Product Name

  • Name

    3-(Methylthio)butanal

  • EINECS 240-678-7
  • CAS No. 16630-52-7
  • Density 0.963 g/cm3
  • Solubility
  • Melting Point
  • Formula C5H10OS
  • Boiling Point 174 °C at 760 mmHg
  • Molecular Weight 118.2
  • Flash Point 62.2 °C
  • Transport Information
  • Appearance COA
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 16630-52-7 (3-(Methylthio)butanal)
  • Hazard Symbols IrritantXi
  • Synonyms Butyraldehyde,3-(methylthio)- (6CI,8CI);3-(Methylthio)butyraldehyde;3-Methylsulfanylbutyraldehyde;b-(Methylthio)butyraldehyde;3-Methylthio butanal;
  • PSA 42.37000
  • LogP 1.32690

Synthetic route

crotonaldehyde
123-73-9

crotonaldehyde

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

Conditions
ConditionsYield
With propionic acid In water; toluene at 2 - 70℃; Product distribution / selectivity; Inert atmosphere;95%
With acetic acid In water; toluene at 2 - 22℃; under 39.754 Torr; Product distribution / selectivity; Inert atmosphere;
trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

methylthiol
74-93-1

methylthiol

A

3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

B

1,3-bis-methylsulfanyl-but-1-ene
99116-25-3

1,3-bis-methylsulfanyl-but-1-ene

Conditions
ConditionsYield
With hydrogenchloride; tetrachloromethane
...Expand
methylthiol
74-93-1

methylthiol

crotonaldehyde
123-73-9

crotonaldehyde

3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

Conditions
ConditionsYield
With ascaridole
With piperidine
With hydrogenchloride In tetrachloromethane
pyrrolidine
123-75-1

pyrrolidine

3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

3-(methylthio)-1-(pyrrolidin-1-yl)-1-butene
1045854-57-6

3-(methylthio)-1-(pyrrolidin-1-yl)-1-butene

Conditions
ConditionsYield
With potassium carbonate at -5℃; for 0.166667h;96%
With potassium carbonate at 4 - 20℃; Inert atmosphere;
In toluene at 3 - 26℃; under 18.0018 Torr; Product distribution / selectivity;
methyl 4-{1-[(tert-butoxycarbonyl)amino]prop-2-yn-1-yl}benzoate

methyl 4-{1-[(tert-butoxycarbonyl)amino]prop-2-yn-1-yl}benzoate

3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

tert-butyl 2-[4-(methoxycarbonyl)phenyl]-5-[2-(methylthio)propyl]-1H-pyrrole-1-carboxylate

tert-butyl 2-[4-(methoxycarbonyl)phenyl]-5-[2-(methylthio)propyl]-1H-pyrrole-1-carboxylate

Conditions
ConditionsYield
Stage #1: methyl 4-{1-[(tert-butoxycarbonyl)amino]prop-2-yn-1-yl}benzoate; 3-(methylthio)butyraldehyde With bis(norbornadiene)rhodium(l)tetrafluoroborate; 1,1-dicyclohexyl-N-(dicyclohexylphosphino)-N-methylphosphinamine In acetone at 20℃; for 4h; Inert atmosphere;
Stage #2: With toluene-4-sulfonic acid In acetone; acetonitrile at 20℃; for 4h; Inert atmosphere;		75%
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

(4,4-dibromobutan-2-yl)(methyl)sulfane

(4,4-dibromobutan-2-yl)(methyl)sulfane

Conditions
ConditionsYield
With triphenyl phosphite; bromine; triethylamine In dichloromethane at -78 - 20℃; Schlenk technique; Inert atmosphere;41%
methyl (2E)-3-methoxy-2-propenoate
5788-17-0

methyl (2E)-3-methoxy-2-propenoate

3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

4-methoxy-5-(2-methyl-sulfanyl-propyl)-5H-furan-2-one
852530-60-0

4-methoxy-5-(2-methyl-sulfanyl-propyl)-5H-furan-2-one

Conditions
ConditionsYield
Stage #1: methyl (2E)-3-methoxy-2-propenoate With lithium diisopropyl amide In tetrahydrofuran at -100 - -95℃; for 0.1h;
Stage #2: 3-(methylthio)butyraldehyde In tetrahydrofuran at -100 - -78℃; for 1.53333h;		30%
formaldehyd
50-00-0

formaldehyd

3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

2-(hydroxymethyl)-2-(1-(methylthio)ethyl)propane-1,3-diol

2-(hydroxymethyl)-2-(1-(methylthio)ethyl)propane-1,3-diol

Conditions
ConditionsYield
Stage #1: formaldehyd With sodium hydroxide In acetonitrile at 60℃; for 0.333333h; Cannizzaro Reaction;
Stage #2: 3-(methylthio)butyraldehyde In acetonitrile for 1h; Reflux;		28%
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

sodium cyanide
143-33-9

sodium cyanide

5-(2-methylsulfanyl-propyl)-imidazolidine-2,4-dione
858206-51-6

5-(2-methylsulfanyl-propyl)-imidazolidine-2,4-dione

Conditions
ConditionsYield
With ammonium carbonate
pyrrolidine
123-75-1

pyrrolidine

3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

1-((E)-3-methylthiobut-1-enyl)pyrrolidine

1-((E)-3-methylthiobut-1-enyl)pyrrolidine

Conditions
ConditionsYield
With potassium carbonate at 10 - 20℃;
With potassium carbonate at 4 - 20℃;
With potassium carbonate at 4 - 20℃;
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

dimethyl amine
124-40-3

dimethyl amine

N,N-dimethyl-(3-methylthiobut-1-enyl)amine

N,N-dimethyl-(3-methylthiobut-1-enyl)amine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 1.5h;
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

