oxirane
methylamine
A
(2-hydroxyethyl)(methyl)amine
B
N-Methyldiethanolamine
C
2,2'-((1-hydroxypropan-2-yl)azanediyl)bis(ethan-1-ol)
Conditions | Yield |
---|---|
water at 62.84 - 71.84℃; under 7500.75 Torr; for 0.2h; Heating / reflux; | A 16.7% B 83.3% C n/a |
at 66.84 - 76.84℃; under 9000.9 Torr; for 0.116667h; Heating / reflux; | A 63.5% B 36.4% C 0.02% |
water at 61.54 - 63.34℃; under 7500.75 Torr; for 0.2h; Heating / reflux; | |
at 66.34℃; under 9000.9 Torr; for 0.116667h; Heating / reflux; |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol for 0.166667h; Heating; | 83% |
With hydrogen; Pd/C (5percent) In ethanol at 20℃; for 2h; | 67% |
With hydrazine hydrate; palladium on activated charcoal In ethanol for 2h; Heating; | 42% |
4-methyl-1-oxa-4-azaspiro<4.5>decane
A
(2-hydroxyethyl)(methyl)amine
B
1-methyl-4,5,6,7-tetrahydro-1H-indole
C
cyclohexanol
Conditions | Yield |
---|---|
With potassium hydroxide Heating; CH3ONa sa reagent; | A n/a B 72% C n/a |
Conditions | Yield |
---|---|
Stage #1: formaldehyd; ethanolamine With zinc(II) chloride In dichloromethane at 20℃; for 1h; Stage #2: With sodium tetrahydroborate In dichloromethane for 18h; | 72% |
Stage #1: formaldehyd; ethanolamine Stage #2: With sodium tetrahydroborate |
Conditions | Yield |
---|---|
With methyllithium In tetrahydrofuran for 1h; Product distribution; Ambient temperature; further reagents investigated; | 66% |
ethylene glycol
methylamine
A
N,N'-dimethylpiperazine
B
(2-hydroxyethyl)(methyl)amine
C
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; tris(triphenylphosphine)ruthenium(II) chloride at 130℃; Product distribution; Mechanism; other primary amines, other temperatures, other catalyst; | A 33% B 4% C 44% |
Conditions | Yield |
---|---|
In ethanol; water at 30 - 40℃; | 30% |
Conditions | Yield |
---|---|
With potassium hydroxide; aluminum nickel for 26.1h; | 28% |
methanol
ethanolamine
A
ethyleneimine
B
piperazine
C
1,4-diaza-bicyclo[2.2.2]octane
D
(2-hydroxyethyl)(methyl)amine
Conditions | Yield |
---|---|
With Cs-P-Si mixed-oxide at 300℃; under 750.06 Torr; Title compound not separated from byproducts; | A 37 % Chromat. B n/a C n/a D 6% |
methanol
ethanolamine
A
piperazine
B
1,4-diaza-bicyclo[2.2.2]octane
C
(2-hydroxyethyl)(methyl)amine
Conditions | Yield |
---|---|
With H-β-zeolite at 250℃; under 750.06 Torr; Title compound not separated from byproducts; | A n/a B n/a C 2% |
4,5-epoxy-3-methoxy-17-methyl-morphin-6-en-8-one
acetic anhydride
A
(2-hydroxyethyl)(methyl)amine
B
1,5-diacetoxy-4-[2-(acetyl-methyl-amino)-ethyl]-6-methoxy-phenanthrene
(+-)-thebaine
sodium acetate
acetic anhydride
A
(2-hydroxyethyl)(methyl)amine
B
3,6-Dimethoxy-4-acetoxyphenanthrene
oxirane
methylamine
A
(2-hydroxyethyl)(methyl)amine
B
N-Methyldiethanolamine
Conditions | Yield |
---|---|
unter starker Kuehlung; |
Conditions | Yield |
---|---|
With sulfuric acid |
pyridine
2-(N,N-dimethylamino)ethanol
dibenzoyl peroxide
A
(2-hydroxyethyl)(methyl)amine
B
formaldehyd
Conditions | Yield |
---|---|
With tetrahydrofuran; lithium aluminium tetrahydride |
Sarcosine ethyl ester
(2-hydroxyethyl)(methyl)amine
Conditions | Yield |
---|---|
With ethanol; nickel at 100℃; under 257428 Torr; Hydrogenation; |
methyl-carbamic acid-(2-chloro-ethyl ester)
(2-hydroxyethyl)(methyl)amine
Conditions | Yield |
---|---|
With potassium hydroxide | |
With sodium hydroxide und nachfolgendes Aufbewahren oder Erwaermen auf 90-100grad; |
2-(methyl-piperonyl-amino)-ethanol
acetic anhydride
A
(2-hydroxyethyl)(methyl)amine
B
piperonol
Conditions | Yield |
---|---|
nachfolgend Erhitzen mit alkoh. Kalilauge; |
Conditions | Yield |
---|---|
With tetrahydrofuran; lithium aluminium tetrahydride |
Conditions | Yield |
---|---|
With benzoyl chloride at 0℃; | |
