Product Name

  • Name

    3-(Methylthio)propionaldehyde

  • EINECS 221-882-5
  • CAS No. 3268-49-3
  • Article Data50
  • CAS DataBase
  • Density 0.984 g/cm3
  • Solubility It is readily soluble in alcohol solvents such as ethanol, propylene and glycol oil. It is insoluble in water.
  • Melting Point -68 °C
  • Formula C4H8OS
  • Boiling Point 168.2 °C at 760 mmHg
  • Molecular Weight 104.173
  • Flash Point 61.1 °C
  • Transport Information UN 2785 6.1/PG 3
  • Appearance colorless to amber liquid with an extremely foul and persistent odor
  • Safety 26-36/37/39-45-37/39
  • Risk Codes 20/22-34-36/37/38-20
  • Molecular Structure Molecular Structure of 3268-49-3 (3-(Methylthio)propionaldehyde)
  • Hazard Symbols HarmfulXn, CorrosiveC
  • Synonyms Propionaldehyde,3-(methylthio)- (6CI,7CI,8CI);3-(Methylmercapto)propionaldehyde;3-(Methylthio)propanal;3-Methylsulfanylpropionaldehyde;Methional;NSC 15874;b-(Methylmercapto)propionaldehyde;b-(Methylthio)propionaldehyde;b-(Methylthio)propionic aldehyde;3-Methylthio propionaldehyde;
  • PSA 42.37000
  • LogP 0.93840

Synthetic route

3-(methylthio)-1-propanol
505-10-2

3-(methylthio)-1-propanol

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With (NH4)4[CuMo6O18(OH)6]·5H2O; oxygen; sodium sulfite In water; acetonitrile at 60℃; under 760.051 Torr; for 12h;96%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate In acetonitrile at 20℃; for 24h;25%
With 5H3N*5H(1+)*IMo6O24(5-); oxygen; sodium acetate In water; acetonitrile at 70℃; under 760.051 Torr; for 15h; Green chemistry;97 %Chromat.
With 1-methyl-1H-imidazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; C22H16BrCuF2N2O2 In acetonitrile at 20℃; for 24h; Reagent/catalyst;78 %Chromat.
3-methanesulfinyl-propionaldehyde

3-methanesulfinyl-propionaldehyde

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide; triphenylphosphine In dichloromethane at 20℃; for 0.0166667h;90%
methylthiol
74-93-1

methylthiol

acrolein
107-02-8

acrolein

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With hydroquinone88.5%
Fructose-methionine Amadori intermediate
87251-88-5

Fructose-methionine Amadori intermediate

A

2,4-Dimethyltetrahydrofuran
64265-26-5

2,4-Dimethyltetrahydrofuran

B

N-Methylpyrrole
96-54-8

N-Methylpyrrole

C

2-Methylpyrazine
109-08-0

2-Methylpyrazine

D

2-acetylpyridine
1122-62-9

2-acetylpyridine

E

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

F

3,4-dihydro-6-methyl-2H-pyran-2-one
3740-59-8

3,4-dihydro-6-methyl-2H-pyran-2-one

Conditions
ConditionsYield
at 260℃; for 0.0833333h; Thermal degradation;A n/a
B n/a
C n/a
D n/a
E 70%
F n/a
methylthiol
74-93-1

methylthiol

acrolein
107-02-8

acrolein

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
at 0℃;41%
With copper diacetate
With pyridine; copper diacetate
3-(methylthio)propionitrile
54974-63-9

3-(methylthio)propionitrile

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
1,1-diethoxy-3-methylsulfanyl-propane
16630-61-8

1,1-diethoxy-3-methylsulfanyl-propane

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With hydrogenchloride; water
methylthiol
74-93-1

methylthiol

triethylamine
121-44-8

triethylamine

acrolein
107-02-8

acrolein

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
reagiert analog mit Thioessigsaeure;
reagiert analog mit Thioessigsaeure;
methylthiol
74-93-1

methylthiol

sodium methylate
124-41-4

sodium methylate

acrolein
107-02-8

acrolein

benzene
71-43-2

benzene

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

chloro-methylsulfanyl-methane
2373-51-5

chloro-methylsulfanyl-methane

chloroethylene
75-01-4

chloroethylene

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With sulfuric acid
indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

