PROPIOLALDEHYDE supplier | CasNO.624-67-9

Name
PROPYNAL
EINECS
CAS No. 624-67-9
Article Data54
CAS DataBase
Density 0.913g/cm³
Solubility
Melting Point 121-122 °C
Formula C3H2 O
Boiling Point 60°C at 760 mmHg
Molecular Weight 54.0483
Flash Point 4.8°C
Transport Information
Appearance
Safety Mutation data reported. A storage hazard especially in glass. Explosive reaction with pyridine. Violent polymerization reaction on contact with alkalies. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Risk Codes R10
Molecular Structure
Hazard Symbols
Synonyms Propiolaldehyde(6CI,7CI,8CI); 2-Propyn-1-one; Acetylenecarboxaldehyde; Formylacetylene;Propargylaldehyde; Propiolic aldehyde; Propynal
PSA 17.07000
LogP -0.18150

Synthetic route

: 10-(1-methoxy-2-propynyl)phenothiazine

A: 624-67-9
Propargylic aldehyde

B: 92-84-2
10H-phenothiazine

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane at 18℃;	A n/a B 95%

: 107-19-7
propargyl alcohol

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid In water; butanone at 20 - 25℃; for 5h;	91%
With chromium(VI) oxide; sulfuric acid In water; butanone at 20 - 25℃; under 760.051 Torr; for 1h;	90%
With C6H12N22ClCrO3(1-)2H(1+) In dichloromethane at 20℃; for 2h;	85%

: 9-(1-methoxy-2-propynyl)carbazole

A: 624-67-9
Propargylic aldehyde

B: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane at 18℃;	A n/a B 84%

: 6921-27-3
dipropargyl ether

A: 624-67-9
Propargylic aldehyde

B: 463-49-0
1,2-propanediene

Conditions

Conditions	Yield
at 750℃; under 0.001 - 0.01 Torr;	A 80% B n/a

: 19012-03-4
N-methyl-3-formylindole

: 4301-14-8
acetylenemagnesium bromide

A: 624-67-9
Propargylic aldehyde

B: 3,3'-(prop-2-yne-1,1-diyl)bis(1-methyl-1H-indole)

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 12h;	A n/a B 68%

...Expand

: 62842-54-0
DL-erythro-pentyne-(1)-triol-(3.4.5)

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
With sodium periodate; water

: 5651-88-7
phenyl propargyl sulfide

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
With tert-butylhypochlorite In ethanol

: 35161-71-8
N-methylpropargylamine

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 1197-51-9
N-propargylbenzylamine

A: 624-67-9
Propargylic aldehyde

B: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

: 2798-73-4, 3685-19-6, 3685-20-9
(Z)-1-methoxybut-1-en-3-yne

A: 624-67-9
Propargylic aldehyde

B: 107-31-3
Methyl formate

Conditions

Conditions	Yield
With air In chloroform-d1 for 1440h; Product distribution; Ambient temperature; daylight;

: 6943-44-8
N-(ethyl)propargylamine

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 44768-33-4
butyl(prop-2-ynyl)amine

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 94923-08-7
2-diazo-1-(2-cyclopropen-1-yl)ethanone

A: 689-97-4
3-buten-1-yne

B: 624-67-9
Propargylic aldehyde

C: 1120-53-2
1,3-cyclobutadiene

D: 74-86-2
acetylene

Conditions

Conditions	Yield
at 450℃; bei 1E-6 Torr;
at 450℃; Irradiation; bei 1E-6 Torr;

...Expand

: 1,2-dioxacyclohexa-3,4-diene

A: 624-67-9
Propargylic aldehyde

B: 50-00-0
formaldehyd

Conditions

Conditions	Yield
Thermodynamic data;

: 627-41-8
propargyl alcohol methyl ether

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
With glucose-6-phosphate dehydrogenase; (S)-2-[3]pyridyl-pyrrolidine-1-carboxylic acid amide; D-glucose 6-phosphate; sodium phosphate buffer; rat liver microsomes; potassium chloride; semicarbazide hydrochloride; NADP; magnesium chloride other propargyllic comp.;

