1,1-二溴-3,3,3-三氟丙酮 | 431-67-4

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1,1-二溴-3,3,3-三氟丙酮
• 中文别名: 三氟二溴丙酮
• 英文名称: 1,1-dibromo-3,3,3-trifluoroacetone
• 英文别名: 3,3-dibromo-1,1,1-trifluoropropan-2-one；3,3-dibromo-1,1,1-trifluoroacetone
• CAS: 431-67-4
• 化学式: C₃HBr₂F₃O
• mdl: MFCD00041362
• 分子量: 269.844
• InChiKey: HEPPAPZASXFWTB-UHFFFAOYSA-N

物化性质

• 沸点：
  111 °C
• 密度：
  1.98
• 闪点：
  111-113°C
• 溶解度：
  溶于氯仿

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  8
• 危险品标志：
  Xi,T
• 危险类别码：
  R20/21/22,R34
• 危险品运输编号：
  2922
• 海关编码：
  2914700090
• 包装等级：
  III
• 危险类别：
  8
• 安全说明：
  S23,S26,S36/37/39,S45
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H314
• 储存条件：
  -20°C 冰箱

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1,1-Dibromo-3,3,3-trifluoroacetone
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H314: Causes severe skin burns and eye damage
H318: Causes serious eye damage
P260: Do not breathe dust/fume/gas/mist/vapours/spray
P303+P361+P353: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P301+P330+P331: IF SWALLOWED: Rinse mouth. Do NOT induce vomiting
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 1,1-Dibromo-3,3,3-trifluoroacetone
CAS number: 431-67-4

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels, refrigerated.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C3HBr2F3O
Molecular weight: 269.8

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen fluoride, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
UN Number: UN3265 Class: 8 Packing group: III
Proper shipping name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S. (1,1-Dibromo-3,3,3-trifluoroacetone)

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

应用

1,1-二溴-3,3,3-三氟丙酮可以作为三氟甲基砌块，用于合成含氟杂环化合物。由于其含有丙酮基，它容易与含氨基的化合物发生环合反应，如与酰胺、硫代酰胺、硫脲、氨基吡啶和氨基吡嗪等形成含三氟甲基的咪唑、噻吩、恶唑等杂环化合物。

合成

将1,1,1-三氟丙烯（50.0 g，446.2 mmol）溶解在浓硫酸（250 g）中。室温下滴加溴（81.69 g，510.1 mmol），持续2小时后搅拌过夜。接着加入额外的Brz（40.85 g，255.6 mmol），继续搅拌过夜。分离静置形成的两相，并蒸馏底层产物以得到黄色油状的1,1-二溴-3,3,3-三氟丙酮（10.37 g，产率8.6%）。1H NMR (270 MHz, CDCl3) δ ppm 6.23 (s, 1H)。

反应信息

• 作为反应物：
  描述：

  1,1-二溴-3,3,3-三氟丙酮 在 水 、 sodium acetate 作用下， 反应 0.67h， 生成 2,2,2-三氟乙醛
  参考文献：
  名称：

  Substituted benzimidazoles and methods of preparation

  摘要：

  提供了制备新的取代苯并咪唑化合物的方法，其化学式为（I），用于治疗激酶介导的疾病，其中R1、R2、R3、R4、a、b和c在此定义。

  公开号：

  US20070049622A1
• 作为产物：
  描述：

  1,1,1-三氟丙酮 在 溴 作用下， 以46%的产率得到1,1-二溴-3,3,3-三氟丙酮
  参考文献：
  名称：

  2-（三氟甲基）哌嗪：使用NMR和X射线光电子能谱进行合成和表征

  摘要：

  报道了2-（三氟甲基）哌嗪（1）的合成。1 H NMR光谱表明，在椅子型哌嗪环中，CF 3基团位于赤道位置。固体1的X射线光电子能谱表明，CF 3基团在其最邻近的碳原子的C 1 s核心结合能上引起1.5 eV的二次（β）化学位移。半经验的PM3和HAM / 3计算支持了该结果。

  DOI：

  10.1002/recl.19951140305
• 作为试剂：
  描述：

  1,1-二溴-3,3,3-三氟丙酮 、 4-(4-methylamino-3-nitro-phenoxy)-pyridine-2-carbaldehyde 在 1,1-二溴-3,3,3-三氟丙酮 作用下， 以91的产率得到N-甲基-2-硝基-4-[[2-[5-(三氟甲基)-1H-咪唑-2-基]-4-吡啶基]氧基]-苯胺
  参考文献：
  名称：

  ACS Med. Chem. Lett. 2015, 6, 961-965

  摘要：

  DOI：

文献信息

• Certain pyrazoline derivatives with kinase inhibitory activity
  申请人：Adams Ruth S.