DL-methionine
59-51-8

DL-methionine

NaCl

NaCl

aqueous KH2PO4

aqueous KH2PO4

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
(+-)-2-amino-4-methylsulfanyl-butyric acid;
methylthiol
74-93-1

methylthiol

ethene
74-85-1

ethene

carbon monoxide

carbon monoxide

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With di-tert-butyl peroxide at 130℃; under 2206520 Torr;
With di-tert-butyl peroxide at 130℃; under 2206520 Torr;
methylthiol
74-93-1

methylthiol

ethene
74-85-1

ethene

di-tert-butyl peroxide
110-05-4

di-tert-butyl peroxide

carbon monoxide

carbon monoxide

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
at 130℃; under 2206520 Torr;
DL-methionine
59-51-8

DL-methionine

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With perchloric acid; cerium(IV) ammonium sulphate; sulfuric acid at 31℃; for 1h; Kinetics; Further Variations:; Temperatures; pH-values;
acetic acid 1-(4,5-dimethoxy-2-nitrobenzyloxy)-3-methylsulfanylpropyl ester
863608-03-1

acetic acid 1-(4,5-dimethoxy-2-nitrobenzyloxy)-3-methylsulfanylpropyl ester

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
In [D3]acetonitrile for 4h; Irradiation;
4-methylthio-2-oxobutanoic acid
583-92-6

4-methylthio-2-oxobutanoic acid

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With 1,4-dihydronicotinamide adenine dinucleotide; horse liver alcohol dehydrogenase In phosphate buffer at 30℃; pH=6.0; Enzyme kinetics;
methylthiol
74-93-1

methylthiol

acrolein
107-02-8

acrolein

A

3-hydroxy-2-methylthiomethyl-4-pentenal

3-hydroxy-2-methylthiomethyl-4-pentenal

B

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

C

5-methylsulfanyl-2-methylsulfanylmethyl-pent-2-enal
59902-01-1

5-methylsulfanyl-2-methylsulfanylmethyl-pent-2-enal

Conditions
ConditionsYield
With pyridine; acetic acid at 70℃; for 0.75 - 0.833333h;A 0.23 - 0.73 %Chromat.
B 87.79 - 89.26 %Chromat.
C 0.06 - 0.12 %Chromat.
1,1,3-tris-methylsulfanyl-propane
81382-04-9

1,1,3-tris-methylsulfanyl-propane

acrolein
107-02-8

acrolein

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
dimethylaminomethylpolystyrene at 0℃; for 2h;
methylthiol
74-93-1

methylthiol

glycerol
56-81-5

glycerol

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
zeolith HZSM-5 (Modul 28, H0 <-8.2) In methanol at 300℃; under 45754.6 Torr; for 1h; Product distribution / selectivity;
zeolith ammonium β CP 814E (H0 <-3.0) In methanol at 100 - 300℃; under 2250.23 - 30003 Torr; for 4.5h; Product distribution / selectivity;
DL-methionine
59-51-8

DL-methionine

A

DL-Homoserine
1927-25-9

DL-Homoserine

B

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

C

methionine S-oxide
3226-65-1

methionine S-oxide

Conditions
ConditionsYield
With water; oxygen pH=7; Mechanism; Quantum yield; γ-irradiation;
With water; oxygen; dinitrogen monoxide pH=7; Mechanism; Quantum yield; γ-irradiation;
DL-methionine
59-51-8

DL-methionine

A

3-methylthio-1-propanamine
4104-45-4

3-methylthio-1-propanamine

B

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

C

methionine S-oxide
3226-65-1

methionine S-oxide

D

2-aminobutanoic acid
2835-81-6

2-aminobutanoic acid

Conditions
ConditionsYield
With water; dinitrogen monoxide Mechanism; Quantum yield; γ-irradiation;
L-methionine
63-68-3

L-methionine

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With potassium permanganate; sodium perchlorate; sodium hydroxide In water at 35℃; Kinetics; Concentration; Reagent/catalyst; Temperature;
methylthiol
74-93-1

methylthiol

acrolein
107-02-8

acrolein

A

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

B

3-(methylthio)propanal hydrate

3-(methylthio)propanal hydrate

Conditions
ConditionsYield
In aq. phosphate buffer; water-d2 for 0.333333h; pH=7;
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

