• 颜色/状态：
  Liquid at temperatures below 23.7 °C
• 气味：
  In concentration of less than 20% (by volume in air), trichlorofluoromethane is odorless, in higher concentration, its odor is mild and somewhat ethereal.
• 溶解度：
  In water, 1,100 mg/L at 25 °C
• 蒸汽密度：
  5.04 at 25 °C (Air = 1)
• 蒸汽压力：
  803 mm Hg at 25 °C
• 亨利常数：
  0.10 atm-m3/mole
• 大气OH速率常数：
  5.00e-16 cm3/molecule*sec
• 稳定性/保质期：
  1. 稳定性^[19]：稳定。 2. 禁配物^[20]：强氧化剂、易燃或可燃物、铝等金属。 3. 避免接触的条件^[21]：受热。 4. 聚合危害^[22]：不聚合。 5. 分解产物^[23]：氟化氢、氯化氢。
• 自燃温度：
  Not flammable (USCG, 1999)
• 分解：
  Decomposition products include hydrochloric acid, hydrofluoric acid, and carbonyl halides.
• 粘度：
  Gas: 0.0105 mPa.s at 24 °C; liquid: 0.43 mPa.s at 20 °C
• 腐蚀性：
  Liquid fluorotrichloromethane will attack some forms of plastics, rubber, and coatings.
• 汽化热：
  25.1 kJ/mol at 23.7 °C
• 表面张力：
  18 dyn/cm at 25 °C
• 电离电位：
  11.77 eV
• 气味阈值：
  Low: 28.0 mg/cu m; High: 1170.4 mg/cu m
• 折光率：
  Index of Refraction (liquid): 1.374 at 25 °C
• 相对蒸发率：
  63 (Butyl acetate = 1)
• 保留指数：
  470;486;486;482;474.9;478;478;484;475.9;484

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

代谢

狗暴露于<= 5000 ppm的放射性标记CFC-11，持续6-20分钟。几乎所有的标记物在1小时内未发生变化地被恢复。在呼出的空气中发现了标记的CO2的痕迹，这可能是测试样品中的杂质。作者得出结论，吸入的CFC-11剂量中<1%被代谢。

Dogs /were/ exposed for 6-20 minutes to levels of </= 5000 ppm of radiolabeled CFC-11. Virtually all was recovered unchanged within 1 hr. Traces od labeled CO2 were found in the expired air ans may have represented impurities in the test sample. The authors concluded that <1% of the inhaled dose of CFC-11 was metabolised.

来源:Hazardous Substances Data Bank (HSDB)

代谢

当人类吸入三氯氟甲烷时，呼出气中恢复完整的化合物的比例为79-99%，在尿液中为0.07-0.09%，而代谢物的总量为0.2%或更少……。

When trichlorofluoromethane was inhaled by humans, recovery of intact cmpd in exhaled air was 79-99% & in urine, 0.07-0.09%, & metabolites amt to 0.2% or less ... .

来源:Hazardous Substances Data Bank (HSDB)

代谢

大鼠肝脏微粒体将三氯氟甲烷脱氯为二氯氟甲烷。这个反应是通过肝微粒体P450酶系统介导的。三氯氟甲烷和二氯氟甲烷以高急性吸入剂量给药时，被狗和兔子呼出时未发生变化。

Rat-liver microsomes dechlorinate trichlorofluoromethane to dichlorofluoromethane. This reaction ... is mediated via the hepatic microsomal P450 enzyme system. Trichlorofluoromethane & dichlorofluoromethane admin as high acute inhalation dosages were expired unchanged by both dogs & rabbits.

来源:Hazardous Substances Data Bank (HSDB)

代谢

理论上的三氯氟甲烷代谢产物是二氯氟甲烷和四氯二氟乙烷。在大鼠或小鼠中没有显示出自由基形成的证据；也没有证据表明三氯氟甲烷有显著的新陈代谢...

Theoretical metabolites of trichlorofluoromethane are dichlorofluoromethane & tetrachlorodifluoroethane. No evidence of free-radical formation in rats or mice has been shown; nor is there evidence of significant metabolism of trichlorofluoromethane ...

