Product Name

  • Name

    Diethanolmethylamine

  • EINECS 203-312-7
  • CAS No. 105-59-9
  • Article Data33
  • CAS DataBase
  • Density 1.051 g/cm3
  • Solubility miscible with water
  • Melting Point -21 °C
  • Formula C5H13NO2
  • Boiling Point 247 °C at 760 mmHg
  • Molecular Weight 119.164
  • Flash Point 126.7 °C
  • Transport Information UN 2735
  • Appearance colourless viscous liquid
  • Safety 24
  • Risk Codes 36
  • Molecular Structure Molecular Structure of 105-59-9 (Diethanolmethylamine)
  • Hazard Symbols IrritantXi
  • Synonyms Ethanol,2,2'-(methylimino)di- (6CI,8CI);2,2'-(Methylimino)bis[ethanol];2,2'-(Methylimino)diethanol;2-[(2-Hydroxyethyl)(methyl)amino]ethanol;AminoAlcohol MDA;Diethanolmethylamine;Gas Spec CS 2000;Jefftreat MS 100;MDEA;MDEA (diol);Methylbis(2-hydroxyethyl)amine;Methyldiethanolamine;Methyliminodiethanol;N,N-Bis(2-hydroxyethyl)methylamine;N,N-Di(2-hydroxyethyl)-N-methylamine;N,N-Di(2-hydroxyethyl)methylamine;N,N-Di-(2-hydroxyethyl)-methanamine;N-(2-Hydroxyethyl)-N-methylethanolamine;N-Methyl-N,N-Bis(2-hydroxyethyl)amine;N-Methyl-N,N-diethanolamine;N-Methylbis(2-hydroxyethyl)amine;N-Methyliminodiethanol;NSC 11690;NSC 49131;NSC 51500;
  • PSA 43.70000
  • LogP -1.09720

Synthetic route

formaldehyd
50-00-0

formaldehyd

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
With hydrogen In methanol at 125℃; under 10501.1 Torr; for 4h; Autoclave;92%
und Hydrierung des Reaktionspodukts an Raney-Nickel bei 85grad/175 at;
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;
formaldehyd
50-00-0

formaldehyd

formaldehyde cyano hydride

formaldehyde cyano hydride

A

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

2-(N,N-dimethylamino)ethanol

B

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
With methanol; nickel at 95 - 100℃; under 514855 Torr;
triethanolamine
102-71-6

triethanolamine

A

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

2-(N,N-dimethylamino)ethanol

B

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
With hydrogen; palladium/alumina at 290℃; for 5h; Product distribution; various temp., time, catalysts;
With hydrogen; Pt/Al2O3 at 320℃; for 5h;
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

A

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

B

3,9-dimethyl-6-oxa-3,9-diaza-undecane-1,11-diol
115188-50-6

3,9-dimethyl-6-oxa-3,9-diaza-undecane-1,11-diol

Conditions
ConditionsYield
With sodium carbonate In toluene for 48h; Heating;A 14%
B 37%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
With water at 120℃;
mechlorethamine hydrochloride
55-86-7

mechlorethamine hydrochloride

A

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

B

bis-(2-hydroxy-ethyl)-{2-[(2-hydroxy-ethyl)-methyl-amino]-ethyl}-methyl-ammonium; chloride
111068-26-9

bis-(2-hydroxy-ethyl)-{2-[(2-hydroxy-ethyl)-methyl-amino]-ethyl}-methyl-ammonium; chloride

Conditions
ConditionsYield
With sodium hydroxide; sodium carbonate In water-d2 for 24h; Title compound not separated from byproducts;
N-methyldiethanolamine phenylboronic ester
65796-77-2

