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75-07-0

Basic Information
CAS No.: 75-07-0
Name: Acetaldehyde
Molecular Structure:
Molecular Structure of 75-07-0 (Acetaldehyde)
Formula: C2H4O
Molecular Weight: 44.05
Synonyms: Aceticaldehyde;Ethanal;Ethyl aldehyde;NSC 7594;
EINECS: 200-836-8
Density: 0.748 g/cm3
Melting Point: -123 °C
Boiling Point: 18.588 °C at 760 mmHg
Flash Point: 133°F
Solubility: > 500 g/L (20 °C) in water
Appearance: clear, colorless liquid
Hazard Symbols: HighlyF+, HarmfulXn, FlammableF, ToxicT
Risk Codes: 23/24/25-34-40-43-36/37-12-67-11-41-22-10
Safety: 36/37-33-16-26
Transport Information: UN 1198 3/PG 3
PSA: 17.07000
LogP: 0.20520
Synthetic route
64-17-5

ethanol

75-07-0

acetaldehyde

Conditions
ConditionsYield
With CuO2H at 45℃; for 4h; under 30W sonication;100%
With PQQTME; calcium perchlorate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile Oxidation;100%
With oxygen; iron(III) perchlorate; ozone Kinetics; Reagent/catalyst; Concentration;100%
74-85-1

ethene

75-07-0

acetaldehyde

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride; py.Co(N,N'-bis(alicylidene-o-phenylene)diamino).NO2 In tetrahydrofuran at 50℃; under 760 Torr; for 0.916667h;100%
With bis(benzonitrile)palladium(II) dichloride; py.Co(N,N'-bis(alicylidene-o-phenylene)diamino).NO2 In tetrahydrofuran at 50℃; under 760 Torr; for 0.916667h; Product distribution; influence of Pd/Co ratio, solvent, further olefins;100%
With aluminum(III) sulfate; water at 350 - 360℃;
108-05-4

vinyl acetate

100-51-6

benzyl alcohol

A

140-11-4

Benzyl acetate

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With 1,3-dicyclohexylimidazolium-2-thiocarboxylate In tetrahydrofuran at 80℃; for 2h; Inert atmosphere;A 100%
B n/a
With lipase from Pseudomonas Cepacia In benzene at 35℃; other ω-substituted-1-alkanols, var. solvents; kinetic parameters of transesterification;
16457-30-0

hydridopentacarbonylrhenium(I)

pentacarbonyl(methyl)manganese(I)

2206-26-0

[D3]acetonitrile

A

98688-79-0

(CO)5ReMn(CO)4(C(2)H3CN)

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
In [D3]acetonitrile MeMn(CO)5, CD3CN, and HRe(CO)5 were vac. transferred into an NMR tube, the tube was sealed, thawed, and rapidly placed in the instrument probe (ca. 30°C), reaction was complete within 35 min; followed by (1)H NMR, MeCHO was identified by (1)H NMR, (CO)5ReMn(CO)4(CD3CN) was isolated by preparative layer chromy. on SiO2 followed by recrystn. from CH2Cl2/hexanes (ca. 1:3) at -25°C; elem. anal.;A 62%
B 100%

pentacarbonyl(methyl)manganese(I)

