特戊酸钠 | 1184-88-9

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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
• 中文名称: 特戊酸钠
• 英文名称: sodium pivalate
• 英文别名: NaOPiv；sodium pivaloate；sodium trimethylacetate；PivONa；sodium tert-butoxide；pivalic acid sodium salt；Natriumpivalat；sodium;2,2-dimethylpropanoate
• CAS: 1184-88-9
• 化学式: C₅H₉O₂*Na
• 分子量: 124.115
• InChiKey: SJRDNQOIQZOVQD-UHFFFAOYSA-M

物化性质

• 熔点：
  315 °C
• 沸点：
  100-102 °C(Press: 10 Torr)
• 密度：
  0.902 g/cm3(Temp: 22 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.21
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2915900090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥

SDS

Name:	Sodium Pivalate 99% (titr. on the dry basis) Material Safety Data Sheet
Synonym:	Trimethyl Acetic Acid, Sodium Salt; Pivalic Acid, Sodium Sal
CAS:	1184-88-9

Section 1 - Chemical Product MSDS Name:Sodium Pivalate 99% (titr. on the dry basis) Material Safety Data Sheet
Synonym:Trimethyl Acetic Acid, Sodium Salt; Pivalic Acid, Sodium Sal

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1184-88-9	Sodium Pivalate	99%	214-678-2

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
No information regarding eye irritation and other potential effects was found.
Skin:
No information regarding skin irritation and other potential effects was found.
Ingestion:
The toxicological properties of this substance have not been fully investigated.
Inhalation:
The toxicological properties of this substance have not been fully investigated.
Chronic:
Not available.

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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 immediately.
Skin:
Get medical aid immediately. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
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:

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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 agent most appropriate to extinguish fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use only in a well-ventilated area.
Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1184-88-9: 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white to off-white
Odor: Characteristic odor.
pH: 8.0 1.0
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: > 320 deg C (> 608.00 deg F)
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: 920 G/L (60C)
Specific Gravity/Density:
Molecular Formula: C5H9O2Na
Molecular Weight: 124.13

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stability unknown.
Conditions to Avoid:
Not available.
Incompatibilities with Other Materials:
Not available.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1184-88-9: UA2459665 LD50/LC50:
Not available.
Carcinogenicity:
Sodium Pivalate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 1184-88-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1184-88-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1184-88-9 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：

  特戊酸钠 在 sodium persulfate 作用下， 以 水 、 叔丁醇 为溶剂， 生成 乙基,1,1-二甲基-(9CI)
  参考文献：
  名称：

  Goudsmit, G.-H.; Jent, F.; Paul, H., Zeitschrift fur Physikalische Chemie, 1993, vol. 180, # 1/2, p. 51 - 64

  摘要：

  DOI：
• 作为产物：
  描述：

  新戊醇 在 nitric oxide 、 sodium hydride 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以26%的产率得到特戊酸钠
  参考文献：
  名称：

  Nitric Oxide Reacts with Methoxide

  摘要：

  CH3ONa ->(NO) HCOONaDespite over a century of reports to the contrary, sodium methoxide has been found to react with nitric oxide (NO). The reaction, whose final organic product is sodium formate, is postulated to occur via an intermediate O-bound diazeniumdiolate [CH3O-N(O)=NO-] that decomposes to formaldehyde and nitrous oxide. Sodium formate forms from the aldehyde via a Cannizzaro reaction. Carboxylate salts have similarly been obtained by exposing sodium benzylate and sodium neopentoxide to NO in dioxane solution. Accordingly, sodium trimethylsilanoate should be considered as a substitute for sodium methoxide as the base used to accomplish the replacement of active hydrogens by the diazeniumdiolate functional group via the Traube reaction.