: 107-19-7
propargyl alcohol

diluted Cr2O3-H2SO4: diluted Cr2O3-H2SO4

: 624-67-9
Propargylic aldehyde

: 7664-93-9
sulfuric acid

: 107-19-7
propargyl alcohol

A: 624-67-9
Propargylic aldehyde

B: 471-25-0
Propiolic acid

Conditions

Conditions	Yield
elektrochemische Oxydation an einer Bleidioxid-Anode;

...Expand

: 74-86-2
acetylene

carbon monoxide: carbon monoxide

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
With steam; vanadia at 600℃;

diethyl-acetal: diethyl-acetal

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
With sulfuric acid

dimethyl-acetal: dimethyl-acetal

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
With sulfuric acid

: 7647-01-0
hydrogenchloride

: 857829-15-3
N,N'-prop-2-ynylidene-bis-carbamic acid diethyl ester

: 624-67-9
Propargylic aldehyde

: 62842-54-0
DL-erythro-pentyne-(1)-triol-(3.4.5)

: 7732-18-5
water

sodium periodate: sodium periodate

A: 624-67-9
Propargylic aldehyde

B: 50-00-0
formaldehyd

C: 64-18-6
formic acid

...Expand

: 7647-01-0
hydrogenchloride

: 3-ethynyl-2,4-diaza-glutaric acid diamide

A: 624-67-9
Propargylic aldehyde

B: 57-13-6
urea

...Expand

: 7647-01-0
hydrogenchloride

: N,N'-bis-(1-ureido-prop-2-ynyl)-urea

A: 624-67-9
Propargylic aldehyde

B: 57-13-6
urea

...Expand

: 64-18-6
formic acid

: 10160-87-9
Propiolaldehyde diethyl acetal

A: 624-67-9
Propargylic aldehyde

B: 109-94-4
formic acid ethyl ester

Conditions

Conditions	Yield
at 20℃; for 3h; Esterification; Formolysis; Title compound not separated from byproducts;

...Expand

: 10160-87-9
Propiolaldehyde diethyl acetal

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
With sulfuric acid; hydroquinone at 80℃;
With hydrogenchloride at 40℃; for 0.5h;

: 107-19-7
propargyl alcohol

A: 624-67-9
Propargylic aldehyde

B: 471-25-0
Propiolic acid

Conditions

Conditions	Yield
With air; RuO2 incorporated in ZSM-5 zeolite In toluene at 80℃; under 630.8 Torr; for 32h;

: 10160-87-9
Propiolaldehyde diethyl acetal

A: 624-67-9
Propargylic aldehyde

B: propynal hydrate

C: 73506-25-9
1-ethoxy-prop-2-yn-1-ol

Conditions

Conditions	Yield
With amberlyst-15; water In [D3]acetonitrile at 25℃;

...Expand

: 6921-27-3
dipropargyl ether

: 624-67-9
Propargylic aldehyde

Conditions

Conditions	Yield
Flash vacuum pyrolysis;

: 624-67-9
Propargylic aldehyde

: 126971-21-9
(9S)-9-Methyl-1-phenylbicyclo<4.3.0>nona-1(2),3(4)-diene

: 126971-22-0
(1R,3aS,7aS)-7a-Methyl-1-phenyl-1,4,5,6,7,7a-hexahydro-1,3a-etheno-indene-9-carbaldehyde

Conditions

Conditions	Yield
In benzene under 4875390 Torr; for 12h; Heating;	100%

: 624-67-9
Propargylic aldehyde

: 27440-52-4
bis(2-phenylethyl)phosphine oxide

: 1-(diphenethylphosphoryl)-2-propyn-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -10 - 22℃; for 0.5h;	100%

: 624-67-9
Propargylic aldehyde

: 179815-45-3
2-methyl-5-<(tert-butyldimethylsilyl)oxy>-1,3-pentadiene

: 104329-44-4
1-formyl-6-<((tert-butyldimethylsilyl)oxy)methyl>-4-methyl-1,4-cyclohexadiene

Conditions

Conditions	Yield
In benzene at 120℃;	98%
With hydroquinone In benzene at 110 - 120℃; for 24h;	98%

: 624-67-9
Propargylic aldehyde

: (E)-methyl 2-(3-(2-(tert-butoxycarbonylamino)ethyl)-5-fluoro-1H-indol-2-yl)-3-methoxyacrylate