4-methyl-D,L-methionine
16820-66-9

4-methyl-D,L-methionine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 4>2CO3
2: Hydrolysis
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

2-amino-4-methanesulfinyl-valeric acid

2-amino-4-methanesulfinyl-valeric acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 4>2CO3
2: Hydrolysis
3: H2O2
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

2-amino-4-(imino-methyl-oxo-λ6-sulfanyl)-valeric acid
70056-02-9

2-amino-4-(imino-methyl-oxo-λ6-sulfanyl)-valeric acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 4>2CO3
2: Hydrolysis
3: H2O2
4: HN3
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

2-amino-4-methanesulfonyl-valeric acid

2-amino-4-methanesulfonyl-valeric acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 4>2CO3
2: Hydrolysis
3: H2O2
4: H2O2
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

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

1-Phenyl-2-propyn-1-ol

C14H16OS
1360610-97-4

C14H16OS

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bis(norbornadiene)rhodium(l)tetrafluoroborate; 1,2-bis-(diphenylphosphino)ethane / 1,2-dichloro-ethane / 1 h / 65 °C / Inert atmosphere
2: toluene-4-sulfonic acid / 1,2-dichloro-ethane / 2 h / 20 °C / Inert atmosphere
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

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

1-Phenyl-2-propyn-1-ol

C14H18O2S

C14H18O2S

Conditions
ConditionsYield
With bis(norbornadiene)rhodium(l)tetrafluoroborate; 1,2-bis-(diphenylphosphino)ethane In 1,2-dichloro-ethane at 65℃; for 1h; Inert atmosphere;
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

1-triphenylphosphoranylidene-2-propanone
1439-36-7

1-triphenylphosphoranylidene-2-propanone

(E)-6-methylsulfanylhept-3-en-2-one
1615212-09-3

(E)-6-methylsulfanylhept-3-en-2-one

Conditions
ConditionsYield
In dichloromethane for 7h; Reflux;5.409 g
In dichloromethane for 7h; Reflux;5.409 g
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

ethyl 2-(2-methylsulfanylpropyl)-4,6-dioxocyclohexanecarboxylate
1615212-10-6

ethyl 2-(2-methylsulfanylpropyl)-4,6-dioxocyclohexanecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dichloromethane / 7 h / Reflux
2.1: sodium / ethanol / 1.33 h / 20 °C / Inert atmosphere; Cooling with ice
2.2: 20 °C / Inert atmosphere; Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: dichloromethane / 7 h / Reflux
2.1: sodium; ethanol / 1.33 h / 20 °C / Cooling with ice; Inert atmosphere
2.2: 4 h / 20 °C / Cooling with ice
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

5-(2-methylsulfanylpropyl)cyclohexane-1,3-dione
108463-70-3

5-(2-methylsulfanylpropyl)cyclohexane-1,3-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dichloromethane / 7 h / Reflux
2.1: sodium / ethanol / 1.33 h / 20 °C / Inert atmosphere; Cooling with ice
2.2: 20 °C / Inert atmosphere; Cooling with ice
3.1: hydrogenchloride / water / 6 h / Heating
View Scheme
Multi-step reaction with 3 steps
1.1: dichloromethane / 7 h / Reflux
2.1: sodium; ethanol / 1.33 h / 20 °C / Cooling with ice; Inert atmosphere
2.2: 4 h / 20 °C / Cooling with ice
3.1: hydrogenchloride / water / 6 h / Heating
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

sulfoxaflor
946578-00-3

sulfoxaflor

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate / toluene / 5 h / 10 - 20 °C / Inert atmosphere
2: acetonitrile / 15 - 20 °C / Inert atmosphere
3: ammonium acetate / acetonitrile / 0.5 h / 80 °C / Inert atmosphere
4: [bis(acetoxy)iodo]benzene / acetonitrile / 2.17 h / 10 - 30 °C
5: sodium permanganate / water; dichloromethane / 1.92 h / 13 - 20 °C
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

1,1,1-trifluoro-6-(methylthio)-5-(pyrrolidine-1-ylmethylene)hept-3-en-2-one
1380070-36-9

1,1,1-trifluoro-6-(methylthio)-5-(pyrrolidine-1-ylmethylene)hept-3-en-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / toluene / 5 h / 10 - 20 °C / Inert atmosphere
2: acetonitrile / 15 - 20 °C / Inert atmosphere
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

