Product Name

  • Name

    Acetylenedicarboxylic acid monopotassium salt

  • EINECS 213-169-2
  • CAS No. 928-04-1
  • Article Data2
  • CAS DataBase
  • Density
  • Solubility slightly soluble in water(20 °C)
  • Melting Point 133 °C
  • Formula C4HKO4
  • Boiling Point 362.4oC at 760 mmHg
  • Molecular Weight 152.148
  • Flash Point 187.2oC
  • Transport Information UN 2811 6.1/PG 1
  • Appearance white powder
  • Safety 26-36/37/39-45
  • Risk Codes 23/25-27-36/37/38
  • Molecular Structure Molecular Structure of 928-04-1 (Acetylenedicarboxylic acid monopotassium salt)
  • Hazard Symbols VeryT+
  • Synonyms potassium,4-hydroxy-4-oxobut-2-ynoate
  • PSA 77.43000
  • LogP -2.17570

Synthetic route

methanol
67-56-1

methanol

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate
947-57-9

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate

Conditions
ConditionsYield
Stage #1: methanol; acetylene dicarboxylic acid mono potassium salt With hydrogenchloride In 1,4-dioxane for 0.166667h;
Stage #2: cyclopenta-1,3-diene In 1,4-dioxane; methanol at 20℃; Diels-Alder Cycloaddition;
97%
ethanol
64-17-5

ethanol

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

Conditions
ConditionsYield
With sulfuric acid In benzene for 24h; Heating;95%
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

α-Iodofumaric acid
5029-68-5

α-Iodofumaric acid

Conditions
ConditionsYield
85%
With hydrogen iodide
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

trans-2,3-dibromobutenedioic acid
608-38-8

trans-2,3-dibromobutenedioic acid

Conditions
ConditionsYield
With bromine; sodium bromide; potassium hydroxide In water at 20℃; for 24h;80.47%
Stage #1: acetylene dicarboxylic acid mono potassium salt With bromine; potassium hydroxide
Stage #2: With hydrogenchloride
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid
15872-28-3

bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 25℃; for 4h; Diels-Alder Cycloaddition;79%
With hydrogenchloride In water for 0.333333h; Ambient temperature;38%
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

Propiolsaeure
3634-35-3

Propiolsaeure

Conditions
ConditionsYield
With water-d2 at 100℃; for 2h;78%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

Acetylenedicarboxylic acid monotrimethylsilyl ester
78619-83-7

Acetylenedicarboxylic acid monotrimethylsilyl ester

Conditions
ConditionsYield
In benzene 1.) cooled (freezing mixture), 10 min, 2.) reflux, 5 h;60%
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

<3-2H>propiolic acid
18910-53-7

<3-2H>propiolic acid

Conditions
ConditionsYield
With water-d2 a) from RT to reflux, 2 h, b) reflux, 1 h;54%
With water-d2 for 2h; Heating;
methanol
67-56-1

methanol

ammonium hexafluorophosphate

ammonium hexafluorophosphate

RuCl(PPh3)2Cp

RuCl(PPh3)2Cp

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

(η-cyclopentadienyl)(methoxy(methyl)carbene)bis(triphenylphosphine)ruthenium(II) hexafluorophosphate

(η-cyclopentadienyl)(methoxy(methyl)carbene)bis(triphenylphosphine)ruthenium(II) hexafluorophosphate

Conditions
ConditionsYield
In neat (no solvent) for 6h; Inert atmosphere; Reflux;53%
(hydrotris(3,5-dimethyl-1-pyrazolyl)borate)V(O)(Cl)(3,5-dimethylpyrazole)

(hydrotris(3,5-dimethyl-1-pyrazolyl)borate)V(O)(Cl)(3,5-dimethylpyrazole)

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

{VO((N2(CCH3)2CH)3BH)(HN2(CCH3)2CH)}2(OOCC2COO)*2CH3CN*2H2O

{VO((N2(CCH3)2CH)3BH)(HN2(CCH3)2CH)}2(OOCC2COO)*2CH3CN*2H2O

Conditions
ConditionsYield
In water; acetonitrile addn. of potassium salt in water to V-complex in MeCN, stirring (room temp., 3h), pptn.; filtration off, washing (water, MeCN, Et2O), drying (desiccator, 2 h), recrystn. (CH2Cl2/toluene 1/1 v/v); elem. anal.;51%
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

2,2,3,3-tetradeuterio-succinic acid
14493-42-6

2,2,3,3-tetradeuterio-succinic acid

Conditions
ConditionsYield
With potassium hydroxide; sodium amalgam; water-d2 1.) water, room temperature, 2 d, 2.) 1 h; Multistep reaction;
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

C4O4(2-)*Ba(2+)
82203-73-4

C4O4(2-)*Ba(2+)

Conditions
ConditionsYield
With sodium hydroxide; barium(II) chloride Multistep reaction;
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

water
7732-18-5

water

A

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

B

propargylacidic potassium

propargylacidic potassium

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

A

carbon dioxide
124-38-9

carbon dioxide

B

propiolate
44196-71-6

propiolate

Conditions
ConditionsYield
In water at 80℃; under 206266 Torr; Kinetics; Activation energy; Further Variations:; Temperatures;
3-hydroxy-4-propylbenzenethiol