N-methyldiethanolamine phenylboronic ester

A

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

B

phenylboronic acid
98-80-6

phenylboronic acid

Conditions
ConditionsYield
With water In 1,4-dioxane; water Kinetics; byproducts: (HOCH2CH2)2NMe; hydrolysis in water/dioxane mixts. of different concns.;
oxirane
75-21-8

oxirane

methylamine
74-89-5

methylamine

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

2-(oxazolidin-3-yl)ethanol
20073-50-1

2-(oxazolidin-3-yl)ethanol

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
With formic acid; water
With formic acid; water
4-(2-hydroxy-ethyl)-morpholin-2-one
5038-12-0

4-(2-hydroxy-ethyl)-morpholin-2-one

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
With potassium hydroxide
formaldehyd
50-00-0

formaldehyd

formate of bis-<2-hydroxy-ethyl>-amine

formate of bis-<2-hydroxy-ethyl>-amine

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
at 100 - 110℃;
formaldehyd
50-00-0

formaldehyd

hydrochloride of bis-<2-hydroxy-ethyl>-amine

hydrochloride of bis-<2-hydroxy-ethyl>-amine

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
at 160 - 165℃;
nitrogen mustard
51-75-2

nitrogen mustard

NaHCO3

NaHCO3

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

methylamine
74-89-5

methylamine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
at 100℃;
formaldehyd
50-00-0

formaldehyd

formic acid
64-18-6

formic acid

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
With water zuletzt auf dem Dampfbad;
GLUTATHIONE
70-18-8

GLUTATHIONE

nitrogen mustard
51-75-2

nitrogen mustard

A

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

B

(S)-2-Amino-4-((R)-1-(carboxymethyl-carbamoyl)-2-{2-[(2-hydroxy-ethyl)-methyl-amino]-ethylsulfanyl}-ethylcarbamoyl)-butyric acid

(S)-2-Amino-4-((R)-1-(carboxymethyl-carbamoyl)-2-{2-[(2-hydroxy-ethyl)-methyl-amino]-ethylsulfanyl}-ethylcarbamoyl)-butyric acid

C

(S)-2-Amino-4-[(R)-2-[2-({2-[(R)-2-((S)-4-amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-ethyl}-methyl-amino)-ethylsulfanyl]-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid
124605-74-9

(S)-2-Amino-4-[(R)-2-[2-({2-[(R)-2-((S)-4-amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-ethyl}-methyl-amino)-ethylsulfanyl]-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

Conditions
ConditionsYield
In water-d2 at 30℃; for 3.06667h; Mechanism; 0.06 M phosphate, pH 7.0, NMR characterization;
Ethoxy-bis(2-hydroxyethyl)methylammonium
92336-62-4

Ethoxy-bis(2-hydroxyethyl)methylammonium

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
(i) AgCl, (ii) H2, Pd-C; Multistep reaction;
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

glycolonitrile
107-16-4

glycolonitrile

cobalt

cobalt

A

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

2-(N,N-dimethylamino)ethanol

B

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
at 90 - 110℃; under 514855 Torr; Hydrogenation;
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

glycolonitrile
107-16-4

glycolonitrile

nickel

nickel

A

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

2-(N,N-dimethylamino)ethanol

B

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
at 90 - 110℃; under 514855 Torr; Hydrogenation;
water
7732-18-5

water

nitrogen mustard
51-75-2

nitrogen mustard

A

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

B

2‐[(2-chloroethyl)(methyl)amino]ethanol
51822-57-2

2‐[(2-chloroethyl)(methyl)amino]ethanol

C

1.4-dimethyl-1.4-bis-<2-chloro-ethyl>-piperazinium dichloride

1.4-dimethyl-1.4-bis-<2-chloro-ethyl>-piperazinium dichloride

Conditions
ConditionsYield
wandelt sich bei Raumtemperatur nach mehreren Tagen;
water
7732-18-5