With sodium acetate; acetic anhydride durch Spaltung; |
formaldehyd
ethanolamine
A
(2-hydroxyethyl)(methyl)amine
B
2-(N,N-dimethylamino)ethanol
Conditions | Yield |
---|---|
durch unter azeotropem Abdestillieren des gebildeten Wassers mit Benzol und Hydrierung des Reaktionsprodukts an Raney-Nickel bei 80grad/140 at; |
tertamethylammonium iodide
ethanolamine
A
(2-hydroxyethyl)(methyl)amine
B
trimethylamine
Conditions | Yield |
---|---|
at 154℃; Rate constant; |
Conditions | Yield |
---|---|
With water at 110℃; | |
In ethanol at 25℃; for 15h; |
acetic anhydride
4,5-epoxy-3-methoxy-17-methyl-morphin-7-en-6-one
A
(2-hydroxyethyl)(methyl)amine
B
4,6-diacetoxy-3-methoxy-phenanthrene
2-(4-methylphenyl)-2,3-dimethyl-1,3-oxazolidine
A
(2-hydroxyethyl)(methyl)amine
B
dimethyl sulfate
Conditions | Yield |
---|---|
With sodium hydroxide; acetic acid buffer In acetonitrile at 25℃; Rate constant; Mechanism; var. time, var. buffer, var. pH; |
ethanolamine
dimethyl sulfate
A
(2-hydroxyethyl)(methyl)amine
B
2-(N,N-dimethylamino)ethanol
Conditions | Yield |
---|---|
With calcium hydride 1.) THF, room temp., 1 h; 2.) room temp, 1 h; Yield given. Multistep reaction; | |
With lithium hydride 1.) THF, room temp., 1 h; 2.) room temp., 1 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With perchloric acid at 10.1℃; Kinetics; Thermodynamic data; ΔH(excit.); -ΔS(excit.); solvent deuterium isotope effects; different temperatures; |
Conditions | Yield |
---|---|
With perchloric acid at 10.1℃; Kinetics; Thermodynamic data; ΔH(excit.); -ΔS(excit.); different temperatures; |
(2-hydroxyethyl)(methyl)amine
1-bromo-2-(N-methylamino)ethane hydrobromide
Conditions | Yield |
---|---|
With sulfurous dibromide; N,N-dimethyl-formamide In toluene at 50℃; | 100% |
With hydrogen bromide at 4 - 123℃; | 83% |
With hydrogen bromide In water at 4℃; | 60.4% |
(2-hydroxyethyl)(methyl)amine
acrylic acid methyl ester
N-(2-hydroxy-ethyl)-N-methyl-β-alanine methyl ester
Conditions | Yield |
---|---|
for 3h; Sonication; Schlenk technique; Inert atmosphere; | 100% |
With methanol |
(2-hydroxyethyl)(methyl)amine
2-chloro-3-methyl-1-oxa-3-aza-2-phosphacyclopentane 2-oxide
Conditions | Yield |
---|---|
With triethylamine; trichlorophosphate In dichloromethane for 17h; Ambient temperature; | 100% |
With triethylamine; trichlorophosphate In chloroform at 25 - 30℃; for 0.5h; | 86% |
With triethylamine; trichlorophosphate In dichloromethane | |
With triethylamine; trichlorophosphate In diethyl ether at 0℃; for 2h; | |
With triethylamine In dichloromethane |
(2-hydroxyethyl)(methyl)amine
di-tert-butyl dicarbonate
methyl(2-hydroxyethyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Condensation; | 100% |
In dichloromethane at 20℃; for 1h; | 100% |
In tetrahydrofuran at 20℃; for 4h; | 100% |
(2-hydroxyethyl)(methyl)amine
epichlorohydrin
1-Chlor-2-hydroxy-3-(N-methyl-N-2-hydroxyethyl)-amino-propan
Conditions | Yield |
---|---|
at 40 - 70℃; | 100% |
In water at 13 - 34℃; for 1.41667h; | |
In isopropyl alcohol |
(2-hydroxyethyl)(methyl)amine
2,5-dibromopyridine
2-[(5-bromopyridin-2-yl)methylamino]ethanol
Conditions | Yield |
---|---|
at 150℃; for 18h; | 100% |
potassium fluoride on basic alumina for 0.25h; microwave irradiation; | 86% |
(2-hydroxyethyl)(methyl)amine
2-chloro-5-(5-methylfuran-2-yl)pyridine
2-{methyl[5-(5-methylfuran-2-yl)pyridin-2-yl]amino}ethanol
Conditions | Yield |
---|---|
for 24h; Heating; | 100% |
4-chloro-6-(4-methoxyphenoxy)pyrimidine
(2-hydroxyethyl)(methyl)amine
2-{[6-(4-methoxyphenoxy)pyrimidin-4-yl]methylamino}ethanol
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
In N,N-dimethyl-formamide at 80℃; Temperature; Solvent; Large scale; | 1.66 kg |
4-chloro-6-(3,4-dimethoxyphenoxy)pyrimidine