A

33292-90-9

Os(CO)4(Mn(CO)5)2

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
In [D3]acetonitrile MeMn(CO)5, H2Os(CO)4 (2:1 molar ratio), and CD3CN were sealed in a NMR tube under vac., the tube was thawed, reaction was complete in 70 min; monitored by (1)H NMR, yield of MeCHO was detd. by integration of the corresponding peak in the (1)H NMR spectrum, Mn2Os(CO)14 was identified by its IR and mass spectra;A n/a
B 100%
With carbon monoxide In tetrahydrofuran MeMn(CO)5 and H2Os(CO)4 (2:1 molar ratio) in THF were reacted overnightat room temp. (IR spectrum showed the presence of MeCHO), soln. was frozen, degassed, and CO (2 atm) admitted, reaction was stirred overnight at room temp.; product was isolated via preparative layer chromy.;A 68%
B n/a
With carbon monoxide In acetonitrile MeMn(CO)5, H2Os(CO)4 (2:1 molar ratio), and MeCN were reacted for 8 h at room temp., solvent was removed under vac., residue taken up in CH2Cl2, soln. was frozen, degassed, and CO (2 atm) admitted, reaction was stirred for 32 h in the dark at room temp.; product was isolated via preparative layer chromy.;A 62%
B n/a
75-05-8

acetonitrile

75-07-0

acetaldehyde

Conditions
ConditionsYield
With potassium carbonate In water; dimethyl sulfoxide at 60℃; for 8h; High pressure; Green chemistry;99.9%
With tin(ll) chloride
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; triethylamine Quantum yield; Product distribution; Mechanism; Irradiation; further metal-complexes;
108-05-4

vinyl acetate

4407-36-7

(2E)-3-phenyl-2-propen-1-ol

A

21040-45-9

Cinnamyl acetate

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
[(nBuSn)12(μ3-O)14(μ2-OH)6](2+)*2(2,5-Me2C6H3SO3(1-)) at 75℃; for 4.5h;A 99%
B n/a

(H2O)5CrCH(CH3)OH(2+)

A

chromium (III) ion

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With Fe(3+) In ethanol; water Kinetics; byproducts: H(1+); excess of Fe(3+) in 1 M aq. EtOH at 24.8°C under N2 by controlled ionic strength;A n/a
B 99%
With Cu(2+) In ethanol; water Kinetics; byproducts: H(1+); excess of Cu(2+) in 1 M aq. EtOH at 24.8°C under N2 by controlled ionic strength;A n/a
B >99
542-10-9

ethylidene diacetate

75-07-0

acetaldehyde

Conditions
ConditionsYield
With ethanol at 50℃; for 0.166667h; chemoselective reaction;98%
durch thermische Zersetzung;
durch thermische Zersetzung;

NiMe2(PEt3)2

A

16787-33-0

(CO)2Ni(P(C2H5)3)2

B

75-07-0

acetaldehyde

C

431-03-8

dimethylglyoxal

D

67-64-1

acetone

Conditions
ConditionsYield
With carbon monoxide In diethyl ether Et2O soln. of Ni complex stirred under CO at -78°C for 0.2 h, warmed to room temp.; drying up; GLC anal.;A n/a
B 0%
C 0%
D 98%

N-fluoro-N-(1-(m-tolyl)ethyl)benzenesulfonamide

A

13587-57-0

N-m-tolyl-benzenesulfonamide

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With formic acid at 50℃;A 98%
B n/a
109-53-5

isobutyl vinyl ether

75-07-0

acetaldehyde

Conditions
ConditionsYield
With sulfuric acid; water In neat (no solvent) at 80 - 100℃; for 3.5h; Temperature;97%
Hydrolysis;
88099-81-4

2-methyl-23-crown-8

A

5617-32-3

heptaethylene glycol

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With water; hydrogenchloride In 1,4-dioxane Rate constant; Equilibrium constant; Ambient temperature; effect of alkali and alkaline earth metal chlorides and concentrations of alkali-metal chlorides and HCl;A n/a
B 97%
108-05-4

vinyl acetate

98-85-1, 13323-81-4

1-Phenylethanol

A

93-92-5, 50373-55-2

1-phenylethyl acetate

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
[(nBuSn)12(μ3-O)14(μ2-OH)6](2+)*2(2,5-Me2C6H3SO3(1-)) at 75℃; for 5.5h;A 97%
B n/a
In isopropyl ether at 23℃; Enzymatic reaction;