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

A4：不能归类为人类致癌物。

A4: Not classifiable as a human carcinogen.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 暴露途径

该物质可以通过吸入被身体吸收。

The substance can be absorbed into the body by inhalation.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 暴露途径

吸入，吞食，皮肤和/或眼睛接触

inhalation, ingestion, skin and/or eye contact

来源:The National Institute for Occupational Safety and Health (NIOSH)

毒理性

• 症状

不协调，震颤；皮炎；心律失常，心脏骤停；窒息；液体：冻伤

incoordination, tremor; dermatitis; cardiac arrhythmias, cardiac arrest; asphyxia; liquid: frostbite

来源:The National Institute for Occupational Safety and Health (NIOSH)

毒理性

• 吸入症状

心率不齐。混乱。嗜睡。昏迷。

Irregular heartbeat. Confusion. Drowsiness. Unconsciousness.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

吸收、分配和排泄

兔子和狗吸入CFC-11后，肺部迅速吸收。在4500到5000 ppm暴露后，15秒内达到循环浓度峰值，20分钟达到稳态。消除相对较快。狗在1小时内呼出在5,000 ppm下6到20分钟暴露期间吸入的几乎所有CFC-11。吸入的CFC-11迅速在麻醉兔和狗的血液、脑脊液、胆汁和尿液中检测到……。未麻醉的狗在1,000-10,000 ppm下暴露10分钟，血液中CFC-11浓度在前5分钟迅速上升，随后在暴露后迅速然后逐渐下降。

Pulmonary uptake of inhaled CFC-11 by rabbits and dogs is prompt. Peak circulating concentrations after exposure at 4500 to 5000 ppm were achieved in 15 seconds with steady-state reached at 20 minutes. Elimination is relatively rapid. Dogs exhaled within 1 hr essentially all the CFC-11 inhaled during a 6 to 20 min exposure at 5,000 ppm. Inhaled CFC-11 was promptly detected in blood, cerebrospinal fluid, bile, and urine of anesthetized rabbits and dogs ... . Unanesthetized dogs exposed to 1,000-10,000 ppm for 10 minutes showed a rapid rise in blood conc of CFC-11 during the first 5 min, which was followed by a rapid and then more gradual decline after exposure.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在男性和女性成年人类中，吸入的(14)C-CFC-11的79%至100%在吸入1000 ppm的7或17分钟后的一小时内被呼出。只有0.12%的吸入化合物以二氧化碳代谢物的形式被回收，只有0.08%出现在尿液中。在30分钟时，单次呼吸吸入的标记剂量（大约7毫克Cl-CFC-11）的保留率为23%，而与之相当剂量的CFC-12（1,1,2-三氯-1,1,2-三氟乙烷）、CFC-113（1,1,2-三氯-1,1,2-三氟乙烷）和CFC-114（二氯四氟乙烷）的保留率分别为10%、20%和12%。

In male and female adult humans, 79% to 100% of inhaled (14)C-CFC-11 was exhaled within the first hour after a 7- or 17- minute inhalation at 1000 ppm. Only 0.12% of the inhaled compound was recovered as the carbon dioxide metabolite and only 0.08% appeared in the urine. At 30 minutes, retention of the labeled dose (approximately 7 mg Cl-CFC-11) inhaled in a single breath was 23% versus 10%, 20%, and 12% for comparable doses of CFC-12 1,1,2-trichloro-1,1,2-trifluoroethane (CFC-113), and dichlorotetrafluoroethane (CFC-114), respectively.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

标记有放射性碳的三氯氟甲烷（FC-11；（14）CC13F）和二氯二氟甲烷（FC-12；（14）CC12F2）分别由一名女性受试者和一名男性受试者吸入。通过非重吸系统和一个紧密贴合的面罩，输送预定体积的氟碳（1000 ppm；100微居里）空气，持续7-17分钟。在氟碳暴露期间和之后直到检测不到放射性时，收集全部呼出的气体。检测呼出的（14）CO2和（14）C-氟碳。收集72小时内的尿液并检测非挥发性放射性。FC-11的总回收率分别为女性99.5%和男性79.4%，FC-12的总回收率分别为95.4%和103.2%。在尿液（FC-11，0.07和0.09%；FC-12，0.02和0.03%）和呼出的二氧化碳（FC-11，0.13和0.10%；FC-12，两个受试者均为0.08%）中发现了微量放射性。总代谢物等于或小于给药剂量的0.2%。尿液中的放射性数量不足以允许识别可能的氟碳代谢物。这些微量代谢物可能是放射性杂质的产品。