(2-hydroxyethyl)(methyl)amine
2-{[6-(3,4-dimethoxyphenoxy)pyrimidin-4-yl]methylamino}ethanol
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
4-(biphenyl-4-yloxy)-6-chloropyrimidine
(2-hydroxyethyl)(methyl)amine
2-{[6-(biphenyl-4-yloxy)pyrimidin-4-yl]methylamino}ethanol
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
(2-hydroxyethyl)(methyl)amine
4-chloro-6-(4-fluorophenoxy)pyrimidine
2-{[6-(4-fluorophenoxy)pyrimidin-4-yl]methylamino}ethanol
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
(2-hydroxyethyl)(methyl)amine
Conditions | Yield |
---|---|
In acetonitrile at 25℃; for 4h; | 100% |
(2-hydroxyethyl)(methyl)amine
Conditions | Yield |
---|---|
With N-ethylmorpholine;; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate at 20℃; for 3h; | 100% |
With N-ethylmorpholine;; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate at 20℃; for 3h; | 100% |
(2-hydroxyethyl)(methyl)amine
4-methoxy-2,6-dimethylbenzenesulfonyl chloride
N-(2-hydroxyethyl)-4-methoxy-2,6,N-trimethylbenzenesulphonamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 3h; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 15h; | 100% |
With triethylamine In dichloromethane at 20℃; for 15h; | 99% |
(2-hydroxyethyl)(methyl)amine
1-bromomethyl-4-bromobenzene
2-[(4-bromo-benzyl)-methyl-amino]-ethanol
Conditions | Yield |
---|---|
In 1,2-dimethoxyethane at 40℃; for 1h; | 100% |
With potassium carbonate In acetonitrile at 20℃; for 2h; |
(2-hydroxyethyl)(methyl)amine
10,11-dihydro-5H-benzo[e]pyrido[2,3-b]azepine-10-carboxylic acid ethyl ester
N-(2-hydroxyethyl)-N-methyl-10,11-dihydro-5H-benzo[e]pyrido[2,3-b]azepine-10-carboxamide
Conditions | Yield |
---|---|
at 20 - 70℃; for 120.24h; Product distribution / selectivity; | 100% |
at 20 - 70℃; for 110.25h; Product distribution / selectivity; | 100% |
(2-hydroxyethyl)(methyl)amine
2-(methylamino)ethan-1-ol hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water at 20℃; for 2h; | 100% |
With hydrogenchloride In water |
(2-hydroxyethyl)(methyl)amine
3-(bromomethyl)benzonitrile
3-{[(2-hydroxyethyl)methylamino]methyl}benzonitrile
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 0.5h; | 100% |
(2-hydroxyethyl)(methyl)amine
1-[2-[(chloromethyl)phenyl]ethyl]-3,5,7,9,11,13,15-heptacyclopentylpentacyclo[9.5.1.13,9.15,15.17,13]octasiloxane
C47H81NO13Si8
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 24h; Reflux; Inert atmosphere; | 100% |
(2-hydroxyethyl)(methyl)amine
methyl dithioacetate
2-hydroxy-N-methylethanethioamide
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; for 15h; Inert atmosphere; | 100% |
(2-hydroxyethyl)(methyl)amine
Conditions | Yield |
---|---|
Stage #1: (4-nitro-1H-pyrazol-5-yl)methanol With carbon tetrabromide; triphenylphosphine In dichloromethane at 0℃; for 1.33333h; Stage #2: (2-hydroxyethyl)(methyl)amine With N-ethyl-N,N-diisopropylamine In dichloromethane at 10℃; for 1h; | 100% |
(2-hydroxyethyl)(methyl)amine
1,9-dichloro-5-phenyldipyrromethene
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 70℃; for 57h; Inert atmosphere; | 100% |
(2-hydroxyethyl)(methyl)amine
ethyl acrylate
N-Methyl-N-(2-hydroxyethyl)-β-alanin-ethylester
Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; Michael Addition; Inert atmosphere; | 100% |
(2-hydroxyethyl)(methyl)amine
p-(chloromethyl)benzoyl chloride
4-(chloromethyl)-N-(2-hydroxyethyl)-N-methylbenzamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 10℃; for 0.166667h; Solvent; Reagent/catalyst; | 100% |
2-chloropyridine
(2-hydroxyethyl)(methyl)amine
2-(N-methyl-N-(pyridin-2-yl)amino)ethanol
Conditions | Yield |
---|---|
for 9h; Reflux; | 99% |
With triphenylmethyl sodium at 70℃; for 8h; Temperature; | 97% |
at 140℃; for 0.333333h; Sealed vessel; Neat (no solvent); | 92% |