3-(methylthio)-1-propanol
505-10-2

3-(methylthio)-1-propanol

Conditions
ConditionsYield
With hydrogen; phosphotungstic acid 44-hydrate; [Fe(C5H4P(i-Pr)2)2Rh(C8H12)]BF4 In water; isopropyl alcohol at 20℃; under 5171.62 Torr; for 16h;100%
With sodium tetrahydroborate at 0 - 20℃;99%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

3-methanesulfinyl-propionaldehyde

3-methanesulfinyl-propionaldehyde

Conditions
ConditionsYield
With Mn(III) Schiff-base; dihydrogen peroxide In water; acetic acid at 20℃; for 0.116667h;100%
With C44H55ClMnN4O2(2+)*2I(1-); dihydrogen peroxide In water at 20℃; for 0.416667h; chemoselective reaction;100%
With dihydrogen peroxide; Amberlyst 15 In methanol at 20℃; for 0.1h;98%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

tert-butyl glyoxylate
7633-32-1

tert-butyl glyoxylate

Phenyl vinyl ketone
768-03-6

Phenyl vinyl ketone

tert-butyl 3-methyl-2-(3-methylsulfanylpropionyloxy)-4-oxo-4-phenylbutanoate

tert-butyl 3-methyl-2-(3-methylsulfanylpropionyloxy)-4-oxo-4-phenylbutanoate

Conditions
ConditionsYield
[Rh(bis(diphenylphosphanyl)ethane)]ClO4 In 1,2-dichloro-ethane at 70℃; for 16h;99%
With (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate; hydrogen In 1,2-dichloro-ethane at 70℃; for 18h; Inert atmosphere; optical yield given as %de;83%
hydrogen cyanide
74-90-8

hydrogen cyanide

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

2-hydroxy-4-(methylthio)butyronitrile
17773-41-0

2-hydroxy-4-(methylthio)butyronitrile

Conditions
ConditionsYield
With ammonia In water at 35 - 40℃; Temperature; Large scale;98.8%
With ammonia at 55℃; Reagent/catalyst; Inert atmosphere;96.1%
With potassium cyanide
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

hex-1-yne
693-02-7

hex-1-yne

(E)-1-methylsulfanyl-non-4-en-3-one

(E)-1-methylsulfanyl-non-4-en-3-one

Conditions
ConditionsYield
[Rh(bis(diphenylphosphanyl)ethane)]ClO4 In acetone at 55℃; for 1h;98%
With bis(norbornadiene)rhodium(l)tetrafluoroborate; 1,2-bis-(diphenylphosphino)ethane In 1,2-propylene cyclic carbonate at 70℃; for 1h; Inert atmosphere;91%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

hydrocyanic acid

hydrocyanic acid

2-hydroxy-4-(methylthio)butyronitrile
17773-41-0

2-hydroxy-4-(methylthio)butyronitrile

Conditions
ConditionsYield
With pyridine at 45℃;98%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

(E)-4-methyl-1-(methylthio)-6-phenylhex-5-en-3-one
1173936-70-3

(E)-4-methyl-1-(methylthio)-6-phenylhex-5-en-3-one

Conditions
ConditionsYield
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction;97%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

2-hydroxy-4-(methylthio)butyronitrile
17773-41-0

2-hydroxy-4-(methylthio)butyronitrile

Conditions
ConditionsYield
With sodium hydroxide; hydrogen isocyanide; sulfuric acid In methanol96.1%
With hydrogen cyanide; dimethylaminomethylpolystyrene at 35 - 40℃; for 0.5h;
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

isopropyl vinyl ketone
1606-47-9

isopropyl vinyl ketone

tert-butyl glyoxylate
7633-32-1

tert-butyl glyoxylate

tert-butyl 3,5-dimethyl-2-(3-(methylthio)propanoyloxy)-4-oxohexanoate
1097736-14-5