: (3aR,11a1R)-3-tert-butyl 6-methyl 10-fluoro-4-formyl-3a,7-dihydro-1H-pyrrolo[2,3-d]carbazole-3,6(2H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: (E)-methyl 2-(3-(2-(tert-butoxycarbonylamino)ethyl)-5-fluoro-1H-indol-2-yl)-3-methoxyacrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	97%

: 624-67-9
Propargylic aldehyde

: (E)-methyl 2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-2-yl)-3-methoxyacrylate

: (3aR,11a1R)-3-benzyl 6-methyl 4-formyl-3a,7-dihydro-1H-pyrrolo[2,3-d]carbazole-3,6(2H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: (E)-methyl 2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-2-yl)-3-methoxyacrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	96%

: 624-67-9
Propargylic aldehyde

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 95601-21-1
3-(dimethoxyphosphinothioylthio)acrolein

Conditions

Conditions	Yield
In tetrachloromethane at 25℃; for 16h;	95%

: 624-67-9
Propargylic aldehyde

: 151160-05-3
β-(E)-iodoacrolein

Conditions

Conditions	Yield
With sulfuric acid; sodium iodide In diethyl ether; water at 0℃; for 2h; Inert atmosphere;	95%
With sulfuric acid; sodium iodide In diethyl ether; water at 0℃; for 1h;	83%

: 624-67-9
Propargylic aldehyde

: C20H19BrN2O4S

: C23H21BrN2O5S

Conditions

Conditions	Yield
With (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; trichloroacetic acid In toluene at 10℃; Michael Addition; enantioselective reaction;	95%

: 624-67-9
Propargylic aldehyde

: 109900-56-3
3-Methoxy-17-phenyl-1,3,5(10),14(15),16(17)-estrapentaene

: 109900-44-9
C28H28O2

Conditions

Conditions	Yield
	94%
In dichloromethane under 4875390 Torr; for 24h; Ambient temperature;	93%

: 624-67-9
Propargylic aldehyde

: (E)-ethyl 2-(3-(2-(tert-butoxycarbonylamino)ethyl)-1H-indol-2-yl)-3-ethoxyacrylate

: (3aR,11a1R)-3-tert-butyl 6-ethyl 4-formyl-3a,7-dihydro-1H-pyrrolo[2,3-d]carbazole-3,6(2H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: (E)-ethyl 2-(3-(2-(tert-butoxycarbonylamino)ethyl)-1H-indol-2-yl)-3-ethoxyacrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	94%

: 624-67-9
Propargylic aldehyde

: (E)-ethyl 2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-2-yl)-3-ethoxyacrylate

: (3aR,11a1R)-3-benzyl 6-ethyl 4-formyl-3a,7-dihydro-1H-pyrrolo[2,3-d]carbazole-3,6(2H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: (E)-ethyl 2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-2-yl)-3-ethoxyacrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	94%

: 67-56-1
methanol

: 624-67-9
Propargylic aldehyde

: (E)-methyl 2-(3-(2-acetoxyethyl)-1H-indol-2-yl)-3-methoxyacrylate

: (4S,4aS)-methyl 4a-(2-acetoxyethyl)-3-formyl-4-methoxy-4a,9-dihydro-4H-carbazole-1-carboxylate

Conditions

Conditions	Yield
Stage #1: methanol; (E)-methyl 2-(3-(2-acetoxyethyl)-1H-indol-2-yl)-3-methoxyacrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	94%

...Expand

: 624-67-9
Propargylic aldehyde

: 75-89-8
2,2,2-trifluoroethanol

: trifluoroethoxy acrolein

Conditions

Conditions	Yield
With sodium ethanolate In tetrahydrofuran at 0℃; for 0.5h; Temperature; Reagent/catalyst; Solvent;	93.2%

: 624-67-9
Propargylic aldehyde

: 762-04-9
phosphonic acid diethyl ester

: 13337-18-3
(1-hydroxy-prop-2-ynyl)-phosphonic acid diethyl ester

Conditions

Conditions	Yield
With triethylamine	93%
With sodium ethanolate

: 624-67-9
Propargylic aldehyde

: (E)-methyl 2-(5-bromo-3-(2-(tert-butoxycarbonylamino)ethyl)-1H-indol-2-yl)-3-methoxyacrylate

