Conditions | Yield |
---|---|
With [μN,κP,κC,κN-{2-(i-Pr2PO),6-(CH2NBn)-(C6H3)}Ni]2 In benzene at 50℃; for 1h; | 100% |
With 1-Methylpyrrolidine; barium(II) hydroxide In methanol at 25℃; for 7h; | 98% |
86% |
Conditions | Yield |
---|---|
In methanol; water at 45℃; for 3h; Temperature; | 93% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 9 - 11℃; for 1h; Etherification; | 83% |
methanol
acrylonitrile
A
2-cyanoethylamine
B
3-Methoxypropionitrile
C
propiononitrile
Conditions | Yield |
---|---|
With ammonia; hydrogen; chromium; cobalt; iron; nickel at 100℃; under 60004.8 Torr; | A 65% B 20% C 15% |
diazomethane
3-Hydroxypropionitrile
3-Methoxypropionitrile
(3-methoxypropyl)amide
3-Methoxypropionitrile
Conditions | Yield |
---|---|
With phosphorus pentoxide |
Conditions | Yield |
---|---|
at 20℃; Rate constant; | |
at 20℃; Kinetics; |
Methyl formate
3-Hydroxypropionitrile
A
3-Methoxypropionitrile
B
3-(ethoxy)propionitrile
Conditions | Yield |
---|---|
With diethyl ether; sodium ethanolate |
3-Hydroxypropionitrile
carbonic acid dimethyl ester
3-Methoxypropionitrile
Conditions | Yield |
---|---|
With sodium methylate; benzene |
Conditions | Yield |
---|---|
With sodium amalgam; water |
methanol
acrylonitrile
A
3-Methoxypropionitrile
B
3,3-dimethoxypropionitrile
Conditions | Yield |
---|---|
With carbon dioxide; oxygen; copper dichloride; palladium dichloride at 57℃; under 97507.8 Torr; for 12h; | A 10.7 % Chromat. B 87.5 % Chromat. |
3-Methoxypropionitrile
Conditions | Yield |
---|---|
Stage #1: With trimethylaluminum; ammonium chloride In toluene at 20℃; for 1.5h; Stage #2: 3-Methoxypropionitrile In toluene at 85℃; for 9h; | 98% |
3-Methoxypropionitrile
2-amino-benzenethiol
2-(2-methoxyethyl)benzo[d]thiazole
Conditions | Yield |
---|---|
With copper diacetate; triethylamine In ethanol at 70℃; for 6h; | 97% |
Conditions | Yield |
---|---|
With hydrogen at 60 - 98℃; under 1500.15 - 22502.3 Torr; for 6h; Temperature; | 95% |
With hydrogenchloride; platinum(IV) oxide; hydrogen In ethanol under 2280 Torr; for 4h; | 30% |
With ammonia; hydrogen; Rh catalyst under 51485.6 Torr; |
3-Methoxypropionitrile
3,5-bis(hydroxymethyl)benzaldehyde
(Z)-3-(3,5-Bis-hydroxymethyl-phenyl)-2-methoxymethyl-acrylonitrile
Conditions | Yield |
---|---|
With sodium methylate In methanol for 7h; Heating; | 95% |
methanol
3-Methoxypropionitrile
methyl 3-(methoxy)propionimidate hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether at 0℃; for 72h; | 92% |
With hydrogenchloride In cyclopentyl methyl ether Pinner amidine synthesis; Cooling with ice; | 91% |
With hydrogenchloride In diethyl ether at 10℃; for 72h; | 88% |
With hydrogenchloride In diethyl ether at 0℃; for 24h; | 87% |
3-Methoxypropionitrile
Cp*IrCl(η3-CH2CHCHPh)
silver trifluoromethanesulfonate
[(C5(CH3)5)Ir(η3-CH2CHCHC6H5)(NCCH2CH2OCH3)](OSO2CF3)
Conditions | Yield |
---|---|
In chloroform byproducts: AgCl; under N2; AgOSO2CF3 and CH3OCH2CH2CN were added to a CHCl3 soln. of thecomplex, the mixt. was stirred at 25°C for 1 h; the mixt. was filtered and distd. under vac., the solid was recrystd. in cold (CHCl3/(C2H5)2O); elem. anal.; | 91% |
Conditions | Yield |
---|---|
With silica-bonded N-propylsulphamic acid In neat (no solvent) at 80℃; for 2.83333h; Ritter Amidation; Green chemistry; | 91% |
Conditions | Yield |
---|---|
With silica-bonded N-propylsulphamic acid In neat (no solvent) at 80℃; for 1h; Ritter Amidation; Green chemistry; | 91% |