water

mechlorethamine hydrochloride
55-86-7

mechlorethamine hydrochloride

NaHCO3

NaHCO3

A

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

B

N-methyl-N.N'.N'-tris-<2-hydroxy-ethyl>-ethylenediamine-N'-methochloride

N-methyl-N.N'.N'-tris-<2-hydroxy-ethyl>-ethylenediamine-N'-methochloride

C

1.4-dimethyl-1.4-bis-<2-chloro-ethyl>-piperazinium dichloride

1.4-dimethyl-1.4-bis-<2-chloro-ethyl>-piperazinium dichloride

D

1.4-dimethyl-1.4-bis-<2-hydroxy-ethyl>-piperazinium dichloride

1.4-dimethyl-1.4-bis-<2-hydroxy-ethyl>-piperazinium dichloride

tertamethylammonium iodide
75-58-1

tertamethylammonium iodide

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

A

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 154℃; Rate constant;
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-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

(5-chloropyridin-2-yl)boronic acid
652148-91-9

(5-chloropyridin-2-yl)boronic acid

2-(5-chloro-pyridin-2-yl)-6-methyl-[1,3,6,2]dioxazaborocane

2-(5-chloro-pyridin-2-yl)-6-methyl-[1,3,6,2]dioxazaborocane

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 18h;100%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

(6-chloropyridin-2-yl)boronic acid

(6-chloropyridin-2-yl)boronic acid

2-(6-chloro-pyridin-2-yl)-6-methyl-[1,3,6,2]dioxazaborocane

2-(6-chloro-pyridin-2-yl)-6-methyl-[1,3,6,2]dioxazaborocane

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 18h;100%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

tetramethoxygermanium

tetramethoxygermanium

4,12-dimethyl-1,7,9,15-tetraoxa-4,12-diaza-8-germaspiro[7.7]pentadecane

4,12-dimethyl-1,7,9,15-tetraoxa-4,12-diaza-8-germaspiro[7.7]pentadecane

Conditions
ConditionsYield
In benzene under Ar atm. mixt. MeN(CH2CH2OH)2, Ge(OMe)4, and benzene was refluxed for 2 h; volatiles were removedin vacuo; elem. anal.;100%
bis(dimethylamino)dimethylgermane
14103-74-3

bis(dimethylamino)dimethylgermane

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

2,2,6-trimethyl-1,3-dioxa-6-aza-2-germacyclooctane
722458-51-7

2,2,6-trimethyl-1,3-dioxa-6-aza-2-germacyclooctane

Conditions
ConditionsYield
In toluene byproducts: HNMe2; under Ar, stirring at 70 °C for 10 h; volatiles were removed in vac., elem. anal.;100%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

(2-{[(trifluoromethyl)sulfonyl]oxy}phenyl)boronic acid
1437769-74-8

(2-{[(trifluoromethyl)sulfonyl]oxy}phenyl)boronic acid

2-(6-methyl-1,3,6,2-dioxazaborocan-2-yl)phenyl trifluoromethanesulfonate

2-(6-methyl-1,3,6,2-dioxazaborocan-2-yl)phenyl trifluoromethanesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
1-Chlorohexane
544-10-5

1-Chlorohexane

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

C11H26NO2(1+)*Cl(1-)

C11H26NO2(1+)*Cl(1-)

Conditions
ConditionsYield
With sodium iodide In acetonitrile for 96h; Reflux;100%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

1,3-dibromoazulen-2-ylboronic acid

1,3-dibromoazulen-2-ylboronic acid

1,3-dibromoazulen-2-ylboronic acid N-methyldiethanolamine ester

1,3-dibromoazulen-2-ylboronic acid N-methyldiethanolamine ester

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Molecular sieve;100%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

((1R,2S,3R,4R)-3-(methoxycarbonyl)bicyclo[2.2.1]hept-5-en-2-yl)boronic acid

((1R,2S,3R,4R)-3-(methoxycarbonyl)bicyclo[2.2.1]hept-5-en-2-yl)boronic acid

methyl (1R,2R,3S,4R)-3-(4-methyltetrahydro-2H-4l4,8l4-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-8-yl)bicyclo[2.2.1]hept-5-ene-2-carboxylate

methyl (1R,2R,3S,4R)-3-(4-methyltetrahydro-2H-4l4,8l4-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-8-yl)bicyclo[2.2.1]hept-5-ene-2-carboxylate

