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D138401

Sigma-Aldrich

丁炔二酸二甲酯

95%

同義詞:

Dimethyl 2-butynedioate

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About This Item

線性公式:
CH3OCOC≡CCO2CH3
CAS號碼:
762-42-5
分子量：:
142.11
Beilstein:
607063
EC號碼:
212-098-4
MDL號碼:
MFCD00008456
分類程式碼代碼:
12352100
PubChem物質ID:
24893421
NACRES:
NA.22
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品質等級

200

化驗

95%

形狀

liquid

折射率

n20/D 1.447 (lit.)

bp

95-98 °C/19 mmHg (lit.)

密度

1.156 g/mL at 25 °C (lit.)

SMILES 字串

COC(=O)C#CC(=O)OC

InChI

1S/C6H6O4/c1-9-5(7)3-4-6(8)10-2/h1-2H3

InChI 密鑰

VHILMKFSCRWWIJ-UHFFFAOYSA-N

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相關類別

一般說明

乙炔二羧酸二甲酯 (DMAD)是一种酯，可用作环加成反应中的二烯亲和物和亲偶极物。[1]

應用

用于 Diels-Alder 反应的多功能亲二烯体。[2][3][4]

象形圖

CorrosionExclamation mark
GHS05,GHS07

訊號詞

Danger

危險聲明

H302,H314

危險分類

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

儲存類別代碼

8A - Combustible corrosive hazardous materials

水污染物質分類（WGK）

WGK 3

閃點（°F）

186.8 °F - closed cup

閃點（°C）

86 °C - closed cup

個人防護裝備

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
WXBF5513V
WXBF1728V
WXBD6221V
WXBD2674V
0000094025

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Jing Sun et al.
ACS combinatorial science, 13(4), 421-426 (2011-05-17)
A protocol has been developed for the efficient synthesis of structurally diverse 3,4-dihydropyridin-2(1H)-ones and 3,4-dihydro-2H-pyrans via four-component reactions of arylamines, acetylenedicarboxylate, aromatic aldehydes and cyclic 1,3-diketones. The selective formation of the very different pyridinone or pyran derivatives depends on the
Guan-Wu Wang et al.
Organic & biomolecular chemistry, 4(22), 4063-4064 (2007-02-23)
The novel multicomponent reaction of [60]fullerene with dimethyl acetylenedicarboxylate and isoquinoline, quinoline or substituted quinolines was investigated. This type of reaction presents the first example of a 1,4-dipolar cycloaddition reaction in fullerene chemistry.
Yi Li et al.
Polymers, 13(3) (2021-01-28)
Big spherulite structure and high crystallinity are the two main drawbacks of poly(butylene succinate) (PBS) and hinder its application. In this work, a new type of copolyester poly(butylene succinate-co-butylene acetylenedicarboxylate) (PBSAD) is synthesized. With the incorporation of acetylenedicarboxylate (AD) units
Steven E Wheeler et al.
Journal of the American Chemical Society, 132(10), 3304-3311 (2010-02-18)
Stereoselective Diels-Alder cycloadditions that probe substituent effects in aryl-aryl sandwich complexes were studied experimentally and theoretically. Computations on model systems demonstrate that the stereoselectivity in these reactions is mediated by differential pi-stacking interactions in competing transition states. This allows relative
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    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

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    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

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