2-溴-1-(三氟甲基)苯基-1-乙酮 | 54109-16-9

• 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: 2-溴-1-(三氟甲基)苯基-1-乙酮
• 中文别名: 2-(三氟甲基)溴代甲基苯甲酰；2-(三氟甲基)苯甲酰甲基溴；α-溴代-2-三氟甲基苯乙酮；2-三氟甲基溴代苯乙酮；2-溴-2'-(三氟甲基)苯乙酮；2-溴-2'-(三氟甲基)乙酰苯
• 英文名称: 2-(trifluoromethyl)phenacyl bromide
• 英文别名: 2-bromo-1-(2-(trifluoromethyl)phenyl)ethanone；2-bromo-2'-(trifluoromethyl)acetophenone；2-bromo-1-(2-(trifluoromethyl)phenyl)ethan-1-one；2-bromo-1-[2-(trifluoromethyl)phenyl]ethanone
• CAS: 54109-16-9
• 化学式: C₉H₆BrF₃O
• mdl: MFCD03094304
• 分子量: 267.045
• InChiKey: KWZCBMKXNYOQAK-UHFFFAOYSA-N

物化性质

• 熔点：
  28-30
• 沸点：
  52/0.03mm
• 密度：
  1.592±0.06 g/cm3 (20 ºC 760 Torr)
• 闪点：
  109.7±27.3℃

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 危险品运输编号：
  UN 1759
• 海关编码：
  2914700090
• 包装等级：
  II
• 危险类别：
  8
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H314
• 储存条件：
  2-8°C

SDS

Name:	2-Bromo-1-[2-(trifluoromethyl)phenyl]-1-ethanone 95+% Material Safety Data Sheet
Synonym:
CAS:	54109-16-9

Section 1 - Chemical Product MSDS Name:2-Bromo-1-[2-(trifluoromethyl)phenyl]-1-ethanone 95+% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
54109-16-9	2-Bromo-1-[2-(trifluoromethyl)phenyl]-	95+%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
Potential Health Effects
Eye:
Causes eye burns. Lachrymator (substance which increases the flow of tears).
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store under an inert atmosphere.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 54109-16-9: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 52 deg C @0.03mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H6BrF3O
Molecular Weight: 267.04

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide, bromine, fluorine, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 54109-16-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Bromo-1-[2-(trifluoromethyl)phenyl]-1-ethanone - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3265
Packing Group: III
IMO
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 54109-16-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 54109-16-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 54109-16-9 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-溴-1-(三氟甲基)苯基-1-乙酮 在 palladium 10% on activated carbon 盐酸 、 硫酸 、 水 、 氢气 、 三乙酰氧基硼氢化钠 、 caesium carbonate 、 copper(ll) bromide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 29.0h， 生成 2-[6-(4-methyl-piperazin-1-ylmethyl)-benzoimidazol-1-yl]-4-(2-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid amide
  参考文献：
  名称：

  Thiazolyl-Benzimidazoles

  摘要：

  这项发明涉及到式（1）的化合物及其药用可接受盐，其制备方法和使用方法。

  公开号：

  US20100160308A1
• 作为产物：
  描述：

  邻三氟甲基苯乙酮 在 溴 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 以92 %的产率得到2-溴-1-(三氟甲基)苯基-1-乙酮
  参考文献：
  名称：

  展示配体调制的三重态-三重态湮灭能量上转换效率的有机金属铂 (II) 光敏剂

  摘要：

  已经探索了一系列取代的 2-苯基喹喔啉配体来微调环金属化铂 (II) 配合物的电子性质。这些配合物在三重态-三重态湮灭上转换实验中成功用作光敏剂，展示了高达 14% 的可调上转换量子产率。

  DOI：

  10.1002/chem.202203241

文献信息

• FUSED MORPHOLINOPYRIMIDINES AND METHODS OF USE THEREOF
  申请人：FORUM Pharmaceuticals Inc.

  公开号：US20170044182A1

  公开（公告）日：2017-02-16

  The present disclosure relates to Fused Morpholinopyrimidines, pharmaceutical compositions comprising an effective amount of a Fused Morpholinopyrimidine and methods for using a Fused Morpholinopyrimidine in the treatment of a neurodegenerative disease, comprising administering to a subject in need thereof an effective amount of a Fused Morpholinopyrimidine.

  本公开涉及融合吗啉吡嘧啶类化合物，包括有效量的融合吗啉吡嘧啶类化合物的药物组合物，以及在治疗神经退行性疾病中使用融合吗啉吡嘧啶类化合物的方法，包括向需要的受试者施用有效量的融合吗啉吡嘧啶类化合物。
• Enantioselective direct α-alkylation of cyclic ketones by means of photo-organocatalysis
  作者：Elena Arceo、Ana Bahamonde、Giulia Bergonzini、Paolo Melchiorre

  DOI：10.1039/c4sc00315b

  日期：——

  catalytic alkylation of unmodified ketones with alkyl halides. This metal-free approach, which requires light in order to proceed, provides a rare example of highly enantioselective photochemical catalytic processes. An easily available cinchona-based primary amine catalyst guides both the stereoselectivity-defining event and, through the transient formation of photon-absorbing chiral electron donor–acceptor

