2,3,4,6-四溴苯酚 | 14400-94-3

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物 - 酚及其卤化、磺化、硝化或亚硝化衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2,3,4,6-四溴苯酚
• 英文名称: 2,3,4,6-tetrabromophenol
• CAS: 14400-94-3
• 化学式: C₆H₂Br₄O
• 分子量: 409.697
• InChiKey: CXPJZISGVIVNEL-UHFFFAOYSA-N

物化性质

• 熔点：
  113.5°C
• 密度：
  2.6462 (rough estimate)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 颜色/状态：
  Needles from alcohol
• 沸点：
  Sublimes
• 蒸汽压力：
  6.70X10-6 mm Hg at 25 °C (est)
• 解离常数：
  pKa = 5.4 (hydroxyl) (est)
• 保留指数：
  265.58

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

ADMET

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需求阀复苏器、球囊阀面罩设备或口袋面罩，按训练操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果患者呕吐，让患者向前倾或将其置于左侧（如果可能的话，头部向下）以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗帮助。 /毒物A和B/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道（如有需要，使用口咽或鼻咽气道）。如有必要，进行吸痰。观察呼吸不足的迹象，如有需要，辅助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，如有必要，进行治疗……。监测休克，如有必要，进行治疗……。预防癫痫发作，如有必要，进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用0.9%的生理盐水（NS）持续冲洗每只眼睛……。不要使用催吐剂。对于摄入，如果患者能吞咽、有强烈的干呕反射且不流口水，则用温水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释……。在去污后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于无意识、严重肺水肿或严重呼吸困难的病人，考虑进行口咽或鼻咽气管插管以控制气道。使用气囊面罩装置的正压通气技术可能有益。考虑使用药物治疗肺水肿……。对于严重的支气管痉挛，考虑给予β激动剂，如沙丁胺醇……。监测心率和必要时治疗心律失常……。开始静脉输注D5W /SRP: "保持开放"，最低流量/。如果出现低血容量的迹象，使用0.9%生理盐水（NS）或乳酸林格氏液。对于伴有低血容量迹象的低血压，谨慎给予液体。注意液体过载的迹象……。使用地西泮或劳拉西泮治疗癫痫……。使用丙美卡因氢氯化物协助眼部冲洗……。 /Poisons A and B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 海关编码：
  2908199090

反应信息

• 作为反应物：
  描述：

  2,3,4,6-四溴苯酚 在 溴 作用下， 生成 hexabromo-cyclohexa-2,5-dienone
  参考文献：
  名称：

  Benedikt, Monatshefte fur Chemie, 1880, vol. 1, p. 363

  摘要：

  DOI：
• 作为产物：
  描述：

  3-叔丁基苯酚 在 溴 、 铁粉 作用下， 以 四氯化碳 为溶剂， 生成 2,3,4,6-四溴苯酚
  参考文献：
  名称：

  The Halogenation of meta-tert-Butylphenol

  摘要：

  DOI：

  10.1021/jo01070a016

文献信息

• The Effect of Leg Length Discrepancy on Foot Loading Patterns and Contact Times
  作者：G.C. O'Toole、N.K. Makwana、J. Lunn、J. Harty、M.M. Stephens

  DOI：10.1177/107110070302400310

  日期：2003.3

  The effect of a simulated leg length discrepancy on foot loading patterns and gait cycle times in normal individuals was investigated. Thirty feet of 15 normal volunteers were evaluated. Leg length discrepancy was simulated using flexible polyurethane soles. As leg length discrepancy increased, the total loading increased from 35.31 to 37.99 kg/cm ² /sec, forefoot loading increased from 15.58 to 19 kg/cm ² /sec, hindfoot loading remained the same. All subjects, except females with middle loading patterns, demonstrated increased hallux loading. The contact phase of gait decreased from 22% to 13%, the midstance phase remained the same, the propulsion phase increased from 44% to 50%. All findings were statistically significant. Leg length discrepancy has significant effects on the foot. Different adaptive loading patterns amongst subsets of individuals are seen.