  DOI：

  10.1021/jo7020423
• 作为试剂：
  描述：

  2,5-降冰片二烯 、 N-(7-methylquinolin-8-yl)benzamide 在 (S)-HOC6H2(t-Bu)2COCH2CH(Ph)N 、 cobalt(II) diacetate tetrahydrate 、 特戊酸钠 作用下， 以 2,2,2-三氟乙醇 为溶剂， 以60 %的产率得到(1R,4S,4aS,10bS)-5-(7-methylquinolin-8-yl)-1,4a,5,10b-tetrahydro-1,4-methanophenanthridin-6(4H)-one
  参考文献：
  名称：

  钴电催化 C-H 活化用于中心和轴向双对映体诱导

  摘要：

  钴电催化的 C−H 活化旨在获得具有中心和轴向手性的分子，对映体过量高达 >99%，非对映体比率 >20:1。钴电催化是通过高效的析氢反应实现的。

  DOI：

  10.1002/anie.202405423

文献信息

• Cationic carboxylate and thioacetate ruthenium(<scp>ii</scp>) complexes: synthesis and cytotoxic activity against anaplastic thyroid cancer cells
  作者：Denise Lovison、Lorenzo Allegri、Federica Baldan、Maurizio Ballico、Giuseppe Damante、Christian Jandl、Walter Baratta

  DOI：10.1039/d0dt01390k

  日期：——

  OPiv, 2; SAc, 3; and NCS, 4), whereas its reaction with NaCl and NH4PF6 affords [RuCl(CO)(dppb)(phen)]PF6 (5). Carboxylate complexes 1 and 2 show high solubility in water, enabling easy exchange of the coordinated carboxylate by water and other ligands (CH3CN, glutathione). Cationic complexes 1–5, compared to Cisplatin, display a strong cell viability decrease in two human anaplastic thyroid cancer cell

  阳离子乙酸钌络合物的[Ru（η 1 -OAc）（CO）（DPPB）（phen）的] OAC（1）以83％的产率容易地制备由的[Ru（η 1 -OAc）（η 2 -OAc）（ （dppb ＝ 1，4-双（二苯基膦基）丁烷）和1，10-菲咯啉（phen）在MeOH中的溶液。衍生物1通过与NaOPiv，KSAC和KSCN在MeOH中反应而容易地取代配位的乙酸酯，得到相应的络合物[RuX（CO）（dppb）（phen）] X（X = OPiv，2 ; SAc，3 ;和NCS，4），而将其与NaCl和NH 4 PF 6反应得到[RuCl（CO）（dppb）（phen）] PF 6（5）。羧酸盐配合物1和2在水中的溶解度高，使配位的羧酸盐易于与水和其他配体（CH 3 CN，谷胱甘肽）交换。与顺铂相比，阳离子复合物1-5在两种人类间变性甲状腺癌癌细胞系（SW1736和8505C）中表现出强烈的细胞活力下降，EC
• SN2 Substitution Reactions at the Amide Nitrogen in the Anomeric Mutagens, N-Acyloxy-N-alkoxyamides
  作者：Katie L. Cavanagh、Stephen A. Glover、Helen L. Price、Rhiannon R. Schumacher

  DOI：10.1071/ch09166

  日期：——

  amide character and resemble α-haloketones in reactivity. They are susceptible to SN2 reactions at nitrogen, a process that is responsible for their mutagenic behaviour. Kinetic studies have been carried out with the nucleophile N-methylaniline that show that, like SN2 reactions at carbon centres, the rate constant for SN2 displacement of carboxylate is lowered by branching β to the nitrogen centre, or