4-chloro-N-fluoro-N-(1-phenylethyl)benzenesulfonamide

A

7454-47-9

4-chloro-N-phenyl-benzenesulfonamide

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With formic acid at 50℃;A 97%
B n/a
108-05-4

vinyl acetate

2612-30-8

2-benzyl-1,3-propanediol

A

110270-49-0

(R)-3-acetoxy-2-benzyl-1-propanol

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
Lipase P at 25℃; for 1.5h;A 96%
B n/a
88099-82-5

2-methyl-26-crown-9

A

5117-19-1

octaethylene glycol

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With water; hydrogenchloride In 1,4-dioxane Rate constant; Equilibrium constant; Ambient temperature; effect of alkali-metal chlorides;A n/a
B 96%

N-fluoro-N-(1-phenylethyl)benzenesulfonamide

A

1678-25-7

N-phenylbenzenesulfonamide

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With formic acid at 50℃; Reagent/catalyst;A 96%
B n/a

N-(1-(3,4-dimethylphenyl)ethyl)-N-fluorobenzenesulfonamide

A

N-(3,4-dimethylphenyl)benzenesulfonamide

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With formic acid at 50℃;A 96%
B n/a

N-fluoro-N-(1-(naphthalen-2-yl)ethyl)benzenesulfonamide

A

7504-85-0

N-(naphthalen-2-yl)benzenesulfonamide

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With formic acid at 50℃;A 96%
B n/a
83206-73-9

percarbonate de O,O-α-cumyle et O-vinyle

A

124-38-9

carbon dioxide

B

617-94-7

1-methyl-1-phenylethyl alcohol

C

698-91-9

2-phenoxypropene

D

75-07-0

acetaldehyde

Conditions
ConditionsYield
In various solvent(s) Product distribution; other solvent;A n/a
B n/a
C 95%
D n/a

N-fluoro-4-nitro-N-(1-phenylethyl)benzenesulfonamide

A

1576-44-9

N-nosylaniline

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With formic acid at 50℃;A 95%
B n/a
87051-08-9

(4aS,10aR)-2,4a,9-Trimethyl-4a,10a-dihydro-1,3,4-trioxa-phenanthrene

114390-56-6

(1S,2R)-1,4-Dimethyl-1,2-dihydro-naphthalene-1,2-diol

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With acetic acid; zinc In diethyl ether at -5℃; for 1.5h;A 94%
B n/a
624-64-6

trans-2-Butene

75-07-0

acetaldehyde

Conditions
ConditionsYield
With oxygen; ozone In gas Product distribution; gas-phase ozonolysis of alkenes; formation of OH radicals; use of CO as scavenger for OH radicals;94%
With ozone at 24.85℃; under 760 Torr; for 0.166667h; Oxidation;
75-00-3

chloroethane

75-07-0

acetaldehyde

Conditions
ConditionsYield
With oxygen; kieselguhr; copper(l) chloride In dichloromethane for 1.5h; Oxidation; Heating;94%
27131-71-1

2-methyl-3-oxo-1,4-dioxaspiro<4.5>decane

A

108-94-1

cyclohexanone

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
at 800℃; Product distribution; other temperatures;A 93%
B n/a
80857-63-2

β-isopropoxyethyl vinyl sulfoxide

75-07-0

acetaldehyde

Conditions
ConditionsYield
at 280 - 290℃; for 1.5h; Product distribution;93%
38982-12-6

3-(anthracene-9-yl)acrylaldehyde

A

75-07-0

acetaldehyde

B

642-31-9

9-anthracene aldehyde

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide; water at 150℃; for 0.166667h; Reagent/catalyst; Microwave irradiation; Green chemistry;A n/a
B 93%

N-fluoro-N-(1-(p-tolyl)ethyl)benzenesulfonamide

A

6311-65-5

N-p-tolyl-benzenesulfonamide

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With formic acid at 50℃;A 93%
B n/a
74-96-4

ethyl bromide

75-07-0

acetaldehyde

Conditions
ConditionsYield
With C30H38Cl2Ir2N4 In dimethyl sulfoxide at 30℃; for 4.5h;93%
534-22-5

