sodium trichloroacetate | 650-51-1

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机钠
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: sodium trichloroacetate
• 英文别名: sodium 2,2,2-trichloroacetate；trichloroacetic acid sodium salt；sodium;2,2,2-trichloroacetate
• CAS: 650-51-1
• 化学式: C₂Cl₃NaO₂
• 分子量: 185.37
• InChiKey: SAQSTQBVENFSKT-UHFFFAOYSA-M

物化性质

• 熔点：
  300 °C
• 密度：
  0.9 g/cm3
• LogP：
  -2.67 at 25℃
• 物理描述：
  HYGROSCOPIC WHITE-TO-YELLOW POWDER.
• 颜色/状态：
  Yellow powder
• 溶解度：
  In water = 1.2 kg/l at 25 °C
• 蒸汽压力：
  <0.1 mPa at 70 °C
• 分解：
  165 °C
• 解离常数：
  pKa = 0.64
• 稳定性/保质期：
  远离氧化物和水分/水源。

计算性质

• 辛醇/水分配系数(LogP)：
  -2.89
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 致癌性证据

致癌性分类：1）人类证据：不足；2）动物证据：有限。对人类致癌风险的总体评估为第3组：该物质对人类致癌性不可分类。/来自表格；三氯乙酸/

Classification of carcinogenicity: 1) evidence in humans: inadequate; 2) evidence in animals: limited. Overall summary evaluation of carcinogenic risk to humans is Group 3: The agent is not classifiable as to its carcinogenicity to humans. /From table; Trichloroacetic acid/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 暴露途径

该物质可以通过吸入其气溶胶被吸收进入人体。

The substance can be absorbed into the body by inhalation of its aerosol.

来源:ILO International Chemical Safety Cards (ICSC)

毒理性

• 吸入症状

咳嗽。喉咙痛。

Cough. Sore throat.

来源:ILO International Chemical Safety Cards (ICSC)

毒理性

• 皮肤症状

红肿。疼痛。

Redness. Pain.

来源:ILO International Chemical Safety Cards (ICSC)

毒理性

• 眼睛症状

红斑。疼痛。

Redness. Pain.

来源:ILO International Chemical Safety Cards (ICSC)

安全信息

• TSCA：
  Yes
• 危险等级：
  9
• 危险品标志：
  Xi,N
• 安全说明：
  S46,S60,S61
• 危险类别码：
  R50/53,R37
• WGK Germany：
  2
• 海关编码：
  29154000
• 危险品运输编号：
  UN 3077 9/PG 3
• RTECS号：
  AJ9100000
• 包装等级：
  III
• 危险标志：
  GHS07,GHS09
• 危险性描述：
  H335,H410
• 危险类别：
  9
• 危险性防范说明：
  P501,P273,P260,P270,P264,P280,P391,P314,P337+P313,P305+P351+P338,P301+P312+P330
• 储存条件：
  1. 存放于密封容器中，并置于阴凉、干燥处，避免接触湿气和水源。 2. 储存地点需远离氧化剂及水源。

SDS

Name:	Trichloroacetic acid sodium salt 99% Material Safety Data Sheet
Synonym:	Sodium trichloroacetate; Sodium TC
CAS:	650-51-1

Section 1 - Chemical Product MSDS Name:Trichloroacetic acid sodium salt 99% Material Safety Data Sheet
Synonym:Sodium trichloroacetate; Sodium TC

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
650-51-1	Trichloroacetic acid, sodium salt	99.0	211-479-2

Hazard Symbols: XI N
Risk Phrases: 37 50/53

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to respiratory system. Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
May cause respiratory tract irritation.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Antidote: None reported.

---

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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 650-51-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: >300 deg C dec
Autoignition Temperature: Not available.
Flash Point: 140 deg C ( 284.00 deg F)
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature: 140 deg C
Solubility in water: soluble in ethanol, methanol, acetone, d
Specific Gravity/Density:
Molecular Formula: C2Cl3O2Na
Molecular Weight: 185.37

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide, sodium oxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 650-51-1: AJ9100000 LD50/LC50:
CAS# 650-51-1: Inhalation, rat: LC50 = >365 gm/m3/4H; Oral, mouse: LD50 = 3600 mg/kg; Oral, rabbit: LD50 = 6 gm/kg; Oral, rat: LD50 = 3320 mg/kg; Skin, rat: LD50 = >2 gm/kg.
Carcinogenicity:
Trichloroacetic acid, sodium salt - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
LC50 (96 hr) common carp 2500 mg/l [Knapek, R. et al Einige Untersuchungen der toxischen Wirkung von Pestiziden im Wasser.
Tag.-Ber, Akad Landwirtsch. Wiss. DDR, Berlin 1974, 126, 105-109] LC50 (96 hr) minnow 2000 mg/l [Dennis, W.H. et al Environ. Sci.
Technol. 1979, 13(5), 594-598] Not toxic to bees [The Agrochemicals Handbook 3rd ed., 1991, RSC, London]

