Conditions | Yield |
---|---|
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-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide; triphenylphosphine In dichloromethane at 20℃; for 0.0166667h; | 90% |
methylthiol
copper (I) acetate
acrolein
3-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
With hydroquinone | 88.5% |
Fructose-methionine Amadori intermediate
A
2,4-Dimethyltetrahydrofuran
B
N-Methylpyrrole
C
2-Methylpyrazine
D
2-acetylpyridine
E
3-(methylsulfenyl)propanal
F
3,4-dihydro-6-methyl-2H-pyran-2-one
Conditions | Yield |
---|---|
at 260℃; for 0.0833333h; Thermal degradation; | A n/a B n/a C n/a D n/a E 70% F n/a |
Conditions | Yield |
---|---|
at 0℃; | 41% |
With copper diacetate | |
With pyridine; copper diacetate |
3-(methylthio)propionitrile
3-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride |
1,1-diethoxy-3-methylsulfanyl-propane
3-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
With hydrogenchloride; water |
Conditions | Yield |
---|---|
reagiert analog mit Thioessigsaeure; | |
reagiert analog mit Thioessigsaeure; |
methylthiol
sodium methylate
acrolein
benzene
3-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
(+-)-2-amino-4-methylsulfanyl-butyric acid; |
methylthiol
ethene
A
Ethyl methyl sulfide
B
3-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
With di-tert-butyl peroxide at 130℃; under 2206520 Torr; | |
With di-tert-butyl peroxide at 130℃; under 2206520 Torr; |
methylthiol
ethene
di-tert-butyl peroxide
A
Ethyl methyl sulfide
B
3-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
at 130℃; under 2206520 Torr; |
Conditions | Yield |
---|---|
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
3-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
In [D3]acetonitrile for 4h; Irradiation; |
Conditions | Yield |
---|---|
With 1,4-dihydronicotinamide adenine dinucleotide; horse liver alcohol dehydrogenase In phosphate buffer at 30℃; pH=6.0; Enzyme kinetics; |
methylthiol
acrolein
B
3-(methylsulfenyl)propanal
C
5-methylsulfanyl-2-methylsulfanylmethyl-pent-2-enal
Conditions | Yield |
---|---|
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. |
Conditions | Yield |
---|---|
dimethylaminomethylpolystyrene at 0℃; for 2h; |
Conditions | Yield |
---|---|
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
A
DL-Homoserine
B
3-(methylsulfenyl)propanal
C
methionine S-oxide
Conditions | Yield |
---|---|
With water; oxygen pH=7; Mechanism; Quantum yield; γ-irradiation; | |
With water; oxygen; dinitrogen monoxide pH=7; Mechanism; Quantum yield; γ-irradiation; |
DL-methionine
A
3-methylthio-1-propanamine
B
3-(methylsulfenyl)propanal
C
methionine S-oxide
D
2-aminobutanoic acid
Conditions | Yield |
---|---|
With water; dinitrogen monoxide Mechanism; Quantum yield; γ-irradiation; |
Conditions | Yield |
---|---|
With potassium permanganate; sodium perchlorate; sodium hydroxide In water at 35℃; Kinetics; Concentration; Reagent/catalyst; Temperature; |
Conditions | Yield |
---|---|
In aq. phosphate buffer; water-d2 for 0.333333h; pH=7; |
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
[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
3-(methylsulfenyl)propanal
2-hydroxy-4-(methylthio)butyronitrile
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
[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
2-hydroxy-4-(methylthio)butyronitrile
Conditions | Yield |
---|---|
With pyridine at 45℃; | 98% |
3-(methylsulfenyl)propanal
1-methyl-3-phenylallene
(E)-4-methyl-1-(methylthio)-6-phenylhex-5-en-3-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 97% |
3-(methylsulfenyl)propanal
2-hydroxy-4-(methylthio)butyronitrile
Conditions | Yield |
---|---|
With sodium hydroxide; hydrogen isocyanide; sulfuric acid In methanol | 96.1% |
With hydrogen cyanide; dimethylaminomethylpolystyrene at 35 - 40℃; for 0.5h; |
3-(methylsulfenyl)propanal
isopropyl vinyl ketone
tert-butyl glyoxylate
tert-butyl 3,5-dimethyl-2-(3-(methylthio)propanoyloxy)-4-oxohexanoate
Conditions | Yield |
---|---|
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
ethyl 2,3-pentadienecarboxylate
ethyl (E)-4-methyl-7-(methylthio)-5-oxohept-3-enoate
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
[Rh(bis(diphenylphosphanyl)ethane)]ClO4 In acetone at 55℃; for 1h; | 95% |
3-(methylsulfenyl)propanal
tert-butylisonitrile
aniline hydrochloride
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
3-(methylsulfenyl)propanal
tert-butyl glyoxylate
tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxohexanoate
Conditions | Yield |
---|---|
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
3-(methylsulfenyl)propanal
Conditions | Yield |
---|---|
[Rh(bis(diphenylphosphanyl)ethane)]ClO4 In acetone at 55℃; for 1h; | 93% |
3-(methylsulfenyl)propanal
acetylenemagnesium bromide
5-(methylsulfanyl)pent-1-yn-3-ol
Conditions | Yield |
---|---|
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
3-(methylsulfenyl)propanal
carbon monoxide
A
N-acetyl-DL-methionine
B
1,3-bis(methylthio)propane
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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
tert-butyl glyoxylate
(E)-1-phenylpenta-1,4-dien-3-one
(E)-tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxo-6-phenylhex-5-enoate
Conditions | Yield |
---|---|
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
tert-butyl glyoxylate
methyl vinyl ketone
tert-butyl 3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxopentanoate
Conditions | Yield |
---|---|
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
C11H20
(E)-4-((3-methylbut-1-enyl)-1-methylthio)nonan-3-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 92% |
Conditions | Yield |
---|---|
With sodium acetate; magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; | 92% |
3-(methylsulfenyl)propanal
thienyl vinyl ketone
tert-butyl glyoxylate
tert-butyl-3-methyl-2-(3-(methylthio)propanoyloxy)-4-oxo-4-(thiophen-2-yl)butanoate
Conditions | Yield |
---|---|
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
3-(methylsulfenyl)propanal
(E)-1-(methylthio)undec-4-en-3-one
Conditions | Yield |
---|---|
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
3-(methylsulfenyl)propanal
2-(2-(methylthio)ethyl)-1,3-dithiane
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; | 91% |
acetamide
3-(methylsulfenyl)propanal
carbon monoxide
B
N-acetyl-DL-methionine
Conditions | Yield |
---|---|
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
phenylacetylene
(E)-5-(methylthio)-1-phenylpent-1-en-3-one
Conditions | Yield |
---|---|
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
3-(methylsulfenyl)propanal
1,2-diamino-benzene
N-cyclohexyl-3-(2-(methylthio)ethyl)quinoxaline-2-amine
Conditions | Yield |
---|---|
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide In ethanol at 20℃; for 1.3h; Ugi Condensation; | 90% |
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
Methional (CAS NO.3268-49-3) is used as a food additive.
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, |
Reported in EPA TSCA Inventory.
Safety Information of Methional (CAS NO.3268-49-3):
Hazard Codes: C,Xn
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.
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD
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.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View