2-methylfuran

75-07-0

acetaldehyde

3209-79-8

1,1-bis<2-(5-methyl)-furyl>-ethane

Conditions
ConditionsYield
With ion-exchange resin Lewatit SPC 108 (acid form) In 1,4-dioxane; water at 20℃; for 1h;100%
With N-(trifluoromethanesulfonyl)phosphoramidic acid diphenyl ester In toluene at 20 - 95℃; for 5h;81%
With o-benzenedisulfonimide In toluene at 90℃; for 5h;80%
With hydrogenchloride
With improved graphene oxide In neat (no solvent) at 60℃; for 6h;
109-80-8

1.3-propanedithiol

75-07-0

acetaldehyde

6007-26-7

2-methyl-1,3-dithian

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 1h;100%
acid74%
With toluene-4-sulfonic acid In benzene for 6h; Heating;70%
14316-14-4

N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide

75-07-0

acetaldehyde

2-methyl-3-tosyloxazolidine

Conditions
ConditionsYield
With amberlyst-15 In dichloromethane at 20℃; for 2h; Inert atmosphere; Molecular sieve;100%
With hydrogenchloride; benzene
75-07-0

acetaldehyde

127-17-3

2-oxo-propionic acid

513-86-0, 52217-02-4

3-hydroxy-2-butanon

Conditions
ConditionsYield
With sodium hydroxide; thiamine diphosphate chloride hydrochloride In methanol at 37℃; for 5.5h;100%
Vergaerung durch Essigbakterien;
durch Hefe; Ausbeute ist groesser,wenn zu der gaerenden Brenztraubensaeure-Loesung gleich nach Beginn der Gaerung noch Acetalehyd zugesetzt wird;
75-07-0

acetaldehyde

64-17-5

ethanol

Conditions
ConditionsYield
With perchloric acid; 9,10-dihydro-10-methylacridine In acetonitrile at 59.9℃; for 1h; Product distribution; other aldehydes and ketones; primary kinetic isotope effects (kH/kD);100%
With tris(triphenylphosphine)ruthenium(II) chloride; formic acid; tributyl-amine In various solvent(s) for 0.5h; Ambient temperature;89%
With ammonium chloride; zinc In tetrahydrofuran; water at 20℃; for 0.333333h;84%
7677-24-9

trimethylsilyl cyanide

75-07-0

acetaldehyde

41309-99-3

2-<(trimethylsilyl)oxy>propanenitrile

Conditions
ConditionsYield
With Zr(IV) metal-organic framework with 1,4-benzenedicarboxylate in anhydrous form In dichloromethane at 40℃; for 46h; Inert atmosphere; Reflux;100%
With Eu2(benzene-1,2,3,4,5,6-hexacarboxylate)(H2O)3 In acetonitrile at 20 - 100℃; for 3h;99%
With {[Zn3(1,2-bis(4-pyridyl)ethene)4(μ-OOCC2H5)4](1,2-bis(4-pyridyl)ethene)(ClO4)2}n In dichloromethane Catalytic behavior; Reagent/catalyst; Solvent;82%
75-07-0

acetaldehyde

536-74-3

phenylacetylene

Conditions
ConditionsYield
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78 - 20℃; for 2h;100%
Stage #1: phenylacetylene With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: acetaldehyde In diethyl ether; hexane at -78 - 20℃; for 1h; Inert atmosphere; Schlenk technique;
98%
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane for 0.5h; Cooling with ice;
Stage #2: acetaldehyde In tetrahydrofuran; hexane
87%
554-14-3