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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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI N
Risk Phrases:
R 37 Irritating to respiratory system.
R 50/53 Very toxic to aquatic organisms, may cause
long-term adverse effects in the aquatic environment.
Safety Phrases:
S 46 If swallowed, seek medical advice immediately
and show this container or label.
S 60 This material and its container must be
disposed of as hazardous waste.
S 61 Avoid release to the environment. Refer to
special instructions/safety data sheets.
WGK (Water Danger/Protection)
CAS# 650-51-1: No information available.
Canada
CAS# 650-51-1 is listed on Canada's NDSL List.
CAS# 650-51-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 650-51-1 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质
本品为白色片状结晶，熔点超过300℃，能溶于水，溶解度为50克/100毫升，pH值为7.5。在高温下或汽蒸时容易分解，并且具有较强的吸湿性，散发出刺激性的气味。

用途
本品主要用于乙烯砜型活性染料印花工艺中作为抗酸剂。此外，它也是生产某种农药的重要原料。

生产工艺
将三氯乙醛和浓硝酸加入反应釜中共热溶解，生成三氯乙酸，然后用氢氧化钠水溶液进行中和后浓缩结晶、过滤、干燥即可得到最终产品。

反应信息

• 作为反应物：
  描述：

  sodium trichloroacetate 生成 光气
  参考文献：
  名称：

  Henry, L., Berichte der Deutschen Chemischen Gesellschaft, 1879, vol. 12, p. 1844 - 1848

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二甲基甲酰胺 在 三氯乙酸 作用下， 生成 sodium trichloroacetate
  参考文献：
  名称：

  Trihalocyclopropyl carbonates

  摘要：

  当醛与碱金属三卤乙酸盐在高极性非质子溶剂（DMF，DMSO）存在下反应时，会形成高产率和高速率的新型有机碱金属碳酸盐，这些碳酸盐是拟除虫剂的前体。据称还制得了源自这些碳酸盐的新型磺酸盐和二卤代磷酸酯。

  公开号：

  US04285882A1
• 作为试剂：
  描述：

  四氯乙烯 、 2-丁炔酸乙酯 在 sodium trichloroacetate 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 24.0h， 以42%的产率得到ester ethylique de l'acide methyl-2 oxo-3 cyclopropenoique
  参考文献：
  名称：

  Synthèse dans la série des cyclopropanes. Vers le bis-nor-4,5 sarkomycine

  摘要：

  通过卡宾加成合成三种环丙烷，以及一种经过改良的威蒂希格反应合成的环丙烷进行讨论。

  DOI：

  10.1139/v82-340

文献信息

• Regio- and Enantioselective Catalytic Cyclization of Pyrroles onto <i>N</i>-Acyliminium Ions
  作者：Izzat T. Raheem、Parvinder S. Thiara、Eric N. Jacobsen

  DOI：10.1021/ol800256j

  日期：2008.4.1

  The regio- and enantioselective cyclization of pyrroles onto N-acyliminium ions generated in situ from hydroxylactams is reported. Modest to excellent ee's and yields are obtained in these novel Pictet-Spengler-type reactions with a chiral thiourea-pyrrole catalyst. Useful synthetic transformations of the versatile pyrroloindolizidinone and pyrroloquinolizidinone products are presented.

  报道了吡咯在由羟基内酰胺原位产生的N-酰亚胺离子上的区域和对映体选择性环化。用手性硫脲-吡咯催化剂在这些新颖的Pictet-Spengler型反应中获得中等至优异的ee和收率。提出了通用的吡咯并吲哚并din啶酮和吡咯并喹啉并din啶酮产物的有用的合成转化。
• Organocatalyzed Decarboxylative Trichloromethylation of Morita-Baylis-Hillman Adducts in Batch and Continuous Flow
  作者：Martin V. Enevoldsen、Jacob Overgaard、Maja S. Pedersen、Anders T. Lindhardt

  DOI：10.1002/chem.201704972

  日期：2018.1.24

  Two protocols for the organocatalyzed decarboxylative trichloromethylation of Morita–Baylis–Hillman (MBH) substrates have been developed. Applying sodium trichloroacetate, as the trichloromethyl anion precursor, in combination with an organocatalyst and acetylated MBH‐alcohols, the desired trichloromethylated products were obtained in good yields at room temperature in batch. The method was next extrapolated

