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Diethyl 2-(but-3-ynyl)Malonate is a chemical compound with the molecular formula C11H16O4, primarily used in organic synthesis and research. It is a clear liquid and is often utilized in the production of other chemical substances due to its ability to participate in diverse chemical reactions. As a niche scientific and industrial reagent, it is not typically encountered outside of a professional setting.

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  • 117500-15-9 Structure
  • Basic information

    1. Product Name: Diethyl 2-(but-3-ynyl)Malonate
    2. Synonyms: Diethyl 2-(but-3-ynyl)Malonate;3-Butynylmalonic acid diethyl ester;3-Butynylpropanedioic acid diethyl ester;diethyl 2-(but-3-yn-1-yl)Malonate;1,3-DIETHYL 2-(BUT-3-YN-1-YL)PROPANEDIOATE;diethyl 2-but-3-ynylpropanedioate
    3. CAS NO:117500-15-9
    4. Molecular Formula: C11H16O4
    5. Molecular Weight: 212.24234
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 117500-15-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 128-130℃ (11 Torr)
    3. Flash Point: 128.0±23.0 oC
    4. Appearance: /
    5. Density: 1.054±0.06 g/cm3 (20 oC 760 Torr)
    6. Refractive Index: 1.4428 (589.3 nm 15℃)
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. PKA: 12.34±0.59(Predicted)
    10. CAS DataBase Reference: Diethyl 2-(but-3-ynyl)Malonate(CAS DataBase Reference)
    11. NIST Chemistry Reference: Diethyl 2-(but-3-ynyl)Malonate(117500-15-9)
    12. EPA Substance Registry System: Diethyl 2-(but-3-ynyl)Malonate(117500-15-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 117500-15-9(Hazardous Substances Data)

117500-15-9 Usage

Uses

Used in Organic Synthesis:
Diethyl 2-(but-3-ynyl)Malonate is used as a reagent for the synthesis of various organic compounds. Its unique structure allows it to participate in a wide range of chemical reactions, making it a valuable tool in the development of new molecules and materials.
Used in Research:
Diethyl 2-(but-3-ynyl)Malonate is used as a research chemical to study its properties and potential applications. Its involvement in diverse chemical reactions provides opportunities for scientists to explore its behavior and interactions with other compounds, contributing to the advancement of chemical knowledge.
Used in Chemical Production:
Diethyl 2-(but-3-ynyl)Malonate is used as an intermediate in the production of other chemical substances. Its versatility in chemical reactions makes it a useful building block for creating a variety of compounds, which can be further processed or used in different industries.
Note: Since there are limited studies available on the safety and environmental impact of Diethyl 2-(but-3-ynyl)Malonate, it is essential to take proper precautions when handling or storing this chemical.

Check Digit Verification of cas no

The CAS Registry Mumber 117500-15-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,7,5,0 and 0 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 117500-15:
(8*1)+(7*1)+(6*7)+(5*5)+(4*0)+(3*0)+(2*1)+(1*5)=89
89 % 10 = 9
So 117500-15-9 is a valid CAS Registry Number.

117500-15-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name Diethyl 2-(but-3-yn-1-yl)malonate

1.2 Other means of identification

Product number -
Other names diethyl 2-but-3-ynylpropanedioate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:117500-15-9 SDS

117500-15-9Relevant articles and documents

Synthesis method of ODMT, N-FMOC-aminobutyl-1, 3-propylene glycol

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Paragraph 0004; 0011-0012, (2021/11/21)

The invention belongs to the technical field of medical intermediates, and concretely relates to a synthesis method of ODMT, N-FMOC-aminobutyl-1, 3-propylene glycol. Diethyl malonate and 4-bromobutyronitrile adopted as starting raw materials are subjected toa substitution reaction, a reduction reaction, an FMOC protection and a DMT protection sequentially to synthesize the ODMT, N-FMOC-aminobutyl-1, 3-propylene glycol. The product synthesized by the synthesis route has characteristics of high purity, high yield and easy operation, and the excellent route is provided for the synthesis of the ODMT, N-FMOC-aminobutyl-1, 3-propylene glycol.