tert-butyl 3,5-dimethyl-2-(3-(methylthio)propanoyloxy)-4-oxohexanoate

Conditions
ConditionsYield
With (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate; hydrogen In 1,2-dichloro-ethane at 70℃; for 18h; Inert atmosphere; optical yield given as %de;96%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

ethyl 2,3-pentadienecarboxylate
74268-51-2

ethyl 2,3-pentadienecarboxylate

ethyl (E)-4-methyl-7-(methylthio)-5-oxohept-3-enoate
1173936-79-2

ethyl (E)-4-methyl-7-(methylthio)-5-oxohept-3-enoate

Conditions
ConditionsYield
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction;96%
pent-1-yn-5-ol
5390-04-5

pent-1-yn-5-ol

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

(E)-8-hydroxy-1-methylsulfanyl-oct-4-en-3-one

(E)-8-hydroxy-1-methylsulfanyl-oct-4-en-3-one

Conditions
ConditionsYield
[Rh(bis(diphenylphosphanyl)ethane)]ClO4 In acetone at 55℃; for 1h;95%
tetraethylammonium petntacarbonylcyanotungstate

tetraethylammonium petntacarbonylcyanotungstate

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

aniline hydrochloride
142-04-1

aniline hydrochloride

pentacarbonyltungsten(Δ4-(CNHC(HN(t-Bu))C(CH2CH2SMe)N(Ph)))

pentacarbonyltungsten(Δ4-(CNHC(HN(t-Bu))C(CH2CH2SMe)N(Ph)))

Conditions
ConditionsYield
In methanol to a stirred soln. of Cr-compd. the aldehyde is added via syringe followed by isocyanide at ice-bath temp., to this soln. a soln. of amine hydrochloride is added (Ar); mixt. is allowed to warm to room temp. overnight, silica gel is added and mixt. is evapd., ppt. is chromd. (silica gel; n-pentane/diethyl ether), recrystd. from CH2Cl2/pentane, elem. anal.;95%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

C12H10N2O2

C12H10N2O2

methyl (1-((methylthio)methyl)-3H-benzo[e]indol-3-yl)carbamate

methyl (1-((methylthio)methyl)-3H-benzo[e]indol-3-yl)carbamate

Conditions
ConditionsYield
With pyrrolidine; acetic acid In dichloromethane at 20℃; for 24h;95%
With pyrrolidine; acetic acid In dichloromethane at 20℃; for 48h;95%
4-penten-3-one
1629-58-9

4-penten-3-one

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

tert-butyl glyoxylate
7633-32-1

tert-butyl glyoxylate

tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxohexanoate
1097736-12-3

tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxohexanoate

Conditions
ConditionsYield
With (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate; hydrogen In 1,2-dichloro-ethane at 70℃; for 18h; Inert atmosphere; optical yield given as %de;94%
1-(tetrahydropyranyloxy)-4-pentyn
62992-46-5

1-(tetrahydropyranyloxy)-4-pentyn

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

(E)-1-methylsulfanyl-8-(tetrahydro-pyran-2-yloxy)-oct-4-en-3-one

(E)-1-methylsulfanyl-8-(tetrahydro-pyran-2-yloxy)-oct-4-en-3-one

Conditions
ConditionsYield
[Rh(bis(diphenylphosphanyl)ethane)]ClO4 In acetone at 55℃; for 1h;93%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

acetylenemagnesium bromide
4301-14-8

acetylenemagnesium bromide

5-(methylsulfanyl)pent-1-yn-3-ol
1227268-10-1

5-(methylsulfanyl)pent-1-yn-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 2h;93%
Stage #1: 3-(methylsulfenyl)propanal; acetylenemagnesium bromide In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: With water; ammonium chloride In tetrahydrofuran
acetamide
60-35-5

acetamide

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

carbon monoxide
201230-82-2

carbon monoxide

A

N-acetyl-DL-methionine
1115-47-5

N-acetyl-DL-methionine

B

1,3-bis(methylthio)propane
24949-35-7

1,3-bis(methylthio)propane

Conditions
ConditionsYield
With hydrogen; dicobalt octacarbonyl In acetic acid butyl ester at 70℃; under 97509.8 Torr; for 8h; Product distribution / selectivity;A 92.2%
B 5%
With hydrogen; dicobalt octacarbonyl In acetic acid butyl ester at 70℃; under 97509.8 Torr; for 8h; Product distribution / selectivity;A 92.2%
B n/a
oct-1-ene
111-66-0