formaldehyd
3-Methoxypropionitrile
1,3,5-tris-(3-methoxy-propionyl)-[1,3,5]triazinane
Conditions | Yield |
---|---|
Amberlyst 15 resin In chlorobenzene at 80℃; for 6h; | 90% |
Triallylborane
3-Methoxypropionitrile
4-(2-methoxyethyl)-1,6-heptadien-4-amine
Conditions | Yield |
---|---|
Stage #1: Triallylborane; 3-Methoxypropionitrile at 110℃; for 1h; Neat (no solvent); Stage #2: With water; sodium hydroxide In methanol at 110 - 120℃; | 89% |
Stage #1: Triallylborane; 3-Methoxypropionitrile at -30 - -20℃; Inert atmosphere; Stage #2: at 100 - 140℃; Further stages; | 89% |
3-Methoxypropionitrile
Conditions | Yield |
---|---|
Stage #1: 3-Methoxypropionitrile; 4-acetoxy-1-acetyl-4-phenylazo-1,2,3,4-tetrahydroquinoline With aluminum (III) chloride In dichloromethane at -40 - 20℃; for 1.5h; Inert atmosphere; Stage #2: With hydrogenchloride In water; acetonitrile | 88% |
Conditions | Yield |
---|---|
Stage #1: C37H70N2O12 With sodium sulfate In dichloromethane for 0.5h; Stage #2: 3-Methoxypropionitrile In dichloromethane at 0 - 5℃; for 2h; Inert atmosphere; | 88% |
3-Methoxypropionitrile
sodium methylate
sodium 2-cyano-3-methoxyprop-1-en-1-olate
Conditions | Yield |
---|---|
In ethyl methyl ether; toluene at 48 - 50℃; for 28h; Temperature; Solvent; | 87% |
trans-hydridochloro-di-{1,2-bis(diphenylphosphino)ethane}iron(II)
3-Methoxypropionitrile
trans-[FeH(3-methoxypropionitrile)(dppe)2]Cl
Conditions | Yield |
---|---|
In further solvent(s) Ar-atmosphere; stirring in MeOCH2CH2CN for 2 h; solvent removal (vac.), washing (Et2O); elem. anal.; | 86.2% |
Conditions | Yield |
---|---|
In methanol; water | 85% |
trans-hydridochloro-di-{1,2-bis(diphenylphosphino)ethane}iron(II)
3-Methoxypropionitrile
sodium tetraphenyl borate
trans-[FeH(3-methoxypropionitrile)(dppe)2][BPh4]
Conditions | Yield |
---|---|
In further solvent(s) byproducts: NaCl; Ar-atmosphere; stirring Fe-complex in MeOCH2CH2CN for 4 h, addn. of NaBPh4, stirring for 1 h; filtration, solvent removal (vac.), extn. into CH2Cl2, solvent removal, washing (THF), recrystn. (CH2Cl2/hexane); elem. anal.; | 85% |
cyclopentadienyl iron(II) dicarbonyl dimer
ferrocenium(III) tetrafluoroborate
3-Methoxypropionitrile
Conditions | Yield |
---|---|
In dichloromethane byproducts: (C5H5)2Fe; addn. of soln. of excess nitrile in CH2Cl2 to soln. of (C5H5Fe(CO)2)2 and ferricenium salt in CH2Cl2 (under N2, room temp.), stirred (0.2-1.5 h, room temp., color change from deep blue to dark orange-brown); soln. filtered, pptn. by addn. of ether, ppt. filtered off, washed with ether and pentane, recrystn. from CH2Cl2/ether (1/1 to 1/3); | 82% |
3-Methoxypropionitrile
N-methyl-p-toluenesulfonyl-N-(hex-1-yn-1-yl)amine
Conditions | Yield |
---|---|
With bis(trifluoromethanesulfonyl)amide In 1,2-dichloro-ethane at 20℃; for 12h; Inert atmosphere; regioselective reaction; | 82% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol at 20℃; for 3h; Thorpe reaction; sonication; | 78% |
3-Methoxypropionitrile
3-(methoxymethyl)benzaldehyde
(Z)-2-Methoxymethyl-3-(3-methoxymethyl-phenyl)-acrylonitrile
Conditions | Yield |
---|---|
With sodium methylate In methanol for 7h; Heating; | 77.9% |
3-Methoxypropionitrile
ethyl bromoacetate
5-methoxy-3-oxopentanic acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride; Zn/Cu In tetrahydrofuran | 77.5% |