3-hydroxy-4-propylbenzenethiol

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

methyl 7-hydroxy-4-oxo-6-propyl-4H-1-benzothiopyran-2-carboxylate

methyl 7-hydroxy-4-oxo-6-propyl-4H-1-benzothiopyran-2-carboxylate

Conditions
ConditionsYield
With hydrogenchloride; chlorosulfonic acid; potassium hydroxide In methanol; dichloromethane; water; Petroleum ether
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

Thiosalicylic acid
147-93-3

Thiosalicylic acid

2-carboxyphenylthiofumaric acid

2-carboxyphenylthiofumaric acid

Conditions
ConditionsYield
With sodium hydroxide; sodium hydrogencarbonate In water
4-ethoxy-benzenethiol
699-09-2

4-ethoxy-benzenethiol

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

4-Ethoxyphenylthiofumaric acid

4-Ethoxyphenylthiofumaric acid

Conditions
ConditionsYield
In water
4-sulfanylphenol
637-89-8

4-sulfanylphenol

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

4-hydroxyphenylthiofumaric acid

4-hydroxyphenylthiofumaric acid

Conditions
ConditionsYield
With potassium hydroxide In water
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

para-nitrobenzenethiol
1849-36-1

para-nitrobenzenethiol

4-nitrophenylthiofumaric acid

4-nitrophenylthiofumaric acid

Conditions
ConditionsYield
With potassium hydroxide In water
acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

2,4-diisopropylthiophenol
42369-42-6

2,4-diisopropylthiophenol

2,4-di-isopropylphenylthiofumaric acid

2,4-di-isopropylphenylthiofumaric acid

Conditions
ConditionsYield
With potassium hydroxide In water
2,5-dimethoxythiophenol
1483-27-8

2,5-dimethoxythiophenol

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

2,5-dimethoxyphenylthio fumaric acid

2,5-dimethoxyphenylthio fumaric acid

Conditions
ConditionsYield
With potassium hydroxide In water
2,5-Diethoxythiophenol
29236-93-9

2,5-Diethoxythiophenol

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

2,5-diethoxyphenylthio fumaric acid

2,5-diethoxyphenylthio fumaric acid

Conditions
ConditionsYield
With potassium hydroxide In water
5-(3-methylbutoxy)-2-propylthiophenol
42369-53-9

5-(3-methylbutoxy)-2-propylthiophenol

acetylene dicarboxylic acid mono potassium salt
928-04-1

acetylene dicarboxylic acid mono potassium salt

[5-(3-methylbutoxy)-2-propylphenylthio] fumaric acid

[5-(3-methylbutoxy)-2-propylphenylthio] fumaric acid

Conditions
ConditionsYield
With potassium hydroxide In water

Acetylenedicarboxylic acid monopotassium salt Consensus Reports

Reported in EPA TSCA Inventory.

Acetylenedicarboxylic acid monopotassium salt Specification

The Acetylenedicarboxylic acid monopotassium salt, with the CAS registry number 928-04-1, is also known as 2-Butynedioic acid monopotassium salt. It belongs to the product categories of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Acetylenes; Acetylenic Carboxylic Acids & Their Derivatives. Its EINECS registry number is 213-169-2. This chemical's molecular formula is C4HKO4 and molecular weight is 152.15. What's more, its IUPAC name is called Potassium 4-hydroxy-4-oxobut-2-ynoate. It should be stored in a cool, dry and well-ventilated place.

Physical properties about Acetylenedicarboxylic acid monopotassium salt are: (1)#H bond acceptors: 4; (2)#H bond donors: 2; (3)#Freely Rotating Bonds: 1; (4)Polar Surface Area: 80.26 Å2.

Uses of Acetylenedicarboxylic acid monopotassium salt: (1) it is used as organic intermediate; (2) it is used to produce other chemicals. For example, it can react with ethanol to get butynedioic acid diethyl ester. The reaction occurs with reagent H2SO4 and other condition of heating for 24 hours. The yield is 95 %.

Acetylenedicarboxylic acid monopotassium salt can react with ethanol to get butynedioic acid diethyl ester.

When you are dealing with this chemical, you should be very careful. This chemical causes damage to health at very low levels. It is toxic by inhalation and if swallowed. This chemical is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: [K+].[O-]C(=O)C#CC([O-])=O
(2) InChI: InChI=1S/C4H2O4.K/c5-3(6)1-2-4(7)8;/h(H,5,6)(H,7,8);/q;+1/p-2
(3) InChIKey: KLLYWRUTRAFSJT-UHFFFAOYSA-L

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin 25mg/kg (25mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1278-0263,
mouse LD50 intraperitoneal 32mg/kg (32mg/kg)   Toxicology and Applied Pharmacology. Vol. 17, Pg. 733, 1970.
mouse LD50 intravenous 89mg/kg (89mg/kg)   Toxicology and Applied Pharmacology. Vol. 17, Pg. 733, 1970.
mouse LD50 oral 63mg/kg (63mg/kg)   Toxicology and Applied Pharmacology. Vol. 17, Pg. 733, 1970.

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