: (3aR,11a1R)-3-tert-butyl 6-methyl 10-bromo-4-formyl-3a,7-dihydro-1H-pyrrolo[2,3-d]carbazole-3,6(2H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: (E)-methyl 2-(5-bromo-3-(2-(tert-butoxycarbonylamino)ethyl)-1H-indol-2-yl)-3-methoxyacrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	93%

: 624-67-9
Propargylic aldehyde

: (E)-methyl 3-methoxy-2-(3-(2-(methoxycarbonylamino)ethyl)-1H-indol-2-yl)acrylate

: (3aR,11a1R)-dimethyl 4-formyl-3a,7-dihydro-1H-pyrrolo[2,3-d]carbazole-3,6(2H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: (E)-methyl 3-methoxy-2-(3-(2-(methoxycarbonylamino)ethyl)-1H-indol-2-yl)acrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	93%

: 624-67-9
Propargylic aldehyde

: (E)-methyl 2-{3-[2-(tert-butoxycarbonylamino)ethyl]-1H-indol-2-yl}-3,3-dimethoxypropanoate

: (3aR,11a1R)-3-tert-butyl 6-methyl 4-formyl-3a,7-dihydro-1H-pyrrolo[2,3-d]carbazole-3,6(2H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: (E)-methyl 2-{3-[2-(tert-butoxycarbonylamino)ethyl]-1H-indol-2-yl}-3,3-dimethoxypropanoate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃; for 0.5h; Reagent/catalyst; Solvent; Time;	93%

: 51-17-2
benzoimidazole

: 624-67-9
Propargylic aldehyde

: 21431-76-5
(E)-3-Benzoimidazol-1-yl-propenal

Conditions

Conditions	Yield
	92%

: 624-67-9
Propargylic aldehyde

: 61208-19-3
(+/-)-(1-2H)prop-2-yn-1-ol

Conditions

Conditions	Yield
With sodium borodeuteride In water at 5℃; for 0.5h;	92%

: 624-67-9
Propargylic aldehyde

: 533-58-4
2-Iodophenol

: 60125-23-7
(E)-3-(2-hydroxyphenyl)propenal

Conditions

Conditions	Yield
Stage #1: Propargylic aldehyde; 2-Iodophenol With diethoxymethylsilane; [RhCl(PPh3)3]/Pd(OAc)2/polyammonium iodide gel In 1,4-dioxane at 60℃; for 2h; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran; 1,4-dioxane at 60℃; for 12h; Hiyama cross-coupling reaction; Further stages.;	92%

: 624-67-9
Propargylic aldehyde

: C20H20N2O4S

: C23H22N2O5S

Conditions

Conditions	Yield
With (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; trichloroacetic acid In toluene at 10℃; Catalytic behavior; Reagent/catalyst; Solvent; Michael Addition; enantioselective reaction;	92%

: 624-67-9
Propargylic aldehyde

: C17H18N2O3

: C20H20N2O4

Conditions

Conditions	Yield
With (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; trichloroacetic acid In toluene at 10℃; Michael Addition; enantioselective reaction;	92%

: 67-56-1
methanol

: 624-67-9
Propargylic aldehyde

: (E)-methyl 2-(3-(2-azidoethyl)-1H-indol-2-yl)-3-methoxyacrylate

: (4S,4aS)-methyl 4a-(2-azidoethyl)-3-formyl-4-methoxy-4a,9-dihydro-4H-carbazole-1-carboxylate

Conditions

Conditions	Yield
Stage #1: methanol; (E)-methyl 2-(3-(2-azidoethyl)-1H-indol-2-yl)-3-methoxyacrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	92%

...Expand

: 624-67-9
Propargylic aldehyde

: 931-23-7
5-Hydroxy-3-methyl-5H-furan-2-one

: (E)-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxy]prop-2-enal

Conditions

Conditions	Yield
With 4-methyl-morpholine In tetrahydrofuran at 0℃; for 0.25h; Michael Addition; diastereoselective reaction;	92%