  已经开发出两种用于Morita–Baylis–Hillman（MBH）底物的有机催化脱羧三氯甲基化的方案。将三氯乙酸钠作为三氯甲基阴离子的前体，与有机催化剂和乙酰化的MBH-醇结合使用，可以在室温下分批批量获得所需的三氯甲基化产物。接下来将该方法外推到两步连续流方案中，直接从MBH醇开始，与同时用作碱和催化剂的三丁胺结合使用。事实证明，该流动过程优于分批方法，将反应时间从16小时减少到仅20分钟，并且所有调查项目的收率均得到提高。还采用了两个示例来扩大流量，以产生超过10克的两个三氯甲基化靶标。最后，2 PHAL或（DHQD）2 PHAL在反应中诱导手性转移至生成的立体中心，并具有接近90％ee的选择性 。
• Kinetic Resolution of Acyclic Secondary Allylic Silyl Ethers Catalyzed by Chiral Ketones
  作者：Dan Yang、Guan-Sheng Jiao、Yiu-Chung Yip、Tsz-Hin Lai、Man-Kin Wong

  DOI：10.1021/jo010068c

  日期：2001.6.1

  Kinetic resolution of acyclic secondary allylic silyl ethers by chiral dioxiranes generated in situ from chiral ketones (R)-1 and (R)-2 and Oxone was investigated. An efficient and catalytic method has been developed for kinetic resolution of those substrates with a CCl(3), tert-butyl, or CF(3) group at the alpha-position. In particular, high selectivities (S up to 100) were observed for kinetic resolutions

  研究了由手性酮（R）-1和（R）-2和Oxone原位生成的手性二恶英酮对无环仲烯丙基甲硅烷基醚的动力学拆分。已经开发出一种有效的催化方法来动力学拆分那些在α位置具有CCl（3），叔丁基或CF（3）基团的底物。特别地，对于酮（R）-2催化的外消旋α-三氯甲基烯丙基甲硅烷基醚7和9-15的动力学拆分，观察到高选择性（S高达100）。回收的底物和所得的环氧化物均以高对映体过量获得。根据手性二恶英和外消旋底物之间的空间和静电相互作用，
• [EN] DERIVATIVES OF AZAINDAZOLE OR DIAZAINDAZOLE TYPE FOR TREATING PAIN<br/>[FR] DÉRIVÉS DE TYPE AZA-INDAZOLE OU DIAZA-INDAZOLE POUR LE TRAITEMENT DE LA DOULEUR
  申请人：PF MEDICAMENT

  公开号：WO2014016433A1

  公开（公告）日：2014-01-30

  The present invention relates to a compound of following formula (I): or a pharmaceutically acceptable salt or solvate of same, a tautomer of same, or a stereoisomer or mixture of stereoisomers of same in any proportions, such as a mixture of enantiomers, notably a racemic mixture; for use in the treatment of pain.

  本发明涉及如下式(I)的化合物：或其药用可接受的盐或溶剂化物，其构象异构体，或其立体异构体或立体异构体混合物，以任何比例，例如对映体混合物，尤其是外消旋混合物；用于治疗疼痛。
• [EN] DERIVATIVES OF AZAINDAZOLE OR DIAZAINDAZOLE TYPE FOR TREATING A CANCER OVEREXPRESSING TRK<br/>[FR] DÉRIVÉS DE TYPE AZA-INDAZOLE OU DIAZA-INDAZOLE POUR LE TRAITEMENT D'UN CANCER SUREXPRIMANT LA TRK
  申请人：PF MEDICAMENT

  公开号：WO2014016434A1

  公开（公告）日：2014-01-30

  The present invention relates to a compound of following formula (I) or a pharmaceutically acceptable salt or solvate of same, a tautomer of same, or a stereoisomer or mixture of stereoisomers of same in any proportions, such as a mixture of enantiomers, notably a racemic mixture, as well as pharmaceutical composition comprising such a compound, for use in the treatment of a cancer associated with the overexpression of at least one Trk protein.

  本发明涉及式(I)所示的化合物，或其药用可接受的盐或溶剂化物，其同分异构体，或其立体异构体或立体异构体混合物，以任何比例，例如对映体混合物，尤其是外消旋混合物，以及包含该化合物的药物组合物，用于治疗与至少一种Trk蛋白过表达相关的癌症。

表征谱图