  N-酰氧基-N-烷氧基酰胺1a是不寻常的异头异构酰胺，其由于双氧基取代而在氮上呈锥体状。通过这种构型，它们失去了大部分酰胺特性，并且在反应性上类似于α-卤代酮。它们在氮气下易受S N 2反应的影响，这是导致其诱变行为的原因。动力学研究已经进行了与亲核试剂Ñ甲基苯胺，显示的是，最喜欢S ñ在碳中心，速率常数为S 2个的反应Ñ通过将β分支到氮中心或烷氧基侧链上的大体积基团，可降低2羧酸盐的置换。然而，羧酸酯离去基团上的支链或大体积基团不影响取代率，其主要由离去的羧酸酯基团的p K A控制。这些结果与氨与N-乙酰氧基-N-甲氧基乙酰胺的模型反应的计算性质相符，但与空间效应对其致突变性的作用相反。
• Highly Active Ruthenium Metathesis Catalysts Exhibiting Unprecedented Activity and <i>Z</i>-Selectivity
  作者：Lauren E. Rosebrugh、Myles B. Herbert、Vanessa M. Marx、Benjamin K. Keitz、Robert H. Grubbs

  DOI：10.1021/ja311916m

  日期：2013.1.30

  A novel chelated ruthenium-based metathesis catalyst bearing an N-2,6-diisopropylphenyl group is reported and displays near-perfect selectivity for the Z-olefin (>95%), as well as unparalleled TONs of up to 7400, in a variety of homodimerization and industrially relevant metathesis reactions. This derivative and other new catalytically active species were synthesized using an improved method employing

  报道了一种带有 N-2,6-二异丙基苯基的新型螯合钌基复分解催化剂，它对 Z-烯烃表现出近乎完美的选择性 (>95%)，以及无与伦比的高达 7400 的 TONs，在各种同二聚化和工业相关的复分解反应。这种衍生物和其他新的催化活性物质是使用改进的方法合成的，该方法采用羧酸钠来诱导这些螯合配合物的盐复分解和 CH 活化。所有这些新型钌基催化剂在末端烯烃的均二聚反应中都具有高度的 Z 选择性。
• Acyloxymethyl Carbonochloridates. New Intermediates in Prodrug Synthesis
  作者：Michael Folkmann、Frantz J. Lund

  DOI：10.1055/s-1990-27124

  日期：——

  The synthesis of a number of stable acyloxymethyl carbonochloridates 7 has been accomplished in four steps from chloromethyl carbonochloridate 3. Each step has been optimized with propanoyloxymethyl carbonochloridate 7c as a model compound (64% overall yield). Diethyl ether-boron trifluoride catalyzes the conversion of carbonothioate 6cc to the carbonochloridate 7c by chlorination with sulfuryl chloride. Acylation of a few compounds containing hydroxy or amino groups by 7c is described.

  已通过四步反应从氯甲基碳酰氯3合成了一系列稳定的乙酰氧甲基碳酰氯化合物7。以丙酰氧甲基碳酰氯7c作为模型化合物，对每一步反应进行了优化（总产率为64%）。二乙醚-三氟化硼催化硫代碳酸酯6cc通过硫酰氯氯化转化为碳酰氯7c。介绍了7c对含有羟基或氨基的少数化合物的酰化反应。
• Diastereoselective synthesis of α-bromo amides leading to diastereomerically enriched α-amino-, α-hydroxy- and α-thiocarboxylic acid derivatives
  作者：By Robert S Ward、Andrew Pelter、Dominique Goubet、Martyn C Pritchard

  DOI：10.1016/0957-4166(95)00032-k

  日期：1995.2

  prepared diastereoselectively starting from racemic α-bromo acids, and undergo epimerisation under appropriate conditions leading to an enhanced d.e.. By reacting the individual isomers or the mixture of diastereoisomers with a suitable nucleophile it is possible to obtain α-substituted carboxylic acids, including α-amino- α-hydroxy- and α-thiocarboxylic acid derivatives, in diastereomerically enriched

  可以从外消旋α-溴酸开始非对映选择性地制备来源于Oppolzer樟脑的α-溴酰胺，并在适当条件下进行差向异构化，从而提高de值。通过使单个异构体或非对映异构体的混合物与合适的亲核试剂反应，可以获得非对映体富集形式的α-取代的羧酸，包括α-氨基-α-羟基和α-硫代羧酸衍生物。