: 624-67-9
Propargylic aldehyde

: 934-32-7
1H-benzimidazol-2-amine

: 107113-21-3
(E)-3-(2-Amino-benzoimidazol-1-yl)-propenal

Conditions

Conditions	Yield
	90%

: 624-67-9
Propargylic aldehyde

: 100-39-0
benzyl bromide

: 124940-34-7
1-(phenylmethyl)-1H-1,2,3-triazole-4-carboxaldehyde

Conditions

Conditions	Yield
With sodium azide; copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 120℃; for 0.2h; Huisgen cycloaddition; Microwave irradiation; regioselective reaction;	90%

: 624-67-9
Propargylic aldehyde

: 108-86-1
bromobenzene

: 4187-87-5
1-Phenyl-2-propyn-1-ol

Conditions

Conditions	Yield
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran Inert atmosphere; Stage #2: Propargylic aldehyde In tetrahydrofuran at -78℃; Inert atmosphere;	90%
With magnesium In tetrahydrofuran; diethyl ether	58.1%

: 624-67-9
Propargylic aldehyde

: (E)-methyl 2-(3-(2-(tert-butoxycarbonylamino)ethyl)-5-methyl-1H-indol-2-yl)-3-methoxyacrylate

: (3aR,11a1R)-3-tert-butyl 6-methyl 4-formyl-10-methyl-3a,7-dihydro-1H-pyrrolo[2,3-d]carbazole-3,6(2H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: (E)-methyl 2-(3-(2-(tert-butoxycarbonylamino)ethyl)-5-methyl-1H-indol-2-yl)-3-methoxyacrylate With C19H24N2O; trichloroacetic acid In dichloromethane at 0℃; for 0.25h; Stage #2: Propargylic aldehyde In dichloromethane at 0℃;	90%

PROPIOLALDEHYDE Chemical Properties

IUPAC Name: Prop-2-ynal
Synonyms: Propynal ; 2-Propynal ; Propiolaldehyde ; Propioaldehyde ; Propynal tec ; 2-Propyn-1-al ; 2-Propyne-1-one ; Propiolic aldehyde
CAS NO: 624-67-9
Molecular Formula: C₃H₂O
Molecular Weight: 54.04738
Molecular Structure:
EINECS: 210-857-4
Mol File: 624-67-9.mol
Index of Refraction: 1.388
Surface Tension: 30.8 dyne/cm
Density: 0.913 g/cm³
Flash Point: 4.8 °C
Enthalpy of Vaporization: 30.25 kJ/mol
Boiling Point: 60 °C at 760 mmHg
Vapour Pressure: 196 mmHg at 25°C
Appearance: Propiolaldehyde (CAS NO.624-67-9) is colorless oily liquid.

PROPIOLALDEHYDE Uses

Propiolaldehyde (CAS NO.624-67-9) is used as reagents in organic synthesis.

PROPIOLALDEHYDE Production

1.Propiolaldehyde (CAS NO.624-67-9) can be obtained by oxidation of propargyl alcohol by Chromium trioxide sulfuric acid solution.
2.After Acrolein acetal, addition reaction by Bromide , elimination of Hydrogen bromide and Hydrolysis,then get Propiolaldehyde (CAS NO.624-67-9).

PROPIOLALDEHYDE Toxicity Data With Reference

mmo-sat 1 µmol/plate

PAACA3 Proceedings of the American Association for Cancer Research. 24 (1983),91.

PROPIOLALDEHYDE Consensus Reports

Reported in EPA TSCA Inventory.

PROPIOLALDEHYDE Safety Profile

Mutation data reported. A storage hazard especially in glass. Explosive reaction with pyridine. Violent polymerization reaction on contact with alkalies. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Risk Statements 10
R10:Flammable.
Safety Statements 16
S16:Keep away from sources of ignition.
RIDADR 1989

Product Name

PROPYNAL

Synthetic route

PROPIOLALDEHYDE Chemical Properties

PROPIOLALDEHYDE Uses

PROPIOLALDEHYDE Production

PROPIOLALDEHYDE Toxicity Data With Reference

PROPIOLALDEHYDE Consensus Reports

PROPIOLALDEHYDE Safety Profile

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