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Merck

136441

Sigma-Aldrich

丙二酸二甲酯

98%

别名:

Dimethyl propanedioate, Malonic acid dimethyl ester

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About This Item

线性分子式:
CH2(COOCH3)2
CAS号:
分子量:
132.11
Beilstein:
774261
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
价格与库存信息目前不能提供

蒸汽密度

>1 (vs air)

质量水平

方案

98%

表单

liquid

折射率

n20/D 1.413 (lit.)

沸点

180-181 °C (lit.)

mp

−62 °C (lit.)

溶解性

alcohol: miscible
diethyl ether: miscible
oil: miscible
water: slightly soluble

密度

1.156 g/mL at 25 °C (lit.)

官能团

ester

SMILES字符串

COC(=O)CC(=O)OC

InChI

1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3

InChI key

BEPAFCGSDWSTEL-UHFFFAOYSA-N

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一般描述

丙二酸二甲酯与1,3-二苯基丙-2-烯基乙酸酯发生钯催化的对映选择性烯丙基取代反应,生成纯的非对映性噻吩基吡啶[1]

应用

丙二酸二甲酯用于金催化的甘油、1,2-丙二醇和1,3-丙二醇的氧化酯化反应[2]

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2

储存分类代码

10 - Combustible liquids

WGK

WGK 1

闪点(°F)

185.0 °F - closed cup

闪点(°C)

85 °C - closed cup

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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1 of 1

Chiral thienylpyridines as N-S ligands for asymmetric catalysis: Palladium-catalyzed allylic alkylation and copper-catalyzed cyclopropanation reactions.
Chelucci G, et al.
J. Mol. Catal. A: Chem., 197(1), 27-35 (2003)
Oxidation of glycerol and propanediols in methanol over heterogeneous gold catalysts.
Taarning E, et al.
Green Chemistry, 10(4), 408-414 (2008)
Lawrence P Tardibono et al.
Organic letters, 11(18), 4076-4079 (2009-08-22)
Homoallylic esters are obtained in a single transformation from allyl 2,2,2-trifluoroethyl malonates by using a Pd(0) catalyst. Facile decarboxylation of allyl 2,2,2-trifluoroethyl malonates is attributed to a decrease in pK(a) compared to allyl methyl malonates. Subsequent reduction of the homoallylic
Shinji Kato
Journal of the American Chemical Society, 127(33), 11538-11539 (2005-08-18)
Layer-by-layer (LbL) assembly of triarylamine (TAA)-containing polymers has been applied for anode functionalizations in organic light-emitting diodes (OLEDs). Surface work function of the ITO electrodes was significantly altered with the functionalizations, and the values changed depending on electron affinity of
G Y Choi et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(8), 3174-3176 (1990-04-01)
To probe for free radical intermediates in the model methylmalonate to succinate rearrangements promoted by vitamin B12s, a model series with a pentenyl side chain radical trap has been devised. The control free radical, generated by tri-n-butyltin hydride treatment of

Questions

1–5 of 5 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. A-t-il été conditionné en condition stérile ?

    1 answer
    1. This is not considered a sterile product. It is not filtered sterilized or packaged under sterile conditions.

      Helpful?

  4. Est-il possible de réaliser des injections de DMM avec du PBS 1X ?

    1 answer
    1. This product is not tested for suitability for in vitro or in vivo applications. The product is not sterile and endotoxin levels are not determined, however the minimum purity is 98%. There is a product option available with a higher purity specification. Product 8.00899, while also not tested for in vivo use, has a minimum purity of 99%. Please see the link below to review this product:
      https://www.sigmaaldrich.com/product/mm/800899

      Helpful?

  5. Bonjour, J'aimerai avoir quelques indications sur cet inhibiteur ( DMM ( 136441 )) Dans quel solvant est resuspendu le DMM ? A quel concentration ? ( 1 g/mL ? )

    1 answer
    1. This product is a neat or pure liquid. The melting point is -62 deg. C. The molecular weight is 132.11 and the density is 1.156g/mL. The calculated molarity is 8.75M. Per the product page, solubility information is as follows:
      alcohol: miscible
      diethyl ether: miscible
      oil: miscible
      water: slightly soluble

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