DIMETHYL PROPARGYLMALONATE

Product Name: DIMETHYL PROPARGYLMALONATE
CAS No.: 95124-07-5
Chemical Name: DIMETHYL PROPARGYLMALONATE
Synonyms: Dimethyl propargylmalote;Dimethyl proparylmalonate;DIMETHYL PROPARGYLMALONATE;dimethyl (prop-2-yn-1-yl)malonate;Dimethyl2-(prop-2-yn-1-yl)malonate;dimethyl 2-prop-2-ynylpropanedioate;Dimethyl propargylmalonate >=95.0% (GC);1,3-dimethyl 2-(prop-2-yn-1-yl)propanedioate;Propanedioic acid, 2-(2-propyn-1-yl)-, 1,3-dimethyl ester
CBNumber: CB2749512
Molecular Formula: C8H10O4
Formula Weight: 170.16
MOL File: 95124-07-5.mol

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DIMETHYL PROPARGYLMALONATE Property

Boiling point:: 93-95 °C/7 mmHg (lit.)
Density: 1.119 g/mL at 20 °C (lit.)
refractive index: n20/D 1.444
Flash point:: 113 °C
storage temp.: Sealed in dry,Room Temperature
pka: 11.75±0.59(Predicted)
form: liquid
Appearance: Colorless to light yellow Liquid
BRN: 3539408

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Safety

Safety Statements: 23-24/25
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 81840
Product name: Dimethyl propargylmalonate
Purity: ≥95.0% (GC)
Packaging: 10ml
Price: $143.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: 81840
Product name: Dimethyl propargylmalonate
Purity: ≥95.0% (GC)
Packaging: 50ml
Price: $1010
Updated: 2025/07/31

TCI Chemical

Product number: D6072
Product name: Dimethyl 2-Propyn-1-ylmalonate
Purity: min. 95.0 %
Packaging: 1G
Price: $53
Updated: 2025/07/31

TCI Chemical

Product number: D6072
Product name: Dimethyl 2-Propyn-1-ylmalonate
Purity: min. 95.0 %
Packaging: 5G
Price: $160
Updated: 2025/07/31

Activate Scientific

Product number: AS120671
Product name: Dimethyl propargylmalonate
Purity: 96+%
Packaging: 5G
Price: $205
Updated: 2021/12/16

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DIMETHYL PROPARGYLMALONATE Chemical Properties,Usage,Production

Uses

Dimethyl propargylmalonate can be used as a reactant to synthesize:

Nitro methylenecyclopentanes by [3+2] annulation reaction with various nitroalkenes in the presence of Triton B.
Propargylmalonamides intermediates, applicable in the preparation of ″click BOX″ ligands by copper-catalyzed cycloaddition and oxazoline ring formation reaction.
Cyclopentene derivatives by reacting with various α, β-unsaturated ketones using a combination of organocatalysts and transition metal catalysts.

Synthesis

106-96-7

108-59-8

95124-07-5

1. A sodium ethanolate solution was prepared by slowly adding sodium metal flakes (2.30 g, 100 mmol) to anhydrous ethanol (100 mL) at room temperature. 2. After the above sodium ethanol solution was cooled to 0°C, dimethyl malonate (16.0 g, 100 mmol) was added dropwise under stirring within 10 minutes. 3. After the dropwise addition, the reaction was kept at 0 °C for 15 min, after which the reaction mixture was slowly warmed up to room temperature and stirring was continued for 50 min. 4. The resulting enolide solution was cooled to 0 °C again and 3-bromopropyne (11.9 g, 100 mmol) was slowly added over 20 min. 5. After completion of the addition, the reaction was kept at 0 °C for 30 min, after which the reaction mixture was slowly warmed to room temperature with stirring overnight. 6. After completion of the reaction, the solvent was removed by evaporation under reduced pressure and the residue was washed with distilled water. 7. The aqueous layer was extracted twice with ether (Et2O) and the organic layers were combined. 8. The organic layer was dried with anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure to remove the solvent. 9. 9. The residue was purified by distillation and silica gel column chromatography (eluent: petroleum ether-ethyl acetate, 10:1) to afford dimethyl acetylmalonate (11.9 g, 60.0 mmol) in 60% yield. Note: This product can also be prepared by reacting triethyl dodecyl formate oxide with 3-bromopropyne.

References

[1] Angewandte Chemie - International Edition, 2014, vol. 53, # 30, p. 7913 - 7917
[2] Angew. Chem., 2014, vol. 126, # 30, p. 8047 - 8051,5
[3] Advanced Synthesis and Catalysis, 2016, vol. 358, # 12, p. 2007 - 2011
[4] Chemical Communications, 2014, vol. 50, # 5, p. 593 - 595
[5] Organic Letters, 2013, vol. 15, # 3, p. 582 - 585

DIMETHYL PROPARGYLMALONATE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from DIMETHYL PROPARGYLMALONATE manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: DIMETHYL PROPARGYLMALONATE 95124-07-5
Price: US $0.10/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10
Release date: 2024-08-24

Career Henan Chemical Co

Product: dimethyl 2-prop-2-ynylpropanedioate 95124-07-5
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: as request
Release date: 2018-12-25

95124-07-5, DIMETHYL PROPARGYLMALONATERelated Search:

4-Pentyn-1-ol 4-Fluorocinnamic acid Diethyl allyl(3-phenyl-2-propynyl)malonate, 96% DIMETHYL 2-[2-NITRO-5-(TRIFLUOROMETHYL)PHENYL]-2-(2-PROPYNYL)MALONATE DIMETHYL PROPARGYLMALONATE

DIMETHYL PROPARGYLMALONATE

Dimethyl propargylmalonate >=95.0% (GC)

Dimethyl2-(prop-2-yn-1-yl)malonate

Dimethyl proparylmalonate

dimethyl 2-prop-2-ynylpropanedioate

Dimethyl propargylmalote

dimethyl (prop-2-yn-1-yl)malonate

Propanedioic acid, 2-(2-propyn-1-yl)-, 1,3-dimethyl ester

1,3-dimethyl 2-(prop-2-yn-1-yl)propanedioate

95124-07-5

HC8801CCH2CHCOOCH32

Organic Building Blocks

Esters

Carbonyl Compounds

C8 to C9

Building Blocks

C8 to C9

Carbonyl Compounds

Esters