  公开号：US20080171754A1

  公开（公告）日：2008-07-17

  The present invention provides certain pyrazoline compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutical compositions and methods of using the compositions in the treatment of various diseases.

  本发明提供了某些吡唑啉化合物，可用作蛋白激酶的抑制剂。该发明还提供了药物组合物和使用这些组合物治疗各种疾病的方法。
• [EN] BIS-HETEROARYL DERIVATIVES AS MODULATORS OF PROTEIN AGGREGATION<br/>[FR] DÉRIVÉS BIS-HÉTÉROARYLIQUES EN TANT QUE MODULATEURS DE L'AGRÉGATION DES PROTÉINES
  申请人：NEUROPORE THERAPIES INC

  公开号：WO2017020010A1

  公开（公告）日：2017-02-02

  The present invention relates to certain bis-heteroaryl compounds, pharmaceutical compositions containing them, and methods of using them, including methods for preventing, reversing, slowing, or inhibiting protein aggregation, and methods of treating diseases that are associated with protein aggregation, including neurodegenerative diseases such as Parkinson's disease, Alzheimer's disease, Lewy body disease, Parkinson's disease with dementia, fronto- temporal dementia, Huntington's Disease, amyotrophic lateral sclerosis, and multiple system atrophy, and cancer including melanoma.

  本发明涉及某些双杂环芳基化合物，含有它们的药物组合物，以及使用它们的方法，包括用于预防、逆转、减缓或抑制蛋白聚集的方法，以及治疗与蛋白聚集相关的疾病的方法，包括帕金森病、阿尔茨海默病、路易体病、帕金森病伴痴呆、额颞型痴呆、亨廷顿病、肌萎缩侧索硬化和多系统萎缩等神经退行性疾病，以及包括黑色素瘤在内的癌症。
• NOVEL RENIN INHIBITOR
  申请人：MITSUBISHI TANABE PHARMA CORPORATION

  公开号：US20150232459A1

  公开（公告）日：2015-08-20

  The present invention provides a nitrogen-containing saturated heterocyclic compound of the formula [I] which is useful as a renin inhibitor. wherein R 1 is a cycloalkyl group or an alkyl, R 22 is an optionally substituted aryl and the like, R is a lower alkyl group, R 3 , R 4 , R 5 and R 6 are the same or different, and are a hydrogen atom, an optionally substituted carbamoyl, an optionally substituted alkyl, or alkoxycarbonyl, or a pharmaceutically acceptable salt thereof.

  本发明提供了一种公式[I]的含氮饱和杂环化合物，其作为肾素抑制剂有用。 其中R1是环烷基或烷基， R22是可选择取代的芳基等， R是较低的烷基， R3、R4、R5和R6相同或不同，是氢原子、可选择取代的氨基甲酰基、可选择取代的烷基或烷氧羰基， 或其药用可接受盐。
• [EN] SUBSTITUTED OXOPYRIDINE DERIVATIVES<br/>[FR] DÉRIVÉS D'OXOPYRIDINE SUBSTITUÉS
  申请人：BAYER PHARMA AG

  公开号：WO2017005725A1

  公开（公告）日：2017-01-12

  The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and o edemas, and also ophthalmic disorders.

  这项发明涉及替代氧吡啶衍生物及其制备方法，以及它们用于制备治疗和/或预防疾病的药物，特别是心血管疾病，最好是血栓性或血栓栓塞性疾病，以及水肿和眼科疾病。
• [EN] HETEROCYCLIC MODULATORS OF LIPID SYNTHESIS AND COMBINATIONS THEREOF<br/>[FR] MODULATEURS HÉTÉROCYCLIQUES DE LA SYNTHÈSE DES LIPIDES ET COMBINAISONS EN CONTENANT
  申请人：3 V BIOSCIENCES INC

  公开号：WO2015095767A1

  公开（公告）日：2015-06-25

  Heterocyclic modulators of lipid synthesis are provided as well as pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising such compounds; and methods of treating conditions characterized by disregulation of a fatty acid synthase pathway by the administration of such compounds and combinations of such compounds and other therapeutic agents.

  提供了杂环调节剂脂质合成以及其药用盐；包括这些化合物的药物组合物；以及通过给予这些化合物和其他治疗剂的组合来治疗脂肪酸合酶途径失调症状的方法。