oct-1-ene

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

1-(methylsulfanyl)undecan-3-one

1-(methylsulfanyl)undecan-3-one

Conditions
ConditionsYield
With C21H44N2P2Rh*C32H12BF24 In acetone at 55℃; for 3h; Inert atmosphere;92%
With silver perchlorate; chloro(1,5-cyclooctadiene)rhodium(I) dimer In acetone at 55℃; for 24h;70%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; silver perchlorate; bis[2-(diphenylphosphino)phenyl] ether In acetone at 55℃; for 24h; Inert atmosphere;67%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

tert-butyl glyoxylate
7633-32-1

tert-butyl glyoxylate

(E)-1-phenylpenta-1,4-dien-3-one
73291-51-7

(E)-1-phenylpenta-1,4-dien-3-one

(E)-tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxo-6-phenylhex-5-enoate
1097736-16-7

(E)-tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxo-6-phenylhex-5-enoate

Conditions
ConditionsYield
With (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate; hydrogen In 1,2-dichloro-ethane at 70℃; for 18h; Inert atmosphere; optical yield given as %de;92%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

tert-butyl glyoxylate
7633-32-1

tert-butyl glyoxylate

methyl vinyl ketone
78-94-4

methyl vinyl ketone

tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxopentanoate
1097736-11-2

tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxopentanoate

Conditions
ConditionsYield
With (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate; hydrogen In 1,2-dichloro-ethane at 70℃; for 18h; Inert atmosphere; optical yield given as %de;92%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

(E)-4-((3-methylbut-1-enyl)-1-methylthio)nonan-3-one
1173936-68-9

(E)-4-((3-methylbut-1-enyl)-1-methylthio)nonan-3-one

Conditions
ConditionsYield
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction;92%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

N,N-diphenylhydrazine hydrochloride
530-47-2

N,N-diphenylhydrazine hydrochloride

(E)-2-(3-(methylthio)propylidene)-1,1-diphenylhydrazine

(E)-2-(3-(methylthio)propylidene)-1,1-diphenylhydrazine

Conditions
ConditionsYield
With sodium acetate; magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;92%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

thienyl vinyl ketone
13191-29-2

thienyl vinyl ketone

tert-butyl glyoxylate
7633-32-1

tert-butyl glyoxylate

tert-butyl-3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxo-4-(thiophen-2-yl)butanoate
1097736-17-8

tert-butyl-3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxo-4-(thiophen-2-yl)butanoate

Conditions
ConditionsYield
With (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate; hydrogen In 1,2-dichloro-ethane at 70℃; for 18h; Inert atmosphere; optical yield given as %de;91%
n-octyne
629-05-0

n-octyne

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

(E)-1-(methylthio)undec-4-en-3-one
1321899-91-5

(E)-1-(methylthio)undec-4-en-3-one

Conditions
ConditionsYield
With bis(norbornadiene)rhodium(l)tetrafluoroborate; 1,2-bis-(diphenylphosphino)ethane In 1,2-propylene cyclic carbonate at 70℃; for 1h; Inert atmosphere;91%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

2-(2-(methylthio)ethyl)-1,3-dithiane
73401-96-4

2-(2-(methylthio)ethyl)-1,3-dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃;91%
acetamide
60-35-5

acetamide

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

carbon monoxide
201230-82-2

carbon monoxide

A

cobalt acetylmethionate

cobalt acetylmethionate

B

N-acetyl-DL-methionine
1115-47-5

N-acetyl-DL-methionine

Conditions
ConditionsYield
Stage #1: acetamide; 3-(methylsulfenyl)propanal; carbon monoxide With hydrogen; dicobalt octacarbonyl In ethyl acetate at 80℃; under 97509.8 Torr; for 5h;
Stage #2: With oxygen at 20 - 80℃; under 7500.75 Torr;
A 90%
B 80.7%
3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

phenylacetylene
536-74-3

phenylacetylene

(E)-5-(methylthio)-1-phenylpent-1-en-3-one
84175-29-1

(E)-5-(methylthio)-1-phenylpent-1-en-3-one

Conditions
ConditionsYield
With bis(norbornadiene)rhodium(l)tetrafluoroborate; 1,2-bis-(diphenylphosphino)ethane In 1,2-propylene cyclic carbonate at 70℃; for 1h; Inert atmosphere;90%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N-cyclohexyl-3-(2-(methylthio)ethyl)quinoxaline-2-amine
1523157-59-6