Conditions
ConditionsYield
In benzene at 100℃; for 4h; Molecular sieve;100%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

PA-NMDEA salt

PA-NMDEA salt

Conditions
ConditionsYield
In acetone at 35 - 45℃;100%
Indole-3-pyruvic acid
392-12-1

Indole-3-pyruvic acid

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

I-3-PA-NMDEA

I-3-PA-NMDEA

Conditions
ConditionsYield
In acetone at 40℃;100%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

niobium (V) ethoxide
3236-82-6

niobium (V) ethoxide

[Nb(mdea)(OEt)3]

[Nb(mdea)(OEt)3]

Conditions
ConditionsYield
In toluene at 20℃; for 3h; Inert atmosphere; Schlenk technique; Glovebox;100%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

methyl iodide
74-88-4

methyl iodide

di(methoxyethyl)dimethylammonium iodide
863031-19-0

di(methoxyethyl)dimethylammonium iodide

Conditions
ConditionsYield
Stage #1: N-Methyldiethanolamine With sodium hydride In tetrahydrofuran at 25 - 40℃; for 0.5h;
Stage #2: methyl iodide at 40℃; for 7h;
99.2%
dichloro-acetic acid
79-43-6

dichloro-acetic acid

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

N-methyldiethanolamine dichloroacetate

N-methyldiethanolamine dichloroacetate

Conditions
ConditionsYield
In methanol at 20℃; for 24h;99%
at 20℃; for 12h; Cooling with ice;98%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

4-methyl-morpholine
109-02-4

4-methyl-morpholine

Conditions
ConditionsYield
Stage #1: N-Methyldiethanolamine With sulfuric acid at 60 - 170℃; for 7.5h;
Stage #2: at 60 - 70℃; for 0.5h; Temperature; Reagent/catalyst; Time;
98.4%
With hydrogenchloride at 160℃; im Rohr; Uebersaettigen mit Alkalilauge und Destillieren mit Wasserdampf;
With sulfuric acid at 160℃; Uebersaettigen mit Alkalilauge und Destillieren mit Wasserdampf;
With aluminum oxide; silica gel at 400℃;
With rare-earth based solid catalyst at 200℃; Temperature;
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

nitrogen mustard
51-75-2

nitrogen mustard

Conditions
ConditionsYield
With thionyl chloride In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; Schlenk technique;98%
With thionyl chloride; benzene zuletzt bei Siedetemperatur;
With thionyl chloride; chloroform zuletzt bei Siedetemperatur;
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

(6-bromopyridin-2-yl)boronic acid
440680-34-2

(6-bromopyridin-2-yl)boronic acid

2-(6-bromopyridin-2-yl)-6-methyl[1,3,6,2]dioxazaborocane

2-(6-bromopyridin-2-yl)-6-methyl[1,3,6,2]dioxazaborocane

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 18h;98%
3,5-Di-tert-butylcatechol
1020-31-1

3,5-Di-tert-butylcatechol

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

tetrapropyloxygermane
128426-02-8

tetrapropyloxygermane

((CH3)3C)2C6H2O2Ge(OCH2CH2)2NCH3
134576-38-8

((CH3)3C)2C6H2O2Ge(OCH2CH2)2NCH3

Conditions
ConditionsYield
In benzene byproducts: CH3CH2CH2OH; refluxing a mixt. of tetrapropoxygermane, corresponding α-diol and diethanolamine in benzene (2-4 h), cooling, crystn.; filtration, washing (benzene, ether), drying (vac.); evapn. of the filtrate (vac.) down to half bulk, isolation of a further amt. of the product; elem. anal.;98%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

