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109-83-1

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109-83-1 Usage

Chemical Properties

viscous colourless or light yellow liquid

Uses

Different sources of media describe the Uses of 109-83-1 differently. You can refer to the following data:
1. Textile chemicals, pharmaceuticals.
2. 2-(Methylamino)ethanol is used as an intermediate in synthetic chemistry. It finds application in various fields such as textile lubricants, polishes, detergents and in personal care products. It is also involved in electrostatic automotive coatings and in acid gas scrubbing. Further, it serves as an intermediate in polymers and pharmaceuticals. In addition to this, it is used as a solvent in the natural gas-processing industry.

Definition

ChEBI: An ethanolamine compound having an N-methyl substituent.

Production Methods

Monomethylethanolamine is manufactured by reacting ethylene oxide and methylamine with external cooling.

General Description

A clear colorless liquid. Flash point 165°F. Less dense than water and soluble in water. Vapors are heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.

Air & Water Reactions

Soluble in water.

Reactivity Profile

2-Methylaminoethanol is an aminoalcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. 2-Methylaminoethanol may react with oxidizing materials.

Health Hazard

Exposure can cause irritation of eyes, nose and throat.

Safety Profile

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 ALCOHOLS.

Check Digit Verification of cas no

The CAS Registry Mumber 109-83-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 109-83:
(5*1)+(4*0)+(3*9)+(2*8)+(1*3)=51
51 % 10 = 1
So 109-83-1 is a valid CAS Registry Number.
InChI:InChI=1/C3H9NO/c1-4-2-3-5/h4-5H,2-3H2,1H3/p+1

109-83-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (B23180)  2-(Methylamino)ethanol, 99%   

  • 109-83-1

  • 100ml

  • 242.0CNY

  • Detail
  • Alfa Aesar

  • (B23180)  2-(Methylamino)ethanol, 99%   

  • 109-83-1

  • 500ml

  • 505.0CNY

  • Detail
  • Aldrich

  • (471445)  2-(Methylamino)ethanol  ≥98%

  • 109-83-1

  • 471445-25ML

  • 245.70CNY

  • Detail
  • Aldrich

  • (471445)  2-(Methylamino)ethanol  ≥98%

  • 109-83-1

  • 471445-250ML

  • 355.68CNY

  • Detail
  • Aldrich

  • (471445)  2-(Methylamino)ethanol  ≥98%

  • 109-83-1

  • 471445-2L

  • 910.26CNY

  • Detail

109-83-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N-methylethanolamine

1.2 Other means of identification

Product number -
Other names Ethanol, 2-(methylamino)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. CBI,Intermediates,Paint additives and coating additives not described by other categories,Photosensitive chemicals,Processing aids, not otherwise listed,Solvents (which become part of product formulation or mixture)
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:109-83-1 SDS

109-83-1Synthetic route

oxirane
75-21-8

oxirane

methylamine
74-89-5

methylamine

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

C

2,2'-((1-hydroxypropan-2-yl)azanediyl)bis(ethan-1-ol)
68998-54-9

2,2'-((1-hydroxypropan-2-yl)azanediyl)bis(ethan-1-ol)

Conditions
ConditionsYield
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;
2-(N-benzyl-N-methyl)amino-1-ethanol
101-98-4

2-(N-benzyl-N-methyl)amino-1-ethanol

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
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
39931-24-3

4-methyl-1-oxa-4-azaspiro<4.5>decane

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

1-methyl-4,5,6,7-tetrahydro-1H-indole
51265-33-9

1-methyl-4,5,6,7-tetrahydro-1H-indole

C

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With potassium hydroxide Heating; CH3ONa sa reagent;A n/a
B 72%
C n/a
formaldehyd
50-00-0

formaldehyd

ethanolamine
141-43-5

ethanolamine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
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
ethanolamine
141-43-5

ethanolamine

dimethyl sulfate
77-78-1

dimethyl sulfate

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With methyllithium In tetrahydrofuran for 1h; Product distribution; Ambient temperature; further reagents investigated;66%
ethylene glycol
107-21-1

