sodium malonate | 141-95-7

• 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 malonate
• 英文别名: disodium malonate；malonic acid disodium salt；Sodium propanedioate；sodium;propanedioate
• CAS: 141-95-7
• 化学式: C₃H₂O₄*2Na
• 分子量: 148.026
• InChiKey: LXWZLYDXYCQRJT-UHFFFAOYSA-L

物化性质

• 密度：
  2.08 g/cm3
• 溶解度：
  H2O:1 Mat 20 °C,透明，无色
• 稳定性/保质期：
  1. 常温常压下稳定。 2. 本品低毒。大鼠腹腔注射的半数致死量为1100 mg/kg，家兔皮下注射的最低致死量为1584 mg/kg。

计算性质

• 辛醇/水分配系数(LogP)：
  -6.12
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• RTECS号：
  OO1750000
• 海关编码：
  2917190090
• 储存条件：
  密封保存。使用塑料袋并外加编织袋包装。按照一般化学品的规定进行储运。

SDS

Name:	Sodium Malonate Material Safety Data Sheet
Synonym:	Disodium Malonate; Propanedioic Acid, Disodium Sal
CAS:	141-95-7

Section 1 - Chemical Product MSDS Name:Sodium Malonate Material Safety Data Sheet
Synonym:Disodium Malonate; Propanedioic Acid, Disodium Sal

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
141-95-7	Sodium Malonate	ca 100	205-514-0

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:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause irritation of the digestive tract. May cause cardiac disturbances. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
May cause digestive tract and cardiac disturbances.

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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.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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 if cough or other symptoms appear.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. 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.
Avoid contact with skin and eyes. Keep container tightly closed.
Avoid ingestion and inhalation. Use only in a chemical fume hood.
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:
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# 141-95-7: 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: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 966 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: soluble in water
Specific Gravity/Density: Not available.
Molecular Formula: CH2(COONa)2
Molecular Weight: 147.9912

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, toxic fumes of sodium oxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 141-95-7: OO1750000 LD50/LC50:
Not available.
Carcinogenicity:
Sodium Malonate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Products which are considered hazardous for supply are classified as Special Waste and the disposal of such chemicals is covered by regulations which may vary according to location. Contact a specialist disposal company or the local waste regulator for advice. Empty containers must be decontaminated before returning for recycling.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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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 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 141-95-7: No information available.
Canada
CAS# 141-95-7 is listed on Canada's DSL List.
CAS# 141-95-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 141-95-7 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
白色结晶。可溶于水，不溶于醇、醚和苯。

用途
主要用于医药工业，并作为染料和香料的原料。丙二酸钠与丁醇酯化得到丙二酸二丁酯，用于生产磺胺-6-甲氧嘧啶；与乙醇酯化得到丙二酸二乙酯，用于生产催眠药巴比妥；也用于生产增效联磺。

此外，还广泛应用于有机合成领域。

生产方法
可由丙二酸与氢氧化钠溶液中和而得。工业生产通常将氯乙酸与氰化钠反应生成氰乙酸，再经液碱作用得到丙二酸钠。具体步骤包括：将氯乙酸溶解于水中，在15℃以下用饱和碳酸钠溶液中和至pH7.0；然后在45℃加入氰化钠溶液，并于105-110℃反应30分钟；接着加入45-55%的氢氧化钠，于100-105℃反应1.5小时，最后将溶液浓缩干燥得丙二酸钠。

反应信息

• 作为反应物：
  描述：

  sodium malonate 在 Y malonate 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Nabar, Mahadeo A.; Jukar, Bharat N., Canadian Journal of Chemistry, 1984, vol. 62, p. 348 - 350