(1-{6-[trifluoromethyl]pyridin-3-yl}ethyl)-(methyl)-λ4-sulfanylidenecyanamide
1049684-75-4, 1049684-74-3, 1046119-63-4

(1-{6-[trifluoromethyl]pyridin-3-yl}ethyl)-(methyl)-λ4-sulfanylidenecyanamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium carbonate / toluene / 5 h / 10 - 20 °C / Inert atmosphere
2: acetonitrile / 15 - 20 °C / Inert atmosphere
3: ammonium acetate / acetonitrile / 0.5 h / 80 °C / Inert atmosphere
4: [bis(acetoxy)iodo]benzene / acetonitrile / 2.17 h / 10 - 30 °C
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

(±)5-(1-(methylthio)ethyl)-2-trifluoromethyl pyridine

(±)5-(1-(methylthio)ethyl)-2-trifluoromethyl pyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / toluene / 5 h / 10 - 20 °C / Inert atmosphere
2: acetonitrile / 15 - 20 °C / Inert atmosphere
3: ammonium acetate / acetonitrile / 0.5 h / 80 °C / Inert atmosphere
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

C20H29NO5S

C20H29NO5S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: formic acid / water; methanol / 20 h / 20 °C / Inert atmosphere
2: C46H34I4O6; potassium fluoride / o-xylene / 24 h / 25 °C / Inert atmosphere
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

C20H29NO5S

C20H29NO5S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: formic acid / water; methanol / 20 h / 20 °C / Inert atmosphere
2: Tetraethylene glycol; potassium fluoride / o-xylene / 24 h / 25 °C / Inert atmosphere
View Scheme
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

tert-Butyl N-hydroxycarbamate
36016-38-3

tert-Butyl N-hydroxycarbamate

sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

C16H25NO5S2

C16H25NO5S2

Conditions
ConditionsYield
With formic acid In methanol; water at 20℃; for 20h; Inert atmosphere;
...Expand
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

C20H21F4N3O

C20H21F4N3O

1-benzyl-3-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(1-(3-(methylthio)butyl)piperidin-4-yl)urea

1-benzyl-3-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(1-(3-(methylthio)butyl)piperidin-4-yl)urea

Conditions
ConditionsYield
With phenylsilane; dibutyltin chloride In tetrahydrofuran at 20℃; for 16h;
3-(methylthio)butyraldehyde
16630-52-7

3-(methylthio)butyraldehyde

(3-(methylthio)butane-1,1-diyl)bis(dimethyl(phenyl)silane)

(3-(methylthio)butane-1,1-diyl)bis(dimethyl(phenyl)silane)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triphenyl phosphite; bromine; triethylamine / dichloromethane / -78 - 20 °C / Schlenk technique; Inert atmosphere
2: copper(I) bromide dimethylsulfide complex; 4,4'-di-tert-butyl-2,2'-bipyridine; lithium tert-butoxide / tetrahydrofuran; dimethyl sulfoxide / 0 - 20 °C / Schlenk technique; Inert atmosphere
View Scheme

3-(Methylthio)butanal Chemical Properties

Molecular Structure of 3-(Methylthio)butanal (CAS NO.16630-52-7):

IUPAC Name: 3-Methylsulfanylbutanal
Canonical SMILES: CC(CC=O)SC
InChI: InChI=1S/C5H10OS/c1-5(7-2)3-4-6/h4-5H,3H2,1-2H3
InChIKey: NCBDFIPMWRKPDU-UHFFFAOYSA-N
Molecular Formula: C5H10OS
Molar mass: 118.1973 g/mol
EINECS: 240-678-7
Density: 0.963 g/cm3
vapor density: 4.1 (vs air)
Sensitive: Air Sensitive
Flash Point: 62.2 °C
Index of Refraction: 1.455
Boiling Point: 174 °C at 760 mmHg
Vapour Pressure: 1.23 mmHg at 25 °C
Appearance: Colorless to pale yellow liquid
Product Categories: sulfide Flavor; Alphabetical Listings; Flavors and Fragrances; M-N

3-(Methylthio)butanal Uses

 3-(Methylthio)butanal (CAS NO.16630-52-7) is used for the production of seasonings.

3-(Methylthio)butanal Production

With piperidine or copper acetate as catalyst, 3-(Methylthio)butanal(16630-52-7) can be formed from methyl mercaptan reacting in the crotonaldehyde which has been in pre-cooling to -20 ℃ .

3-(Methylthio)butanal Safety Profile

Safety Information of 3-(Methylthio)butanal (CAS NO.16630-52-7):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR: 1989
WGK Germany: 3

3-(Methylthio)butanal Specification

 3-(Methylthio)butanal (CAS NO.16630-52-7), its Synonyms are 3-(Methylthio)butyraldehyde ; Butanal, 3-(methylthio)- ; Butyraldehyde, 3-(methylthio)- ; beta-(Methylthio)butyraldehyde .

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