Diethyl acetylenedicarboxylate

Product Name: Diethyl acetylenedicarboxylate
CAS No.: 762-21-0
Chemical Name: Diethyl acetylenedicarboxylate
Synonyms: Diethyl but-2-ynedioate;DIETHYL BUTYNEDIOATE;Diethyl 2-butynedioate;YL2-BUTYNEDIOATE;Diethyl butyrate;Diethyl acetylenedic;diethylbut-2-indioat;Bis(carboethoxy)acetylene;Diethyl but-2-yne-1,4-dioate;Bis-(Ethoxycarbonyl)acetylene
CBNumber: CB8456726
Molecular Formula: C8H10O4
Formula Weight: 170.16
MOL File: 762-21-0.mol

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Diethyl acetylenedicarboxylate Property

Melting point:: 1-3 °C
Boiling point:: 107-110 °C11 mm Hg(lit.)
Density: 1.063 g/mL at 25 °C(lit.)
refractive index: n20/D 1.443(lit.)
Flash point:: 202 °F
storage temp.: 2-8°C
form: Liquid
Specific Gravity: 1.063
color: Clear light yellow
Water Solubility: Soluble in ethanol, ethyl ether, CCl4, Insoluble in water.
BRN: 743166
InChI: InChI=1S/C8H10O4/c1-3-11-7(9)5-6-8(10)12-4-2/h3-4H2,1-2H3
InChIKey: STRNXFOUBFLVIN-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C#CC(OCC)=O
CAS DataBase Reference: 762-21-0(CAS DataBase Reference)
NIST Chemistry Reference: Diethylacetylene dicarboxylate(762-21-0)

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Safety

Hazard Codes: C
Risk Statements: 34
Safety Statements: 26-36/37/39-45-25
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
F: 8-10
HazardClass: 8
PackingGroup: III
HS Code: 29171990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

P363Wash contaminated clothing before reuse.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 159441
Product name: Diethyl acetylenedicarboxylate
Purity: 95%
Packaging: 5g
Price: $50.8
Updated: 2025/07/31

Sigma-Aldrich

Product number: 159441
Product name: Diethyl acetylenedicarboxylate
Purity: 95%
Packaging: 25g
Price: $109.2
Updated: 2025/07/31

TCI Chemical

Product number: A0089
Product name: Diethyl Acetylenedicarboxylate
Purity: >96.0%(GC)
Packaging: 25mL
Price: $98
Updated: 2025/07/31

TCI Chemical

Product number: A0089
Product name: Diethyl Acetylenedicarboxylate
Purity: >96.0%(GC)
Packaging: 250mL
Price: $734
Updated: 2025/07/31

Sigma-Aldrich

Product number: 159441
Product name: Diethyl acetylenedicarboxylate
Purity: 95%
Packaging: 100g
Price: $340.2
Updated: 2025/07/31

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Diethyl acetylenedicarboxylate Chemical Properties,Usage,Production

Chemical Properties

Diethyl acetylenedicarboxylate is a clear light yellow liquid which has a disagreeable smell. It is a cheap and readily available material in industry. The triple bond is a critical and useful functional group, and it has extensive applications in organic synthesis. It can react with amines, aldehydes, ketones, etc. Therefore it can be used to form various heterocycles.

Synthesis of diethyl acetylenedicarboxylate

Uses

Diethyl acetylenedicarboxylate is used as a protein cross-linker. It is also used in the synthesis of 3,4,5-trisubstituted 2(5H)-furanone derivatives, highly functionalized thiazolidinone derivatives, novel cyclic peroxide glucosides and 4,11-dimesitylbisanthene, soluble bisanthene derivative, via Diels-Alder reaction.

Uses

Diethyl acetylenedicarboxylate was used in the synthesis of:

3,4,5-trisubstituted 2(5H)-furanone derivatives
highly functionalized thiazolidinone derivatives
novel cyclic peroxide glucosides
4,11-dimesitylbisanthene, soluble bisanthene derivative, via Diels-Alder reaction

General Description

Diethyl acetylenedicarboxylate is a protein cross-linker.