  研究了模拟腿部长度差异对正常个体足部负荷模式和步态周期时间的影响。评估了15名正常志愿者的30只脚。使用柔性聚氨酯鞋底模拟腿部长度差异。随着腿部长度差异的增加，总负荷从35.31增加到37.99千克/厘米²/秒，前脚负荷从15.58增加到19千克/厘米²/秒，后脚负荷保持不变。除具有中等负荷模式的女性外，所有受试者均表现出增加的大脚趾负荷。步态的接触阶段从22%减少到13%，中期站姿阶段保持不变，推进阶段从44%增加到50%。所有发现都具有统计学意义。腿部长度差异对足部有显著影响。不同个体亚群中出现了不同的适应性负荷模式。

• Halogenation Using Quaternary Ammonium Polyhalides. XX. Bromination of Phenols with Polymer-Bound Benzyltrimethylammonium Tribromide
  作者：Takaaki Kakinami、Hiroyuki Suenaga、Tadashi Yamaguchi、Tsuyoshi Okamoto、Shoji Kajigaeshi

  DOI：10.1246/bcsj.62.3373

  日期：1989.10

  Bromo-substituted phenols were obtained quantitatively by passing a solution of phenols in dichloromethane–methanol through a column packed with styrene polymer-bound benzyltrimethylammonium tribromide.

  通过将苯酚在二氯甲烷 - 甲醇中的溶液通过装有苯乙烯聚合物结合的苄基三甲基三溴化铵的柱子，定量获得溴取代的苯酚。
• Polybrominated diphenyl ethers (BDEs); preparation of reference standards and fluorinated internal analytical standards
  作者：Huiling Liu、Monica Bernhardsen、Anne Fiksdahl

  DOI：10.1016/j.tet.2006.01.092

  日期：2006.4

  difluorinated tetra- and pentabromo BDE internal standards for GC–MS/GC–ECD analysis, 2F-BDE47, 2F-BDE85, 2F-BDE99 and 2F-BDE119, have been prepared in 98–99.0% purity, mainly by coupling of the new tribromodifluorophenols (19–21) and symmetrical bromodiphenyliodonium salts (8, 22). The four difluorinated BDEs showed promising properties as internal standards for quantitative BDE analysis. Tetra-, penta-, hexa-

  四个新的二氟化四-和五溴用于GC-MS / GC-ECD分析BDE内部标准，2F - BDE 47，2F - BDE 85，2F - BDE 99和2F - BDE 119，已经在纯度98-99.0％制备主要由新tribromodifluorophenols（耦合19 - 21）和对称bromodiphenyliodonium盐（8，22）。四种二氟化BDEs作为定量BDE分析的内标物显示出令人鼓舞的特性。四溴，五溴，六溴和七溴BDE参考标准品，BDE 75，BDE 85，BDE 138和BDE 183的纯度也达到98.4％至99.8％。
• Lifetime prediction of laser-precracked fused silica subjected to subsequent cyclic laser pulses
  作者：Faiz Dahmani、Ansgar W. Schmid、John C. Lambropoulos、Stephen J. Burns、Semyon Papernov

  DOI：10.1557/jmr.2000.0167

  日期：2000.5

  Measurements of fatigue failure strength of laser-cracked fused silica in air at room temperature for different numbers of laser shots and laser fluences are presented. The failure-strength variability is found to be due mainly to the spectrum of crack depths. Agreement with theory suggests the incorporation of a residual term into the failure–strength equation. Due to its sign, the residual stress is of mouth-opening displacement nature at the crack. Analysis of the residual stress data shows a linear proportionality with crack depth, whereas the failure–strength is inversely proportional to the square root of the crack depth.

  本文介绍了室温下不同激光发射次数和激光通量下空气中激光裂纹熔融石英的疲劳破坏强度测量结果。结果发现，失效强度的变化主要是由裂纹深度谱造成的。与理论一致的结论表明，应在破坏强度方程中加入残余项。根据其符号，残余应力在裂缝处具有张口位移的性质。对残余应力数据的分析表明，残余应力与裂纹深度成线性比例，而破坏强度与裂纹深度的平方根成反比。
• Hydrogenation of halophenols to cyclohexanols using Raney Nickel–Aluminium alloy in saturated Ba(OH)₂solution under mild conditions
  作者：Takehito Tsukinoki、Takaaki Kakinami、Yukiko Iida、Makiko Ueno、Yoshiko Ueno、Takuya Mashimo、Hirohisa Tsuzuki、Masashi Tashiro

  DOI：10.1039/c39950000209

  日期：——

  By use of Raney Nickel–Aluminium alloy in a saturated Ba(OH)2 solution, halophenols are easily hydrogenated at mild temperatures and at atmospheric pressure, giving the corresponding cyclohexanols.

  通过在饱和氢氧化钡溶液中使用Raney镍-铝合金，卤代苯酚在温和的温度和常压下易于氢化，得到相应的环己醇。