2-Methylthiophene

75-07-0

acetaldehyde

19077-07-7

2-methyl-5-(1-(5-methylthiophen-2-yl)ethyl)thiophene

Conditions
ConditionsYield
With ion-exchange resin Lewatit SPC 108 (acid form) In 1,4-dioxane; water at 20℃; for 1.5h;100%
584-13-4

4-amino-1,2,4-triazole

75-07-0

acetaldehyde

33761-49-8

4-(Ethylideneamino)-1,2,4-triazole

Conditions
ConditionsYield
With sulfuric acid In ethanol for 4h; Heating;100%
With molecular sieve for 3h; Ambient temperature;39%
6089-04-9

3-(tetrahydropyran-2'-yloxy)propyne

75-07-0

acetaldehyde

14092-30-9

5-<(Tetrahydro-2H-pyran-2-yl)oxy>-3-pentyn-2-ol

Conditions
ConditionsYield
Stage #1: 3-(tetrahydropyran-2'-yloxy)propyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;
Stage #2: acetaldehyde In tetrahydrofuran; hexane at -78℃; for 1h; Further stages.;
100%
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78 - 20℃; for 2h;95%
Stage #1: 3-(tetrahydropyran-2'-yloxy)propyne With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; Inert atmosphere;
Stage #2: acetaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
89%
7677-24-9

trimethylsilyl cyanide

554-00-7

2,4-Dichloroaniline

75-07-0

acetaldehyde

145100-49-8

2-(2,4-Dichloro-phenylamino)-propionitrile

Conditions
ConditionsYield
With water In dichloromethane for 24h; Ambient temperature;100%
4761-34-6

N-Hydroxytryptamine

75-07-0

acetaldehyde

C12H14N2O

Conditions
ConditionsYield
With acetic acid In methanol for 12h;100%
5344-90-1

2-Aminobenzyl alcohol

75-07-0

acetaldehyde

59689-24-6

2-methyl-1,4-dihydro-2H-benz[d][1,3]oxazine

Conditions
ConditionsYield
With calcium chloride In dichloromethane100%
With magnesium sulfate In tetrahydrofuran at 60℃; for 3h;75%
In benzene
54125-02-9

danishefsky's diene

75-07-0

acetaldehyde

19185-89-8

2-methyl-2,3-dihydro-4H-pyran-4-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at -70℃; for 1h;100%
With boron trifluoride diethyl etherate In diethyl ether at -78℃; for 2h;89%
With boron trifluoride In diethyl ether at -78℃; for 2h; hetero-Diels-Alder reaction;88%
63366-56-3

methylene bis phosphonate de diethyle

75-07-0

acetaldehyde

123146-81-6

2-ethoxy-2-(2',2'-diethoxy-3',5'-dimethyl-1',4',2'-dioxaphospholanyl)methylene-3,5-dimethyl-1,4,2-dioxaphospholane

Conditions
ConditionsYield
In neat (no solvent) 1) 20 deg C, 2h, 2) 0.5 mm Hg, 20 deg C;100%
68385-34-2

N-(2-hydroxy-1,1-dimethyl-2-phenylethyl)hydroxylamine

75-07-0

acetaldehyde

3-hydroxy-2,2,4-trimethyl-5-phenyloxazolidine

Conditions
ConditionsYield
In ethanol100%
37477-17-1

O-mesitoylhydroxylamine

75-07-0

acetaldehyde

84298-25-9

mesityloylacetaldoxime

Conditions
ConditionsYield
With magnesium sulfate In diethyl ether at 0℃; for 82h;100%
129295-70-1

2-(2'-Hydroxy-5'-nitrophenyl)ethylamine hydrochloride

75-07-0

acetaldehyde

129295-72-3

N,N-Diethyl-2-(2'-hydroxy-5'-nitrophenyl)ethylamine hydrochloride

Conditions
ConditionsYield
With sodium cyanoborohydride In methanol pH 6-8;100%
2999-46-4