Divergent Gold(I)-Catalyzed Skeletal Rearrangements of 1,7-Enynes

Mei?, Rebecca,Kumar, Kamal,Waldmann, Herbert

supporting information, p. 13526 - 13530 (2015/09/22)

The gold(I) complex catalyzed cycloisomerization and skeletal rearrangement of 1,n-enynes (n=5-7) is a powerful methodology for the efficient synthesis of complex molecular architectures. In contrast to 1,6-enynes, readily accessible homologous 1,7-enynes are largely unexplored in such transformations. Here, the divergent skeletal rearrangement of all-carbon 1,7-enynes by catalysis with a cationic gold(I) complex is reported. Depending on electronic and steric factors, differently substituted 1,7-enynes react via different carbocations formed from a common gold carbene intermediate to yield on the one hand novel exocyclic allenes and on the other hand tricyclic hexahydro-anthracenes through a novel dehydrogenative Diels-Alder reaction. Two birds with a gold-stone! Divergent gold(I) catalysis unraveled a novel cycloisomerization and a dehydrogenative Diels-Alder reaction of 1,7-enynes.

CoCl(PPh3)3 as Cyclotrimerization Catalyst for Functionalized Triynes under Mild Conditions

Jungk, Phillip,Fischer, Fabian,Thiel, Indre,Hapke, Marko

, p. 9781 - 9793 (2015/10/12)

The ubiquitary Co(I) complex CoCl(PPh3)3 was found to be a convenient catalyst for the [2 + 2 + 2] cycloaddition of functionalized triynes under mild reaction conditions and devoid of any additional additive, yielding the substituted

Radical cyclization cascades of unsaturated Meldrum's acid derivatives

Sautier, Brice,Lyons, Sarah E.,Webb, Michael R.,Procter, David J.

supporting information; experimental part, p. 146 - 149 (2012/02/16)

Unsaturated, differentially substituted Meldrum's acid derivatives undergo cascade cyclizations upon ester reduction with SmI2-H2O. The cascade cyclizations proceed in good yield and with high diastereocontrol and convert simple, ach

Tandem cyclization-Michael reaction by combination of metal- and organocatalysis

Aleman, Jose,Del Solar, Virginia,Martin-Santos, Cecilia,Cubo, Leticia,Ranninger, Carmen Navarro

experimental part, p. 7287 - 7293 (2011/10/13)

The use of a catalytic amount of platinum complexes (1 mol%) was found to be compatible with different organocatalysts (DABCO or the Jorgensen- Hayashi catalyst) that were used in the functionalization of various activated methylenes. By this method, a series of lactones with C-3 quaternary centers and substitution at C-5 were prepared.

Targeting the Hsp90 chaperone: Synthesis of novel resorcylic acid macrolactone inhibitors of Hsp90

Day, James E. H.,Sharp, Swee Y.,Rowlands, Martin G.,Aherne, Wynne,Workman, Paul,Moody, Christopher J.

supporting information; experimental part, p. 2758 - 2763 (2010/07/04)

A series of benzo-macrolactones has been prepared by chemical synthesis, and evaluated as inhibitors of heat shock protein 90 (Hsp90), an emerging attractive target for novel cancer therapeutic agents. A new synthesis of these resorcylic acid macrolactone analogues of the natural product radicicol is described in which the key steps are the acylation and ring opening of a homophthalic anhydride to give an isocoumarin, followed by a ring-closing metathesis to form the macrocycle. The methodology has been extended to a novel series of macrolactones incorporating a 1,2,3-triazole ring.

General zinc-catalyzed Conia-ene reactions of 1,3-dicarbonyl compounds with alkynes including the classically challenging substrates under neat conditions

Deng, Chen-Liang,Song, Ren-Jie,Liu, Yi-Lin,Li, Jin-Heng

supporting information; experimental part, p. 3096 - 3100 (2010/04/24)

A simple, versatile new approach to fourmembered ring to six-membered ring products has been developed by zinc-catalyzed intramolecular Conia-ene reactions of 1,3-dicarbonyl compounds with alkynes. This new route allows a wide range of dicarbonyl compounds, including the classically challenging 1,3-diesters and N,N'-disubstituted 1,3-keto amides, to be used for the Conia-ene reaction with inexpensive zinc chloride (ZnCl2) under neat conditions.

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