ethylene glycol

methylamine
74-89-5

methylamine

A

N,N'-dimethylpiperazine
106-58-1

N,N'-dimethylpiperazine

B

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

C

N,N`-dimethylethylenediamine
110-70-3

N,N`-dimethylethylenediamine

Conditions
ConditionsYield
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%
oxirane
75-21-8

oxirane

methylamine
74-89-5

methylamine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
In ethanol; water at 30 - 40℃;30%
oxazol
288-42-6

oxazol

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With potassium hydroxide; aluminum nickel for 26.1h;28%
methanol
67-56-1

methanol

ethanolamine
141-43-5

ethanolamine

A

ethyleneimine
151-56-4

ethyleneimine

B

piperazine
110-85-0

piperazine

C

1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

D

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
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
67-56-1

methanol

ethanolamine
141-43-5

ethanolamine

A

piperazine
110-85-0

piperazine

B

1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

C

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
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
94713-16-3

4,5-epoxy-3-methoxy-17-methyl-morphin-6-en-8-one

acetic anhydride
108-24-7

acetic anhydride

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

1,5-diacetoxy-4-[2-(acetyl-methyl-amino)-ethyl]-6-methoxy-phenanthrene
7463-47-0

1,5-diacetoxy-4-[2-(acetyl-methyl-amino)-ethyl]-6-methoxy-phenanthrene

sodium acetate
127-09-3

sodium acetate

acetic anhydride
108-24-7

acetic anhydride

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

3,6-Dimethoxy-4-acetoxyphenanthrene
47192-97-2

3,6-Dimethoxy-4-acetoxyphenanthrene

oxirane
75-21-8

oxirane

methylamine
74-89-5

methylamine

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
unter starker Kuehlung;
N-methylaziridine
1072-44-2

N-methylaziridine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With sulfuric acid
pyridine
110-86-1

pyridine

2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

formaldehyd
50-00-0

formaldehyd

sarcosine
107-97-1

sarcosine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With tetrahydrofuran; lithium aluminium tetrahydride
Sarcosine ethyl ester
13200-60-7

Sarcosine ethyl ester

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With ethanol; nickel at 100℃; under 257428 Torr; Hydrogenation;
methyl-carbamic acid-(2-chloro-ethyl ester)
22074-92-6

methyl-carbamic acid-(2-chloro-ethyl ester)

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With potassium hydroxide
With sodium hydroxide und nachfolgendes Aufbewahren oder Erwaermen auf 90-100grad;
2-(methyl-piperonyl-amino)-ethanol
91247-76-6

2-(methyl-piperonyl-amino)-ethanol

acetic anhydride
108-24-7

acetic anhydride

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

piperonol
495-76-1

piperonol

Conditions
ConditionsYield
nachfolgend Erhitzen mit alkoh. Kalilauge;
ethyl 2-(benzyloxycarbonylamino)ethanoate
1145-81-9

ethyl 2-(benzyloxycarbonylamino)ethanoate

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With tetrahydrofuran; lithium aluminium tetrahydride
thebaine
115-37-7

thebaine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With benzoyl chloride at 0℃;
With sodium acetate; acetic anhydride durch Spaltung;
formaldehyd
50-00-0

formaldehyd

ethanolamine
141-43-5

ethanolamine

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

Conditions
ConditionsYield
durch unter azeotropem Abdestillieren des gebildeten Wassers mit Benzol und Hydrierung des Reaktionsprodukts an Raney-Nickel bei 80grad/140 at;
tertamethylammonium iodide
75-58-1

tertamethylammonium iodide

ethanolamine
141-43-5

ethanolamine

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 154℃; Rate constant;
methylamine
74-89-5

methylamine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With water at 110℃;
In ethanol at 25℃; for 15h;
acetic anhydride
108-24-7

acetic anhydride

4,5-epoxy-3-methoxy-17-methyl-morphin-7-en-6-one
467-13-0, 65494-91-9, 105815-00-7