  摘要：

  DOI：
• 作为产物：
  描述：

  sodium α-sodium acetate 、 二氧化碳 生成 sodium malonate
  参考文献：
  名称：

  Sodium α-Sodio acetate, its Preparation and Proof of Structure

  摘要：

  DOI：

  10.1021/ja01542a071
• 作为试剂：
  描述：

  S-(2-acetamidoethyl) (E)-3-phenylprop-2-enethioate 在 1,4-dithio-D,L-threitol 、 chalcone synthase, immobilized onto Ni-nitrilotriacetic acid agarose 、 malonyl-CoA synthetase, immobilized onto glutathione-sepharose 、 sodium malonate 、 adenosine 5'-triphosphate disodium salt 、 辅酶 A 、 magnesium chloride 作用下， 反应 72.0h， 以36%的产率得到(E)-4-hydroxy-6-styryl-2H-pyran-2-one
  参考文献：
  名称：

  In Vitro Precursor-Directed Synthesis of Polyketide Analogues with Coenzyme A Regeneration for the Development of Antiangiogenic Agents

  摘要：

  Polyketide analogues are produced via in vitro reconstruction of a precursor-directed polyketide biosynthetic pathway. Malonyl-CoA synthetase (MCS) was used in conjunction with chalcone synthase (CHS), thereby allowing efficient use of synthetic starter molecules and malonate as extender. Coenzyme-A was recycled up to 50 times. The use of a simple immobilization procedure resulted in up to a 30-fold higher yield of pyrone CHS products than that obtained with the free enzyme solutions.

  DOI：

  10.1021/ol901243e

文献信息

• Influences of the Lanthanoid Contraction on the Thermal Dehydration Reactions of Lanthanoid(III) Malonate Hydrates
  作者：Kazuo Muraishi、Kenzo Nagase、Masae Kikuchi、Kozo Sone、Nobuyuki Tanaka

  DOI：10.1246/bcsj.55.1845

  日期：1982.6

  The thermal dehydration reactions of lanthanoid(III) malonate hydrates Ln2mal3·nH2O (Ln=Ce–Lu; mal=CH2(COO)2; n=6 for Ce–Eu and 8 for Gd–Lu) were investigated mainly by the thermogravimetries under conventional conditions and in atmosphere of water vapor at a constant reduced pressure and a superslow heating rate. The latter conditions were useful especially to detect the formation of new intermediate hydrates, and to determine the dehydration temperatures with accuracy. The main features of the results could be reasonably understood in view of the effects of the lanthanoid contraction.

  通过在常规条件和恒定低压水蒸气氛围中以超慢加热速率下的热重分析，研究了镧系(III)丙二酸盐水合物Ln2mal3·nH2O（Ln=Ce–Lu；mal=CH2(COO)2；n=6对应Ce–Eu，n=8对应Gd–Lu）的热脱水反应。后者的条件特别有助于检测新中间水合物的形成，并准确确定脱水温度。研究结果的主要特征可通过考虑镧系收缩效应得到合理的解释。
• Syntheses, Crystal Structures and Magnetic Properties of Carboxylato‐Bridged Polymeric Networks of Mn ^II
  作者：Subal Chandra Manna、Ennio Zangrando、Michael G. B. Drew、Joan Ribas、Nirmalendu Ray Chaudhuri

  DOI：10.1002/ejic.200500568

  日期：2006.1

  magnetic measurements. Structure determination of complex I reveals a covalent bonded 2D network containing bischelating oxalate and bridging dpyo; complex 2 is a covalent,bonded 3D polymeric architecture, formed by bridging malonate and bpee ligands, resulting in an open framework with channels filled by uncoordinated disordered bpee and methanol molecules. Whereas complex 3, comprising btc anions

  分子式为 [Mn(ox)(dpyo)](n) (1), [Mn-2(mal)(2)(bpee)(H2O)(2) 的三种新型 Mn-II 羧基桥联聚合物网络]center dot 0.5(bpee)center dot 0.5(CH3OH)}n, (2) 和 [Mn-3(btc)(2)(2,2'-bipy)(2)(H2O)(6)]center点 4H(2)O}(n) (3) [dpyo, 4,4'-联吡啶 N,N'dioxide; bpee，反式-1,2 双（4-吡啶基）乙烯；2,2'-联吡啶，2,2'-联吡啶；ox = 草酸二价阴离子；mal = 丙二酸二价阴离子；btc = 1,3,5-苯三羧酸三阴离子] 已合成并通过单晶 X 射线衍射研究和低温磁测量表征。复合物 I 的结构测定揭示了包含双螯合草酸盐和桥接 dpyo 的共价键合 2D 网络；复合物 2 是一种共价键合的 3D 聚合物结构，由桥接丙二酸和
• Thermal decomposition of γ-irradiated silver malonate
  作者：Andrew K. Galwey、Patrick J. Herley、M. Abdel-Aziz Mohamed