  我们在这里报告未改性酮与烷基卤化物的第一个不对称催化烷基化反应。这种需要光才能进行的无金属方法提供了高度对映选择性光化学催化过程的罕见实例。一种易于获得的基于金鸡纳气的伯胺催化剂既可以指导定义立体选择性的事件，又可以通过光子吸收性手性电子供体-受体复合物的瞬时形成来引导底物的光活化。
• Nucleus-Independent Chemical Shift (NICS) as a Criterion for the Design of New Antifungal Benzofuranones
  作者：María de los Ángeles Zermeño-Macías、Marco Martín González-Chávez、Francisco Méndez、Arlette Richaud、Rodolfo González-Chávez、Luis Enrique Ojeda-Fuentes、Perla del Carmen Niño-Moreno、Roberto Martínez

  DOI：10.3390/molecules26165078

  日期：——

  aromaticity criterion to evaluate the antifungal activity of two series of indol-4-ones. A linear regression analysis of NICS and antifungal activity showed that both tested variables were significantly related (p < 0.05); when aromaticity increased, the antifungal activity decreased for series I and increased for series II. To verify the validity of the obtained equations, a new set of 44 benzofuran-4-ones

  吴等人的断言。芳香性可能对分子设计有相当大的影响，促使我们使用核独立化学位移 (NICS) 作为芳香性标准来评估两个系列的 indol-4-one 的抗真菌活性。NICS 和抗真菌活性的线性回归分析表明，两个测试变量显着相关（p< 0.05); 当芳香性增加时，系列 I 的抗真菌活性降低，系列 II 的抗真菌活性增加。为了验证所得到方程的有效性，通过用氧取代 indol-4-ones 中的五元环的氮原子，设计了一组新的 44 benzofuran-4-ones。计算了苯并呋喃-4-酮的 NICS(0) 和 NICS(1)，并使用前面的方程来预测它们的生物活性。一组 10 苯并呋喃 4-ones 合成并在八种人类致病真菌中进行测试，显示了方程的有效性。对于光滑念珠菌、克柔念珠菌和吉列念珠菌与化合物15 -酵母菌的最低抑菌浓度 (MIC) 为 31.25 µg·mL –132，15 - 15和15
• [EN] NOVEL SUBSTITUTED BICYCLIC HETEROCYCLIC COMPOUNDS AS GAMMA SECRETASE MODULATORS<br/>[FR] NOUVEAUX COMPOSÉS HÉTÉROCYCLIQUES BICYCLIQUES SUBSTITUÉS EN TANT QUE MODULATEURS DE LA GAMMA-SÉCRÉTASE
  申请人：ORTHO MCNEIL JANSSEN PHARM

  公开号：WO2010089292A1

  公开（公告）日：2010-08-12

  The present invention is concerned with substituted bicyclic heterocyclic compounds of Formula (I) wherein Het1, Het2, A1, A2, A3 and A4 have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

  本发明涉及式（I）的取代双环杂环化合物，其中Het1、Het2、A1、A2、A3和A4的含义如权利要求中所定义。根据本发明的化合物可用作γ-分泌酶调节剂。本发明还涉及制备这种新化合物的方法，包含所述化合物作为活性成分的药物组合物，以及将所述化合物用作药物的用途。
• 7-Substituted umbelliferone derivatives as androgen receptor antagonists for the potential treatment of prostate and breast cancer
  作者：Sahar Kandil、Andrew D. Westwell、Christopher McGuigan

  DOI：10.1016/j.bmcl.2016.02.088

  日期：2016.4

  The clinically used androgen receptor (AR) antagonists (bicalutamide, flutamide and nilutamide) bind with low affinity to AR and can induce escape mechanisms. Furthermore, under AR gene amplification or mutation conditions they demonstrate agonist activity and fail to inhibit AR, causing relapse into castration resistant prostate cancer (CRPC). Discovery of new scaffolds distinct from the 4-cyano/

  临床上使用的雄激素受体（AR）拮抗剂（比卡鲁胺，氟他胺和尼鲁米特）对AR的亲和力低，并且可以诱导逃逸机制。此外，在AR基因扩增或突变条件下，它们表现出激动剂活性并且不能抑制AR，导致复发为去势抵抗性前列腺癌（CRPC）。迫切需要发现不同于当前使用的抗雄激素共有的4-氰基/硝基-3-（三氟甲基）苯基的新型支架，以避免与这些化合物产生交叉耐药性。在这项研究中，制备了一系列的29个7-取代的伞形酮衍生物，并评估了它们的抗增殖活性。活性最高的化合物7a在人前列腺癌细胞系（22Rv1）中表现出亚微摩尔抑制活性；我知道了50  = 0.93μM，比临床抗雄激素比卡鲁胺（IC 50  = 46μM）提高了50倍，比恩杂鲁胺（IC 50 = 32μM）提高了30倍以上 。有趣的是，该化合物对人乳腺癌细胞系（MCF-7）的活性更高。IC 50  = 0.47μM。分子建模研究为我们的发现提供了合理的理论解释。