4,5-epoxy-3-methoxy-17-methyl-morphin-7-en-6-one

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

4,6-diacetoxy-3-methoxy-phenanthrene
16654-23-2

4,6-diacetoxy-3-methoxy-phenanthrene

2-(4-methylphenyl)-2,3-dimethyl-1,3-oxazolidine
78456-50-5

2-(4-methylphenyl)-2,3-dimethyl-1,3-oxazolidine

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sodium hydroxide; acetic acid buffer In acetonitrile at 25℃; Rate constant; Mechanism; var. time, var. buffer, var. pH;
ethanolamine
141-43-5

ethanolamine

dimethyl sulfate
77-78-1

dimethyl sulfate

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

Conditions
ConditionsYield
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;
(2-Hydroxy-ethyl)-methyl-prop-(E)-ylidene-ammonium; perchlorate

(2-Hydroxy-ethyl)-methyl-prop-(E)-ylidene-ammonium; perchlorate

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

propionaldehyde
123-38-6

propionaldehyde

Conditions
ConditionsYield
With perchloric acid at 10.1℃; Kinetics; Thermodynamic data; ΔH(excit.); -ΔS(excit.); solvent deuterium isotope effects; different temperatures;
Eth-(E)-ylidene-(2-hydroxy-ethyl)-methyl-ammonium; perchlorate

Eth-(E)-ylidene-(2-hydroxy-ethyl)-methyl-ammonium; perchlorate

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With perchloric acid at 10.1℃; Kinetics; Thermodynamic data; ΔH(excit.); -ΔS(excit.); different temperatures;
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

1-bromo-2-(N-methylamino)ethane hydrobromide
40052-63-9

1-bromo-2-(N-methylamino)ethane hydrobromide

Conditions
ConditionsYield
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
109-83-1

(2-hydroxyethyl)(methyl)amine

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

N-(2-hydroxy-ethyl)-N-methyl-β-alanine methyl ester
20517-44-6

N-(2-hydroxy-ethyl)-N-methyl-β-alanine methyl ester

Conditions
ConditionsYield
for 3h; Sonication; Schlenk technique; Inert atmosphere;100%
With methanol
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-chloro-3-methyl-1-oxa-3-aza-2-phosphacyclopentane 2-oxide
66046-61-5

2-chloro-3-methyl-1-oxa-3-aza-2-phosphacyclopentane 2-oxide

Conditions
ConditionsYield
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
109-83-1

(2-hydroxyethyl)(methyl)amine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl(2-hydroxyethyl)carbamic acid tert-butyl ester
57561-39-4

methyl(2-hydroxyethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
In acetonitrile at 20℃; Condensation;100%
In dichloromethane at 20℃; for 1h;100%
In tetrahydrofuran at 20℃; for 4h;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

epichlorohydrin
106-89-8

epichlorohydrin

1-Chlor-2-hydroxy-3-(N-methyl-N-2-hydroxyethyl)-amino-propan
63125-83-7

1-Chlor-2-hydroxy-3-(N-methyl-N-2-hydroxyethyl)-amino-propan

Conditions
ConditionsYield
at 40 - 70℃;100%
In water at 13 - 34℃; for 1.41667h;
In isopropyl alcohol
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

2-[(5-bromopyridin-2-yl)methylamino]ethanol
149806-47-3

2-[(5-bromopyridin-2-yl)methylamino]ethanol

Conditions
ConditionsYield
at 150℃; for 18h;100%
potassium fluoride on basic alumina for 0.25h; microwave irradiation;86%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-chloro-5-(5-methylfuran-2-yl)pyridine
718639-02-2

2-chloro-5-(5-methylfuran-2-yl)pyridine

2-{methyl[5-(5-methylfuran-2-yl)pyridin-2-yl]amino}ethanol
718639-13-5

2-{methyl[5-(5-methylfuran-2-yl)pyridin-2-yl]amino}ethanol

Conditions
ConditionsYield
for 24h; Heating;100%
4-chloro-6-(4-methoxyphenoxy)pyrimidine
607723-54-6

4-chloro-6-(4-methoxyphenoxy)pyrimidine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-{[6-(4-methoxyphenoxy)pyrimidin-4-yl]methylamino}ethanol
607723-69-3

2-{[6-(4-methoxyphenoxy)pyrimidin-4-yl]methylamino}ethanol

Conditions
ConditionsYield
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
869639-13-4

4-chloro-6-(3,4-dimethoxyphenoxy)pyrimidine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-{[6-(3,4-dimethoxyphenoxy)pyrimidin-4-yl]methylamino}ethanol
869639-16-7