2-(4-chloro-phenylsulfonyl)acetic acid
3405-89-8

2-(4-chloro-phenylsulfonyl)acetic acid

N,N-bis(2-hydroxyethyl)-N-methylammonium 2-(4-chlorophenylsulfonyl)acetate
1448165-12-5

N,N-bis(2-hydroxyethyl)-N-methylammonium 2-(4-chlorophenylsulfonyl)acetate

Conditions
ConditionsYield
98%
at 25℃;95%
titanium(IV) tetraethanolate

titanium(IV) tetraethanolate

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

C9H21NO4Ti

C9H21NO4Ti

Conditions
ConditionsYield
In tetrahydrofuran at 40℃; Inert atmosphere;98%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

chloro(propylthio)acetylene
66566-80-1

chloro(propylthio)acetylene

3-(2-Hydroxy-ethyl)-3-methyl-2-[1-propylsulfanyl-meth-(E)-ylidene]-oxazolidin-3-ium; chloride
97427-21-9

3-(2-Hydroxy-ethyl)-3-methyl-2-[1-propylsulfanyl-meth-(E)-ylidene]-oxazolidin-3-ium; chloride

Conditions
ConditionsYield
In diethyl ether at 20℃; for 3h;97%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

m-nitrobenzene boronic acid
13331-27-6

m-nitrobenzene boronic acid

(N-B)-Perhydro-2-(3-nitrophenyl)-6-methyl-1,3-dioxa-6-aza-2-boracine

(N-B)-Perhydro-2-(3-nitrophenyl)-6-methyl-1,3-dioxa-6-aza-2-boracine

Conditions
ConditionsYield
In toluene at 100℃; for 1h;97%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

1-Bromodocosane
6938-66-5

1-Bromodocosane

Br(1-)*C27H58NO2(1+)
125343-56-8

Br(1-)*C27H58NO2(1+)

Conditions
ConditionsYield
In toluene; acetonitrile at 100℃; for 24h;97%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

N-methyl-N-2-hydroxyethyl-2-aminoethanol-N-oxide
58567-81-0

N-methyl-N-2-hydroxyethyl-2-aminoethanol-N-oxide

Conditions
ConditionsYield
With dihydrogen peroxide96%
With dihydrogen peroxide
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

mechlorethamine hydrochloride
55-86-7

mechlorethamine hydrochloride

Conditions
ConditionsYield
With thionyl chloride In chloroform at 20℃; for 2h;96%
With thionyl chloride In dichloromethane at 0 - 20℃; for 24h;92%
With thionyl chloride In dichloromethane at 20℃; for 48h; Cooling with ice;85%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride
1107-00-2

4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride

di(4-isocyanatophenyl)methane
101-68-8

di(4-isocyanatophenyl)methane

polymer, product of diol-diisocyanate condensation followed by polycondensation with dianhydride and heating; monomer(s): 4,4\-methylenebis(phenyl isocyanate); N-methyldiethanolamine; 4,4\-(hexafluoroisopropylidene)bis(phthalic anhydride)

polymer, product of diol-diisocyanate condensation followed by polycondensation with dianhydride and heating; monomer(s): 4,4\-methylenebis(phenyl isocyanate); N-methyldiethanolamine; 4,4\-(hexafluoroisopropylidene)bis(phthalic anhydride)

Conditions
ConditionsYield
Stage #1: N-Methyldiethanolamine; di(4-isocyanatophenyl)methane In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride In N,N-dimethyl-formamide at 60 - 80℃;
Stage #3: for 15h; Heating; vacuum;
96%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

lead(II) oxide

lead(II) oxide

lead(II) N-methyldiethanolaminate
880645-65-8

lead(II) N-methyldiethanolaminate

Conditions
ConditionsYield
In toluene byproducts: H2O; under N2, 2 equiv. of N-compd., reflux in dry toluene with removing of water (with a mol. sieve) for ca. 4 h; volatiles were removed in vac., solid was recrystd. from hot toluene on slow cooling to -22 °C, elem. anal.;96%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