Radiocarbon-labeled trichlorofluoromethane (FC-11; (14)CC13F) and dichlorodifluormethane (FC-12; (14)CC12F2) were separately inhaled by a female subject and a male subject. A predetermined volume of fluorocarbon (1000 ppm; 100 muCi) in air was delivered through a non-rebreathing system and a tight-fitting face mask for 7-17 minutes. Total expired gases were collected during fluorocarbon exposure and afterward until no radioactivity was detectable. Expired (14)CO2 and (14)C-fluorocarbon were assayed. Urine was collected for 72 hours and assayed for nonvolatile radioactivity. Total recoveries of FC-11 were 99.5 and 79.4 per cent in the woman and the man, respectively. Total recoveries of FC-12 were 95.4 and 103.2 per cent. Traces of radioactivity were found in urine (FC-11, 0.07 and 0.09 per cent; FC-12, 0.02 and 0.03 per cent) and in exhaled carbon dioxide (FC-11, 0.13 and 0.10 per cent; FC-12, 0.08 per cent in both subjects). Total metabolites were equal to or less than 0.2 per cent of the administered dose. The amount of radioactivity in urine was insufficient to permit identification of possible fluorocarbon metabolites. The trace of metabolites could be products of radiolabeled impurities.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

提出了一种自由室开放模型来描述狗体内静脉注射三氯氟甲烷的处置情况，该模型具有三个处置阶段的平均半衰期分别为3.2分钟、16分钟和93分钟。单次给药后的组织室分布显示，大约需要2小时才能达到伪分布平衡，在此之后，体内剩余的90%以上的药物保留在组织室中。分布容积大约是体重的6倍，每次通过肺部的循环中，大约有30%的推进剂从血液中清除。多次给药后，推进剂的处置遵循剂量无关动力学，组织中的积累持续了更长的时间，导致组织室水平升高。

A free compartment open model was proposed for disposition of iv trichlorofluoromethane in dogs with average half-lives of 3.2, 16 and 93 min for 3 disposition phases. Tissue compartment distribution following a single dose showed that about 2 hr were required to achieve pseudo distribution equilibrium, following which more than 90% of the drug remaining in the body was retained in tissue compartments.The volume of distribution was approximately 6 times the body weight in terms of blood concn and about 30% of the propellant was cleared from blood passing through the lungs in each cycle. Disposition of propellant followed dose independent kinetics after multiple dosing, and accumulation in tissues continued for a much longer period, resulting in high tissue compartment levels.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  Xn,N
• 安全说明：
  S16,S23,S24,S24/25,S26,S36,S36/37,S45,S59,S61,S7
• 危险类别码：
  R59,R20
• RTECS号：
  PB6125000
• 海关编码：
  2903771000
• 危险类别：
  5.2
• WGK Germany：
  3
• 危险品运输编号：
  3082
• 储存条件：
  储存注意事项：应将物品储存于阴凉、通风的不燃气体专用库房内，并远离火种和热源，库温不宜超过30℃。与氧化剂、易（可）燃物及铝分开存放，切忌混储。仓储区需配备相应的泄漏应急处理设备。

SDS

第一部分：化学品名称

制备方法与用途

制备方法

主要采用四氯化碳与氟化氢液相接触法及甲烷氟氯化法制备。液相接触法以五氯化锑为催化剂，四氯化碳和无水氟化氢反应生成一氟三氯甲烷和二氟二氯甲烷，并副产盐酸。反应产物除去氯化氢后，经洗涤、脱水、脱气及分馏而得成品。

合成制备方法

主要采用四氯化碳与氟化氢液相接触法及甲烷氟氯化法制备。液相接触法以五氯化锑为催化剂，四氯化碳和无水氟化氢反应生成一氟三氯甲烷和二氟二氯甲烷，并副产盐酸。反应产物除去氯化氢后，经洗涤、脱水、脱气及分馏而得成品。

用途简介

1. 用作制冷剂和气溶杀虫药发射剂，也用于生产海绵、医药和农药。
2. 是一种低沸点挥发性液体，不燃烧、无毒、对金属无腐蚀性且化学性质稳定，对塑料和氟橡胶无作用，对油脂有较强的溶解力，因此可用作中温制冷剂、萃取剂、灭火剂及精密仪器的洗涤溶剂。
3. 用作灭火剂、气雾剂、干洗剂以及聚氨基甲酸酯泡沫塑料的发泡剂。
4. 作为制冷剂、发泡剂和气溶胶型喷射剂使用。

用途

1. 用于制冷剂和气溶杀虫药发射剂，也生产海绵、医药和农药。
2. 是一种低沸点挥发性液体，不燃烧、无毒、对金属无腐蚀性且化学性质稳定，对塑料和氟橡胶无作用，对油脂有较强的溶解力，因此可用作中温制冷剂、萃取剂、灭火剂及精密仪器的洗涤溶剂。
3. 用作灭火剂、气雾剂、干洗剂以及聚氨基甲酸酯泡沫塑料的发泡剂。
4. 作为制冷剂、发泡剂和气溶胶型喷射剂使用。

