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3268-49-3

Basic Information
CAS No.: 3268-49-3
Name: 3-(Methylthio)propionaldehyde
Article Data: 50
Molecular Structure:
Molecular Structure of 3268-49-3 (3-(Methylthio)propionaldehyde)
Formula: C4H8OS
Molecular Weight: 104.173
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;
EINECS: 221-882-5
Density: 0.984 g/cm3
Melting Point: -68 °C
Boiling Point: 168.2 °C at 760 mmHg
Flash Point: 61.1 °C
Solubility: It is readily soluble in alcohol solvents such as ethanol, propylene and glycol oil. It is insoluble in water.
Appearance: colorless to amber liquid with an extremely foul and persistent odor
Hazard Symbols: HarmfulXn, CorrosiveC
Risk Codes: 20/22-34-36/37/38-20
Safety: 26-36/37/39-45-37/39
Transport Information: UN 2785 6.1/PG 3
PSA: 42.37000
LogP: 0.93840
Synthetic route
505-10-2

3-(methylthio)-1-propanol

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

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%
74-93-1

methylthiol

107-02-8

acrolein

3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With hydroquinone88.5%
87251-88-5

Fructose-methionine Amadori intermediate

A

64265-26-5

2,4-Dimethyltetrahydrofuran

B

96-54-8

N-Methylpyrrole

C

109-08-0

2-Methylpyrazine

D

1122-62-9

2-acetylpyridine

E

3268-49-3

3-(methylsulfenyl)propanal

F

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
74-93-1

methylthiol

107-02-8

acrolein

3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
at 0℃;41%
With copper diacetate
With pyridine; copper diacetate
54974-63-9

3-(methylthio)propionitrile

3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
16630-61-8

1,1-diethoxy-3-methylsulfanyl-propane

3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With hydrogenchloride; water
74-93-1

methylthiol

121-44-8

triethylamine

107-02-8

acrolein

3268-49-3

3-(methylsulfenyl)propanal

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

methylthiol

124-41-4

sodium methylate

107-02-8

acrolein

71-43-2

benzene

3268-49-3

3-(methylsulfenyl)propanal

2373-51-5

chloro-methylsulfanyl-methane

75-01-4

chloroethylene

3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With sulfuric acid
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    3-Methyl propionaldehydeCAS NO.: 3268-49-3

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Chemistry

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

Uses

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

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,

Consensus Reports

Reported in EPA TSCA Inventory.

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.

Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

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.