2-{[6-(3,4-dimethoxyphenoxy)pyrimidin-4-yl]methylamino}ethanol

Conditions
ConditionsYield
In ethanol Heating;100%
4-(biphenyl-4-yloxy)-6-chloropyrimidine
607723-59-1

4-(biphenyl-4-yloxy)-6-chloropyrimidine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-{[6-(biphenyl-4-yloxy)pyrimidin-4-yl]methylamino}ethanol
607723-75-1

2-{[6-(biphenyl-4-yloxy)pyrimidin-4-yl]methylamino}ethanol

Conditions
ConditionsYield
In ethanol Heating;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

4-chloro-6-(4-fluorophenoxy)pyrimidine
124041-01-6

4-chloro-6-(4-fluorophenoxy)pyrimidine

2-{[6-(4-fluorophenoxy)pyrimidin-4-yl]methylamino}ethanol
607723-67-1

2-{[6-(4-fluorophenoxy)pyrimidin-4-yl]methylamino}ethanol

Conditions
ConditionsYield
In ethanol Heating;100%
4,8-di-tert-butyl-2,10-dimethyl-6-propa-1,2-dienyl-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-oxide

4,8-di-tert-butyl-2,10-dimethyl-6-propa-1,2-dienyl-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-oxide

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-{[2-(4,8-di-tert-butyl-2,10-dimethyl-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-1-methyl-vinyl]-methyl-amino}-ethanol

2-{[2-(4,8-di-tert-butyl-2,10-dimethyl-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-1-methyl-vinyl]-methyl-amino}-ethanol

Conditions
ConditionsYield
In acetonitrile at 25℃; for 4h;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

trans-{4-[2-(tert-butoxycarbonyl-methyl-amino)-ethyl]-cyclohexyl}-acetic acid

trans-{4-[2-(tert-butoxycarbonyl-methyl-amino)-ethyl]-cyclohexyl}-acetic acid

trans [2-(4-{[(2-hydroxy-ethyl)-methyl-carbamoyl]-methyl}-cyclohexyl)-ethyl]-methyl-carbamic acid tert-butyl ester

trans [2-(4-{[(2-hydroxy-ethyl)-methyl-carbamoyl]-methyl}-cyclohexyl)-ethyl]-methyl-carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
109-83-1

(2-hydroxyethyl)(methyl)amine

4-methoxy-2,6-dimethylbenzenesulfonyl chloride
55661-08-0

4-methoxy-2,6-dimethylbenzenesulfonyl chloride

N-(2-hydroxyethyl)-4-methoxy-2,6,N-trimethylbenzenesulphonamide
766558-31-0

N-(2-hydroxyethyl)-4-methoxy-2,6,N-trimethylbenzenesulphonamide

Conditions
ConditionsYield
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
109-83-1

(2-hydroxyethyl)(methyl)amine

1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

2-[(4-bromo-benzyl)-methyl-amino]-ethanol
918642-06-5

2-[(4-bromo-benzyl)-methyl-amino]-ethanol

Conditions
ConditionsYield
In 1,2-dimethoxyethane at 40℃; for 1h;100%
With potassium carbonate In acetonitrile at 20℃; for 2h;
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

10,11-dihydro-5H-benzo[e]pyrido[2,3-b]azepine-10-carboxylic acid ethyl ester
1071504-75-0, 1071504-73-8, 1071504-74-9

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
1071504-81-8

N-(2-hydroxyethyl)-N-methyl-10,11-dihydro-5H-benzo[e]pyrido[2,3-b]azepine-10-carboxamide

Conditions
ConditionsYield
at 20 - 70℃; for 120.24h; Product distribution / selectivity;100%
at 20 - 70℃; for 110.25h; Product distribution / selectivity;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-(methylamino)ethan-1-ol hydrochloride
62640-03-3

2-(methylamino)ethan-1-ol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 2h;100%
With hydrogenchloride In water
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

3-(bromomethyl)benzonitrile
28188-41-2

3-(bromomethyl)benzonitrile

3-{[(2-hydroxyethyl)methylamino]methyl}benzonitrile
1141474-62-5

3-{[(2-hydroxyethyl)methylamino]methyl}benzonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 0.5h;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(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
1023524-14-2