(2-hydroxyethyl)(methyl)amine
4-(3-bromoanilino)-7-fluoropyrido[4,3-d]pyrimidine
Conditions | Yield |
---|---|
In iso-butanol at 100℃; for 48h; | 99% |
Conditions | Yield |
---|---|
In water at 20℃; for 1h; Condensation; | 99% |
(2-hydroxyethyl)(methyl)amine
4-chloro-6-methoxy-pyrimidine
2-[(6-methoxypyrimidin-4-yl)methylamino]ethanol
Conditions | Yield |
---|---|
In ethanol for 24h; Heating; | 99% |
(2-hydroxyethyl)(methyl)amine
3,4-difluoronitrobenzene
2-[2-Fluoro(methyl)-4-nitroanilino]ethanol
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 100℃; for 1.5h; | 99% |
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 0 - 20℃; for 24h; | 79% |
Chemical Name: 2-Methylaminoethanol
IUPAC NAME: 2-(methylamino)ethanol
CAS No.: 109-83-1
Molecular Formula: C3H9NO
Formula Weight: 75.11 g/mol
Structure:
The synonyms of 2-Methylaminoethanol (CAS NO.109-83-1): Methylethanolamine ; N-Methylethanolamine ; N-Methyl(b-hydroxyethyl)mine ; Methylethylolamine ; 2-(Methylamino)ethanol ; (2-Hydroxyethyl)methylamine ; (Hydroxyethyl)methylamine
Polar Surface Area: 32.26 Å2
Index of Refraction: 1.413
Molar Refractivity: 21.07 cm3
Molar Volume: 84.3 cm3
Surface Tension: 29.2 dyne/cm
Enthalpy of Vaporization: 45.68 kJ/mol
Vapour Pressure: 1.1 mmHg at 25°C
Density of 2-Methylaminoethanol (CAS NO.109-83-1): 0.935 g/mL at 25 °C
Boiling Point: 159 °C
Flash Point: 76 °C
Appearance: viscous colourless or light yellow liquid, fishy odor.
Stability: Stable under normal temperatures and pressures. but incompatible with strong oxidizing agents.Combustible.
2-Methylaminoethanol (CAS NO.109-83-1) is used as a chemical intermediate for pharmaceuticals and in textile industry.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 125mg/kg (125mg/kg) | National Technical Information Service. Vol. AD277-689, | |
mouse | LD50 | subcutaneous | 1802mg/kg (1802mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: COMA | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 225, Pg. 428, 1955. |
rabbit | LD50 | skin | 1070uL/kg (1.07mL/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | National Technical Information Service. Vol. OTS0536158, |
rat | LD50 | intraperitoneal | 1330mg/kg (1330mg/kg) | Toxicology and Applied Pharmacology. Vol. 12, Pg. 486, 1968. | |
rat | LD50 | oral | 1391mg/kg (1391mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE BEHAVIORAL: ATAXIA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Veterinary and Human Toxicology. Vol. 38, Pg. 422, 1996. |
Reported in EPA TSCA Inventory.
Hazard Codes: C
Risk Statements: 21/22-34
R21/22: Harmful in contact with skin and if swallowed.
R34: Causes burns.
Safety Statements: 26-36/37/39-45
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.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2735 8/PG 2
WGK Germany: 1
RTECS: KL6650000
HazardClass: 8
PackingGroup: III
HS Code: 29221980
Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. A corrosive irritant to skin, eyes, and mucous membranes. Flammable when exposed to heat, flame, or oxidizers. To fight fire, use alcohol foam. When heated to decomposition it emits toxic fumes such as NOx. See also AMINES and ALCOHOL, DENATURED; ALCOHOLS, C6-12; ALCOHOLS, C9-11; ALCOHOLS, C12-13, ETHOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED; ALCOHOLS, C12-16, ETHOXYLATED; ALCOHOLS, C14-15, ETHOXYLATED; ALCOHOLS, C16-18, ETHOXYLATED; ALCOHOLS, C8-10, ETHOXYLATED PROPOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED PROPOXYLATED; ALCOHOLS, N.O.S..
Storage: Store in a cool, dry place. Keep away from direct sunlight. Keep container closed when not in use.
Handling: Do not ingest or inhale. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
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