Synthesis

64-17-5

142-45-0

762-21-0

1. In a 250 mL round-bottomed flask, ethanol (1.2 g, 26 mmol), butynedioic acid (1 g, 8.77 mmol), p-toluenesulfonic acid (30 mg, 0.17 mmol), and 1,2-dichloroethane (50 mL) were added sequentially, and refluxed with heat for 12 h. 2. After the reaction was completed, toluene (50 mL, with moisture trap) was added to the reaction system, and refluxed for 8 h. 3. reflux for 8 h. 3. The reaction solution was concentrated and purified by fast column chromatography (eluent: petroleum ether/ethyl acetate = 98/2) to give purified diethyl butynedioate (1.35 g, 91% yield).

Purification Methods

Dissolve the ester in *C6H6, wash it with NaHCO3, H2O, dry over Na2SO4, filter, evaporate and distil it in a vacuum [IR: Walton & Hughes J Am Chem Soc 79 3985 1957, Truce & Kruse J Am Chem Soc 81 5372 1959]. [Beilstein 2 H 803.]

References

[1] Patent: CN103483194, 2016, B. Location in patent: Paragraph 0045
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 20, p. 4519 - 4523
[3] Journal fuer Praktische Chemie (Leipzig), 1892, vol. <2>46, p. 209
[4] Journal fuer Praktische Chemie (Leipzig), 1895, vol. <2>52, p. 289,326,359,
[5] Chemische Berichte, 1885, vol. 18, p. 2271

Diethyl acetylenedicarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Diethyl acetylenedicarboxylate Suppliers

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View Lastest Price from Diethyl acetylenedicarboxylate manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: diethylbut-2-indioat 762-21-0
Price: US $3.00-9.00/KG
Min. Order: 0.1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2025-06-27

Hebei Chuanghai Biotechnology Co., Ltd

Product: Diethyl acetylenedicarboxylate 762-21-0
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10 mt
Release date: 2025-03-14

Career Henan Chemical Co

Product: Diethyl acetylenedicarboxylate 762-21-0
Price: US $10.00/KG/Tin
Min. Order: 1KG
Purity: 99%
Supply Ability: 100
Release date: 2019-06-28

762-21-0, Diethyl acetylenedicarboxylateRelated Search:

2-Butyne-1,4-diol (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester Mefenpyr-diethyl Triethyl citrate Diethyl adipate Ethyl pyruvate Diethyl pimelate Acetylenedicarboxylic acid Diethyl carbonate Diethyl methylmalonate Ethyl glyoxalate Diethyl oxalate Diethyl maleate Diethyl succinate Diethyl malonate Tris(trimethylsilyl)phosphate Diethyl oxalacetate Diethyl phthalate

Bis-(Ethoxycarbonyl)acetylene

Diethyl 2-butynedioate

butynedioic acid diethyl ester

YL2-BUTYNEDIOATE

Diethyl but-2-yne-1,4-dioate

DIETHYL ACETYLENEDICARBOXYLATE

DIETHYL BUTYNEDIOATE

2-butynedioic acid diethyl ester

ACETYLENEDICARBOXYLIC ACID DIETHYL ESTER

but-2-ynedioic acid diethyl ester

Bis(carboethoxy)acetylene

Diethyl acetylenedicarboxylic acid

Diethyl acetylenedicarboxylate,97%

Diethyl acetylenedic

Diethyl acetylenedicarboxylate, 97% 25GR

Diethyl but-2-ynedioate

Diethyl acetylenedicarboxylate 95%

Diethyl acetylenedicarboxylate, 98%+

Diethyl Acetylenedicarboxylate &gt

DIETHYL ACETYLENEDICARBOXYLATE FOR SYNTH

Diethyl butyrate

2-Butynedioic acid, 1,4-diethyl ester

Diethyl acetylenedicarboxylate ISO 9001：2015 REACH

diethylbut-2-indioat

762-21-0

CH3CH2O2CCCCO2CH2CH3

C2H5OCOC8801CCOOC2H5

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C8 to C9

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Acetylenic Carboxylic Acids & Their Derivatives

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