Ethyl isocyanoacetate

75-07-0

acetaldehyde

55942-37-5

5-Methyl-4,5-dihydro-oxazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
triethylamine; copper(l) chloride In tetrahydrofuran for 10h; Ambient temperature;100%
79618-03-4

(4aR,7R,8aR)-4,4,7-Trimethyl-hexahydro-1-oxa-3-thia-naphthalene

75-07-0

acetaldehyde

79563-69-2, 112067-00-2, 112067-01-3

1-((2R,4aR,7R,8aR)-4,4,7-Trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

Conditions
ConditionsYield
With n-butyllithium 1.) THF, -78 deg C;100%
130857-96-4

1R,2S-N,N-dimethyl-2-phenyl-3-methyl-1,3-diaminoethane

75-07-0

acetaldehyde

130827-40-6

(1S,2S,3R,4S,5R)-1,2,3,4-Tetramethyl-5-phenyl-imidazolidine

Conditions
ConditionsYield
In chloroform for 24h; Ambient temperature;100%
136103-76-9

1-mercaptomethyl-2-(α-mercaptoethyl)benzene

75-07-0

acetaldehyde

136103-74-7

cis-2,4-dimethyl-1,3-dithia-5,6-benzocycloheptene

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 0.25h;100%
97051-77-9

methyl 5-methoxybenzocyclobutene-1-carboxylate

75-07-0

acetaldehyde

126444-40-4, 126444-58-4

methyl 1-(1-hydroxyethyl)-5-methoxybenzocyclobutene-1-carboxylate

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine; lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.833333h;100%
151-50-8

potassium cyanide

75-07-0

acetaldehyde

3535-04-4

2-<(1-methyl-2-phenylethyl)amino>propanenitrile

Conditions
ConditionsYield
With sodium hydrogensulfite In methanol; water Ambient temperature;100%
75-07-0

acetaldehyde

622-30-0

N-benzyl hydroxylalmine

243140-08-1

5(Z)-N-ethylidene-1-phenylmethanamine N-oxide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;100%
With sodium sulfate In dichloromethane Ambient temperature;55%
75-07-0

acetaldehyde

622-30-0

N-benzyl hydroxylalmine

20135-15-3, 243140-08-1, 139189-66-5

N-ethylidenebenzylamine N-oxide

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
With magnesium sulfate In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
With magnesium sulfate In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
75-07-0

acetaldehyde

81549-01-1

1-Phenylazo-ethylamine

41217-48-5

3,5-dimethyl-1-phenyl-1H-1,2,4-triazole

Conditions
ConditionsYield
In chloroform Ambient temperature;100%
75-07-0

acetaldehyde

86993-52-4

(1S*,2R*)-cis-bicyclo<3.3.0>oct-3,7-diene-2-spiro-4'-<(α,α-bis(phenylsulfenyl))-γ-butyrolactone>

86971-75-7

(1S*,2R*)-cis-bicyclo<3.3.0>oct-3,7-diene-2-spiro-4'-<α-(1-hydroxyethyl)-α-(Phenylsulfenyl)-γ-butyrolactone>

Conditions
ConditionsYield
With ethylmagnesium bromide In tetrahydrofuran; diethyl ether 1.) 0 deg C;100%
With ethylmagnesium bromide100%
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    75-07-0

    Acetaldehyde

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  • Acetaldehyde

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    75-07-0

    Acetaldehyde

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  • Acetaldehyde 75-07-0

  • Casno:

    75-07-0

    Acetaldehyde 75-07-0

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History

Acetaldehyde was first prepared by Scheele in 1774, by the action of manganese dioxide (MnO2) and sulfuric acid (H2SO4) on ethyl alcohol (ethanol, CH3CH2OH).
The formation of acetaldehyde by the addition of water to acetylene was observed by Kutscherow in 1881.