N-cyclohexyl-3-(2-(methylthio)ethyl)quinoxaline-2-amine

Conditions
ConditionsYield
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide In ethanol at 20℃; for 1.3h; Ugi Condensation;90%

3-(Methylthio)propionaldehyde Chemical Properties

Molecular Structure of Methional (CAS NO.3268-49-3):

IUPAC Name: 3-Methylsulfanylpropanal
Canonical SMILES: CSCCC=O
InChI: InChI=1S/C4H8OS/c1-6-4-2-3-5/h3H,2,4H2,1H3
InChIKey: CLUWOWRTHNNBBU-UHFFFAOYSA-N
Molecular Weight: 104.17072 [g/mol]
Molecular Formula: C4H8OS
XLogP3-AA: 0.3
H-Bond Donor: 0
H-Bond Acceptor: 1 
EINECS: 221-882-5
Product Categories: sulfide Flavor; Sulfides flavors 
storage temp.: 2-8 °C
Melting Point: -68 °C
Index of Refraction: 1.455
Molar Refractivity: 28.76 cm3
Molar Volume: 105.8 cm3
Surface Tension: 31.5 dyne/cm
Density: 0.984 g/cm3
Flash Point: 61.1 °C
Enthalpy of Vaporization: 40.46 kJ/mol
Boiling Point: 168.2 °C at 760 mmHg
Vapour Pressure: 1.64 mmHg at 25 °C
Sensitive Air Sensitive
Appearance: colorless to amber liquid with an extremely foul and persistent odor
Classification Code: Hormone Antagonists; Hormones, Hormone Substitutes, and Hormone Antagonists; Prostaglandin antagonists; Skin / Eye Irritant

3-(Methylthio)propionaldehyde Uses

 Methional (CAS NO.3268-49-3) is used as a food additive.

3-(Methylthio)propionaldehyde Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 5400mg/m3/2H (5400mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(1), Pg. 85, 1984.
mouse LD50 oral 1620mg/kg (1620mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(1), Pg. 85, 1984.
rabbit LDLo skin 2500mg/kg (2500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: EXCITEMENT
National Technical Information Service. Vol. OTS0534366,
rat LC50 inhalation 5820mg/m3/4H (5820mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(1), Pg. 85, 1984.
rat LD50 oral 700mg/kg (700mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION
National Technical Information Service. Vol. OTS0546239,

3-(Methylthio)propionaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

3-(Methylthio)propionaldehyde Safety Profile

Safety Information of Methional (CAS NO.3268-49-3):
Hazard Codes: CorrosiveC,HarmfulXn
Risk Statements: 20/22-34-36/37/38-20 
R20/22:Harmful by inhalation and if swallowed. 
R34:Causes burns. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20:Harmful by inhalation.
Safety Statements: 26-36/37/39-45-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S37/39:Wear suitable gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2785 6.1/PG 3
WGK Germany: 1
RTECS: UE2285000
F: 10-13-23
HazardClass: 6.1(b)
PackingGroup: III
Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of SOx.

3-(Methylthio)propionaldehyde Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

3-(Methylthio)propionaldehyde Specification

 Methional (CAS NO.3268-49-3), its Synonyms are 3-(Methylmercapto)propionaldehyde ; 3-(Methylthio)propanal ; 3-(Methylthio)propionaldehyde ; 3-Methylmercaptopropyl aldehyde ; Methylmercaptopropionic aldehyde ; beta-(Methylmercapto)propionaldehyde ; beta-(Methylthio)propionaldehyde ; Propanal, 3-(methylthio)- ; Propionaldehyde, 3-(methylthio)- . It is slightly soluble in water and denser than water and if contact it may slightly irritate skin, eyes and mucous membranes.

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