With copper; zinc In tetrahydrofuran for 0.5h; Heating; | 75% |
3-Methoxypropionitrile
2,3,4,5-Tetramethoxyphenol
Conditions | Yield |
---|---|
With sodium methylate In methanol for 15h; Heating; | 76% |
3-Methoxypropionitrile
2-amino-3,4-bis(aminocarbonyl)-5-(methylthio)pyrrole
2-[(3-Methoxy-propionimidoyl)-amino]-5-methylsulfanyl-1H-pyrrole-3,4-dicarboxylic acid diamide
Conditions | Yield |
---|---|
With hydrogenchloride for 2h; Ambient temperature; | 76% |
3-Methoxypropionitrile
bromoacetic acid methyl ester
methyl 5-methoxy-3-oxopentanoate
Conditions | Yield |
---|---|
With copper; zinc In tetrahydrofuran for 0.5h; Heating; | 76% |
ethanol
3-Methoxypropionitrile
3-methoxypropionimidic acid ethyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether for 24h; cooling; | 76% |
With hydrogenchloride at 0 - 20℃; for 12h; Inert atmosphere; | 63% |
With hydrogenchloride In toluene at 0 - 20℃; | |
With hydrogenchloride at 20℃; |
3-Methoxypropionitrile
N-methyll-N-(phenylethylnyl)methanesulfonamide
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In dichloromethane at -40℃; Inert atmosphere; Molecular sieve; Green chemistry; | 76% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol at 20℃; for 3h; Thorpe reaction; sonication; | 75% |
Product Name: 3-Methoxypropionitrile (CAS NO.110-67-8)
Molecular formula: C4H7NO
Molecular Weight: 85.1
EINECS: 203-790-7
Boiling Point: 163 °C at 760 mmHg
Flash Point: 61.1 °C
Index of Refraction: 1.387
Molar Refractivity: 22.23 cm3
Molar Volume: 94.3 cm3
Surface Tension: 29.2 dyne/cm
Density: 0.902 g/cm3
Enthalpy of Vaporization: 39.95 kJ/mol
Vapour Pressure: 2.11 mmHg at 25°C
Refractive index: n20/D 1.403(lit.)
Water Solubility: 335 g/L (20 °C)
BRN: 1739284
IUPAC Name: 3-methoxypropanenitrile
Product Categories: C1 to C5;Cyanides/Nitriles; Nitrogen Compounds
Synonyms: 2-Cyanoethyl methyl ether ; 1-Cyano-2-methoxyethane ; 2-cyanoethylmethylether ; 3-methoxy-propionitril ; 3-Methoxypropylnitrile ; 3-methoxy-propanenitril ; 3-Methoxypropanenitrile ; 3-Methoxypropannitril
3-Methoxypropionitrile (CAS NO.110-67-8) is used in organic synthesis, but also a good solvent for plastic polymers.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 2900mg/kg (2900mg/kg) | Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. Vol. 19, Pg. 225, 1969. | |
mouse | LD50 | oral | 3200mg/kg (3200mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 916, 1986. | |
rabbit | LD50 | skin | > 10mL/kg (10mL/kg) | American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969. | |
rat | LD50 | oral | 4390mg/kg (4390mg/kg) | American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969. |
Reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.
Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. Flammable liquid when exposed to heat, flame, or oxidizers. Reacts with water, steam, or acids to produce toxic and flammable vapors. To fight fire, use CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of CN−. See also NITRILES.
Safety Information of 3-Methoxypropionitrile (CAS NO.110-67-8):
The Hazard Codes: Xi
HazardClass: 3.2
The Risk Statements information:
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements information:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
RIDADR: 3276
WGK Germany: 2
RTECS: TZ4870000
PackingGroup: III
HS Code: 29269095
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