1-[2-[(chloromethyl)phenyl]ethyl]-3,5,7,9,11,13,15-heptacyclopentylpentacyclo[9.5.1.13,9.15,15.17,13]octasiloxane

C47H81NO13Si8
1234502-87-4

C47H81NO13Si8

Conditions
ConditionsYield
With pyridine In dichloromethane for 24h; Reflux; Inert atmosphere;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

methyl dithioacetate
2168-84-5

methyl dithioacetate

2-hydroxy-N-methylethanethioamide
69394-45-2

2-hydroxy-N-methylethanethioamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 15h; Inert atmosphere;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

(4-nitro-1H-pyrazol-5-yl)methanol

(4-nitro-1H-pyrazol-5-yl)methanol

2-(methyl((4-nitro-1H-pyrazol-5-yl)methyl)amino)ethanol

2-(methyl((4-nitro-1H-pyrazol-5-yl)methyl)amino)ethanol

Conditions
ConditionsYield
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
109-83-1

(2-hydroxyethyl)(methyl)amine

1,9-dichloro-5-phenyldipyrromethene
1394285-00-7

1,9-dichloro-5-phenyldipyrromethene

9-chloro-1-((N-2-hydroxyethyl-N-methyl)amino)-5-phenyldipyrrin

9-chloro-1-((N-2-hydroxyethyl-N-methyl)amino)-5-phenyldipyrrin

Conditions
ConditionsYield
With triethylamine In acetonitrile at 70℃; for 57h; Inert atmosphere;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

ethyl acrylate
140-88-5

ethyl acrylate

N-Methyl-N-(2-hydroxyethyl)-β-alanin-ethylester
10494-78-7

N-Methyl-N-(2-hydroxyethyl)-β-alanin-ethylester

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Michael Addition; Inert atmosphere;100%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

p-(chloromethyl)benzoyl chloride
876-08-4

p-(chloromethyl)benzoyl chloride

4-(chloromethyl)-N-(2-hydroxyethyl)-N-methylbenzamide
1182906-72-4

4-(chloromethyl)-N-(2-hydroxyethyl)-N-methylbenzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 10℃; for 0.166667h; Solvent; Reagent/catalyst;100%
2-chloropyridine
109-09-1

2-chloropyridine

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-(N-methyl-N-(pyridin-2-yl)amino)ethanol
122321-04-4

2-(N-methyl-N-(pyridin-2-yl)amino)ethanol

Conditions
ConditionsYield
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
109-83-1

(2-hydroxyethyl)(methyl)amine

4-(3-bromoanilino)-7-fluoropyrido[4,3-d]pyrimidine
171178-25-9

4-(3-bromoanilino)-7-fluoropyrido[4,3-d]pyrimidine

2-{[4-(3-Bromo-phenylamino)-pyrido[4,3-d]pyrimidin-7-yl]-methyl-amino}-ethanol

2-{[4-(3-Bromo-phenylamino)-pyrido[4,3-d]pyrimidin-7-yl]-methyl-amino}-ethanol

Conditions
ConditionsYield
In iso-butanol at 100℃; for 48h;99%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

tris(hydroxymethyl)phosphine
2767-80-8

tris(hydroxymethyl)phosphine

tris(N-2-hydroxyethyl-N-methylaminomethyl)phosphine

tris(N-2-hydroxyethyl-N-methylaminomethyl)phosphine

Conditions
ConditionsYield
In water at 20℃; for 1h; Condensation;99%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

4-chloro-6-methoxy-pyrimidine
26452-81-3

4-chloro-6-methoxy-pyrimidine

2-[(6-methoxypyrimidin-4-yl)methylamino]ethanol
869639-14-5

2-[(6-methoxypyrimidin-4-yl)methylamino]ethanol

Conditions
ConditionsYield
In ethanol for 24h; Heating;99%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

2-[2-Fluoro(methyl)-4-nitroanilino]ethanol
677727-07-0

2-[2-Fluoro(methyl)-4-nitroanilino]ethanol

Conditions
ConditionsYield
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%

109-83-1Related news

Hydrogen bonding and conformational equilibrium of 2-Methylaminoethanol (cas 109-83-1) by microwave spectroscopy08/20/2019