Specification

The Acetaldehyde, with the CAS registry number 75-07-0 and EINECS registry number 200-001-8, is a kind of colourless clear liquid with the molecular formula of C2H4O. It is one of the most important aldehydes, occurring widely in nature and being produced on a large scale industrially. Acetaldehyde can be found naturally in coffee, bread, and ripe fruit, and it is produced by plants as part of their normal metabolism.

The physical properties of Acetaldehyde are as followings: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 20.875; (5)ACD/KOC (pH 7.4): 20.875; (6)#H bond acceptors: 1; (7)#H bond donors: 0; (8)#Freely Rotating Bonds: 0; (9)Polar Surface Area: 17.07 Å2; (10)Index of Refraction: 1.315; (11)Molar Refractivity: 11.501 cm3; (12)Molar Volume: 58.868 cm3; (13)Polarizability: 4.56×10-24cm3; (14)Surface Tension: 17.618 dyne/cm; (15)Density: 0.748 g/cm3; (16)Enthalpy of Vaporization: 25.76 kJ/mol; (17)Boiling Point: 18.588 °C at 760 mmHg; (18)Vapour Pressure: 964.536 mmHg at 25°C.

Preparation: The main production method is the oxidation of ethylene via the Wacker process:
2CH2=CH2+O2 → 2CH3CHO

Uses: It is usually used as a precursor to acetic acid, but this application has declined because it can be made more efficiently from methanol by the Monsanto and Cativa processes. And in terms of condensation reactions, acetaldehyde is an important precursor to pyridine derivatives, pentaerythritol, and crotonaldehyde.

You should be cautious while dealing with this chemical. It is a kind of extremely flammable chemical which irritates to eyes and respiratory system. And there's limited evidence of a carcinogenic effect. Therefore, you had better take the following instructions: Keep away from sources of ignition - No smoking; Wear suitable protective clothing and gloves; Take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
(1)SMILES: CC=O
(2)InChI: InChI=1/C2H4O/c1-2-3/h2H,1H3
(3)InChIKey: IKHGUXGNUITLKF-UHFFFAOYAB

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo intravenous 800mg/kg (800mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 30, Pg. 429, 1927.
hamster LC50 inhalation 17000ppm/4H (17000ppm)   Progress in Experimental Tumor Research. Vol. 24, Pg. 162, 1979.
hamster LD50 intratracheal 96mg/kg (96mg/kg)   Progress in Experimental Tumor Research. Vol. 24, Pg. 162, 1979.
human TCLo inhalation 134ppm/30M (134ppm) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES JAMA, Journal of the American Medical Association. Vol. 165, Pg. 1908, 1957.
mammal (species unspecified) LC50 inhalation 20100mg/m3 (20100mg/m3) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 19(7), Pg. 54, 1975.
mouse LC50 inhalation 23gm/m3/4H (23000mg/m3)   Current Toxicology. Vol. 1, Pg. 47, 1993.
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 36, Pg. 101, 1985.
mouse LD50 oral 900mg/kg (900mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(11), Pg. 57, 1981.
mouse LD50 subcutaneous 560mg/kg (560mg/kg) BEHAVIORAL: GENERAL ANESTHETIC Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950.
rabbit LD50 skin 3540mg/kg (3540mg/kg)   Union Carbide Data Sheet. Vol. 12/13/1963,
rabbit LDLo intravenous 300mg/kg (300mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 30, Pg. 429, 1927.
rabbit LDLo subcutaneous 1200mg/kg (1200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 30, Pg. 429, 1927.
rat LC50 inhalation 13300ppm/4H (13300ppm) BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0534485,
rat LD50 oral 661mg/kg (661mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Agents and Actions, A Swiss Journal of Pharmacology. Vol. 4, Pg. 125, 1974.
rat LD50 subcutaneous 640mg/kg (640mg/kg) BEHAVIORAL: GENERAL ANESTHETIC Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950.
rat LDLo intraperitoneal 500mg/kg (500mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Biological Chemistry. Vol. 152, Pg. 41, 1944.