反应信息

• 作为反应物：
  描述：

  一氟三氯甲烷 在 aluminum oxide 、 甲醚 作用下， 生成 氟甲烷
  参考文献：
  名称：

  DE670475

  摘要：

  公开号：
• 作为产物：
  描述：

  氯化苦 在 antimony dichloride trifluoride 、 氢氟酸 作用下， 100.0 ℃ 、1.37 MPa 条件下， 生成 一氟三氯甲烷
  参考文献：
  名称：

  Nitro group replacement process

  摘要：

  公开号：

  US02486023A1
• 作为试剂：
  描述：

  乙烯酮 在 硫氯五氟化物 、 一氟三氯甲烷 作用下， 反应 7.0h， 以96%的产率得到2-(pentafluorosulfanyl)acetic acid chloride
  参考文献：
  名称：

  Kleemann, Gert; Seppelt, Konrad, Chemische Berichte, 1983, vol. 116, # 2, p. 645 - 658

  摘要：

  DOI：

文献信息

• TMSCFX₂ (X = Cl, Br) as halofluorocarbene sources for the synthesis of halofluorocyclopropanes
  作者：Dingben Chen、Zili Fan、Ling Huang、Kaili Gao、Pan Xiao、Chuanfa Ni、Jinbo Hu

  DOI：10.1039/d0cc06004f

  日期：——

  The [2+1] cycloaddition reactions of novel halofluorocarbene reagents [Me₃SiCFX₂ (X = Cl, Br)] with alkenes have been disclosed.

  新型卤氟卡宾试剂[Me₃SiCFX₂ (X = Cl, Br)]与烯烃的[2+1]环加成反应已被披露。
• Decomposition of Dichlorodifluoromethane with Simultaneous Halogen Fixation by Vanadium Oxide Supported on Magnesium Oxide
  作者：Tsukasa Tamai、Koji Inazu、Ken-ichi Aika

  DOI：10.1246/bcsj.78.1565

  日期：2005.8

  Dichlorodifluoromethane (CCl2F2, 1% in He) decomposition with simultaneous halogen fixation by vanadium oxide supported on magnesium oxide was studied at 723 K in a flow apparatus. The pretreatment...

  在流动装置中在 723 K 下研究了二氯二氟甲烷（CCl2F2，He 中 1%）的分解以及由氧化镁上负载的氧化钒同时固定卤素。预处理...
• POLYCYCLIC PYRAZOLINONE DERIVATIVE AND HERBICIDE COMPRISING SAME AS EFFECTIVE COMPONENT THEREOF
  申请人：SAGAMI CHEMICAL RESEARCH INSTITUTE

  公开号：US20160024110A1

  公开（公告）日：2016-01-28

  Provided are a polycyclic pyrazolinone derivative indicated by general formula (1) (in the formula, R 1 , X 1 , X 2 , X 3 , and Y indicate the definitions provided in the Specification) and a herbicide comprising same as effective component thereof.

  提供了一个由通式（1）表示的多环吡唑酮衍生物（在该式中，R1、X1、X2、X3和Y表示规范中提供的定义），以及包含其作为有效成分的除草剂。
• Regiospecific preparation of α,α-dihalofluoromethyl perfluoroalkyl ketones
  作者：In Howa Jeong、Donald J. Burton、Daryl G. Cox

  DOI：10.1016/s0040-4039(00)83859-9

  日期：1986.1

  Acylation of -phosphoranium salts with -acyl chlorides gives the corresponding -perfluoro betaine in high yield. Subsequent chlorination or bromination regiospecifically yields the α,α-dihalofluoromethyl perfluoroalkyl ketones.

  -磷鎓盐与-酰氯的酰化以高收率得到相应的-全氟甜菜碱。随后的氯化或溴化区域特异性地产生α，α-二卤代氟甲基全氟烷基酮。
• Kinetics and mechanism of halogen-atom-transfer reactions between haloalkanes and several 17-electron transition-metal complex negative ions in the gas phase
  作者：Michael T. Jones、Richard N. McDonald、Philip L. Schell、Mohammed H. Ali

  DOI：10.1021/ja00198a001

  日期：1989.8

  The rate constants for the halogen-atom-transfer reactions between transition-metal complex anion radicals (L(OC) x−1 M •− ) and up to 14 halogenated methanes and ethanes (RX) were measured in a flowing afterglow apparatus

  在流动的余辉装置中测量了过渡金属复合阴离子自由基 (L(OC) x−1 M •− ) 与多达 14 种卤代甲烷和乙烷 (RX) 之间的卤素原子转移反应的速率常数

表征谱图