From its microwave spectrum, 2-methylaminoethanol is found to exist in two rotameric forms, each having an intramolecular hydrogen bond of the type OH⋯N and a gauche OCCN configuration. The lower energy form (GT) has rotational constants (MHz) A = 12123.35 (31), B = 2653.774 (15), and C = 2400...detailed

109-83-1Relevant articles and documents

Blount,Openshaw,Todd

, p. 286,289 (1940)

Easton,Dillard

, p. 1807,1809 (1963)

Schiff's Bases as Intermediates in the Hydrolytic Decomposition of 2-Alkyl-3-methyl-1,3-oxazolidines in Aqueous Acid

Pihlaja, Kalevi,Parkkinen, Aija,Loennberg, Harri

, p. 1223 - 1226 (1983)

The kinetics for the hydrolysis of 2-alkyl-3-methyl-1,3-oxazolidines have been examined spectrophotometrically in acidic solutions.The decomposition of the substrates to 2-methylaminoethanol and the corresponding aldehydes have been shown to proceed via stable intermediates which are kinetically and u.v.-spectroscopically very similar to the acyclic cationic Schiff's base derived from isobutyraldehyde and 2-methoxyethylmethylamine.The mechanisms for the formation and breakdown of the Schiff's base intermediate are discussed on the basis of pH-rate profiles, activation parameters, salt effects, and solvent deuterium isotope effects.

Electrochemical Reductive N-Methylation with CO2Enabled by a Molecular Catalyst

Rooney, Conor L.,Wu, Yueshen,Tao, Zixu,Wang, Hailiang

supporting information, p. 19983 - 19991 (2021/12/01)

The development of benign methylation reactions utilizing CO2 as a one-carbon building block would enable a more sustainable chemical industry. Electrochemical CO2 reduction has been extensively studied, but its application for reductive methylation reactions remains out of the scope of current electrocatalysis. Here, we report the first electrochemical reductive N-methylation reaction with CO2 and demonstrate its compatibility with amines, hydroxylamines, and hydrazine. Catalyzed by cobalt phthalocyanine molecules supported on carbon nanotubes, the N-methylation reaction proceeds in aqueous media via the chemical condensation of an electrophilic carbon intermediate, proposed to be adsorbed or near-electrode formaldehyde formed from the four-electron reduction of CO2, with nucleophilic nitrogenous reactants and subsequent reduction. By comparing various amines, we discover that the nucleophilicity of the amine reactant is a descriptor for the C-N coupling efficacy. We extend the scope of the reaction to be compatible with cheap and abundant nitro-compounds by developing a cascade reduction process in which CO2 and nitro-compounds are reduced concurrently to yield N-methylamines with high monomethylation selectivity via the overall transfer of 12 electrons and 12 protons.

Discovery of benzimidazole analogs as a novel interleukin-5 inhibitors

Boggu, Pulla Reddy,Kim, Youngsoo,Jung, Sang-Hun

, (2019/08/12)

A series of novel hydroxyethylaminomethylbenzimidazole analogs 5a-y were synthesized and evaluated for their IL-5 inhibitory activity using pro-B Y16 cell line. Among them, 2-(((4-(cyclohexylmethoxy)-1H-benzo[d]imidazol-2-yl)methyl)amino)butan-1-ol (5e, 94.3% inhibition at 30 μM, IC50 = 3.5 μM, cLogP = 4.132) and 3-cyclohexyl-2-(((4-(cyclohexylmethoxy)-1H-benzo[d]imidazol-2-yl)methyl)amino) propan-1-ol (5k, 94.7% inhibition at 30 μM, IC50 = 5.0 μM, cLogP = 6.253) showed the most potent inhibitory activity. The essential feature of SAR (Fig. 5) indicated that the chromenone ring can be replaced by a benzimidazole ring to maintain the inhibitory activity. In addition, the hydroxyethylaminomethyl group was suitable for the IL-5 inhibitory activity. Moreover, the hydrophobic substituents on carbon play an important role in the IL-5 inhibitory activity of these analogs. However, N-substituted analogs did not improve inhibitory activity. In addition, MTT assay of 5e and 5k with normal B lymphoblasts revealed that they had no significant effects on cell viability.

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