  DOI：10.1039/f19888400729

  日期：——

  The effects of pre-irradiation with γ-rays on the isothermal decomposition kinetics of silver malonate have been studied quantitatively. Such pretreatment reduced the length of the induction period to the onset of reaction and increased the rate of subsequent salt breakdown, which has been shown to proceed by a nucleation-and-growth mechanism. Between 6.5 × 106 and 1.0 × 109 rad, the shapes of the

  定量研究了γ射线预辐照对丙二酸银等温分解动力学的影响。此类预处理缩短了诱导反应到反应开始的时间，并增加了后续盐的分解速率，这已证明是通过成核和生长机理进行的。在6.5×10 6和1.0×10 9 rad之间，等温，分数分解-时间曲线的形状由于辐照而没有变化，反应速率的增加与γ成正比。射线剂量。结论是，预暴露于电离辐射中会增加盐分解活性的核的数量，该核的数量与样品先前所暴露的剂量成正比。还讨论了辐射对诱导期的影响。对于暴露于较大辐射剂量的样品，长度的明显减少明显归因于晶体的辐射损伤，该损伤与esr信号检测到的自由基的存在有关。
• The thermal decomposition in the solid phase (crystolysis) of silver malonate
  作者：Andrew K. Galwey、Mohamed A. Mohamed

  DOI：10.1039/f19858102503

  日期：——

  From the complementary consideration of microscopic and kinetic evidence we conclude that the thermal decomposition of silver malonate, CH2(COOAg)2, in the temperature range 453–485 K, occurs in the solid state by a nucleation-and-growth reaction. During this decomposition the small crystallites of reactant undergo no detectable textural change, except for some surface roughening. Isothermal fractional

  从微观和动力学证据的补充考虑，我们得出结论，丙二酸银CH 2（COOAg）2的热分解在453-485 K的温度范围内通过成核和生长反应发生在固态。在该分解过程中，除了一些表面粗糙以外，反应物的小晶粒没有可检测到的组织变化。等温分数反应（α）对时间曲线呈S形，在减去子初始过程后，主要分解遵循Avrami–Erofe'ev方程[–log（1– [图形省略]）] 1 / n = kt其中n= 2（在某些情况下为3）。这种动力学拟合归因于矩形但不对称（板条形）反应物晶体中相干但细长的核（由嵌入碳素材料中的Ag金属组成）的生长。对于所研究的五个不同预处理的反应物样品的分解，α形状相对于时间曲线的明显差异归因于平均反应几何形状的变化。但是，可以得出结论，对于所有制剂，在界面处发生的化学变化是相同的，因为Arrhenius参数在实验误差范围内是一致的。活化能（E）和指数前因子（A）的平均值分别为170±10
• Process for preparing malonic esters
  申请人：Lonza AG

  公开号：US06350898B1

  公开（公告）日：2002-02-26

  Malonic esters of the general formula where R is C1-10-alkyl, C3-10-alkenyl or aryl-C1-4-alkyl, are prepared by reacting an alkali metal salt of malonic acid with a halide of the general formula R—X (II), where R is as defined above and X is chlorine, bromine or iodine, in the presence of water and a phase-transfer catalyst.

  通式为R为C1-10-烷基、C3-10-烯基或芳基-C1-4-烷基的马来酸酯，通过将马来酸的碱金属盐与通式为R—X (II)的卤化物反应制备，其中R如上所定义，X为氯、溴或碘，在水和相转移催化剂的存在下。