4-nitrophenylboronic acid
24067-17-2

4-nitrophenylboronic acid

C11H15BN2O4
133468-62-9

C11H15BN2O4

Conditions
ConditionsYield
In toluene at 100℃; for 1h;96%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

propargyl bromide
106-96-7

propargyl bromide

N,N-bis(2-hydroxyethyl)-N-methylprop-2-yn-1-aminium bromide

N,N-bis(2-hydroxyethyl)-N-methylprop-2-yn-1-aminium bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃;95%
With potassium hydroxide
In N,N-dimethyl-formamide at 20℃; for 24h;
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

bis<2-(dodecyloxycarbonyl)ethyl>methylamine hydrochloride
79898-78-5

bis<2-(dodecyloxycarbonyl)ethyl>methylamine hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide95%

N-Methyldiethanolamine Consensus Reports

Reported in EPA TSCA Inventory.

N-Methyldiethanolamine Specification

The CAS registry number of N-Methyldiethanolamine is 105-59-9. Its EINECS registry number is 203-312-7. The IUPAC name is 2-[2-hydroxyethyl(methyl)amino]ethanol. In addition, the molecular formula is C5H13NO2. What's more, it is a colourless viscous liquid and soluble in water. It is mainly used as emulsifier and acid gas absorbent, pH control agents, polyurethane foam catalyst. Besides, it is also used as an intermediate for hydrochloric acid chlormethine which is one of anticancer drugs.

Physical properties about this chemical are: (1)ACD/LogP: -0.72; (2)ACD/LogD (pH 5.5): -3.49; (3)ACD/LogD (pH 7.4): -1.89; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Polar Surface Area: 21.7 Å2; (12)Index of Refraction: 1.476; (13)Molar Refractivity: 32 cm3; (14)Molar Volume: 113.3 cm3; (15)Polarizability: 12.68 ×10-24cm3; (16)Surface Tension: 43 dyne/cm; (17)Density: 1.051 g/cm3; (18)Flash Point: 126.7 °C; (19)Enthalpy of Vaporization: 56.25 kJ/mol; (20)Boiling Point: 247 °C at 760 mmHg; (21)Vapour Pressure: 0.00431 mmHg at 25°C.

Preparation of N-Methyldiethanolamine: it can be prepared by methanal and diethanolamine. Add methanoic acid into the reactor and heat it to boiling at first. Then add methanal and diethanolamine with stirring in 1 hour. The reaction temperature should be maintained at 90-98 °C. In addition, the reaction should reflux for 4 hours. At last, you should collect 120-130 °C(0.53 kPa) fractions through vacuum distillation.

N-Methyldiethanolamine can be prepared by methanal and diethanolamine.

Uses of N-Methyldiethanolamine: it can be used to get 4-methyl-morpholin-2-one. This reaction will need reagents RuH2(PPh3)4 and acetone, and solvent toluene. The reaction time is 3 hours at reaction temperature of 180 °C. The yield is about 95%.

N-Methyldiethanolamine can be used to get 4-methyl-morpholin-2-one

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes. So during using it, you should avoid contact with skin.

You can still convert the following datas into molecular structure:
(1)SMILES: OCCN(C)CCO
(2)InChI: InChI=1/C5H13NO2/c1-6(2-4-7)3-5-8/h7-8H,2-5H2,1H3
(3)InChIKey: CRVGTESFCCXCTH-UHFFFAOYAC

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   National Technical Information Service. Vol. AD277-689,
rabbit LD50 skin 5990uL/kg (5.99mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LC inhalation > 6500ug/m3/6H (6.5mg/m3)   Journal of Toxicology, Cutaneous and Ocular Toxicology. Vol. 17, Pg. 179, 1990.
rat LD50 oral 1945mg/kg (1945mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Veterinary and Human Toxicology. Vol. 38, Pg. 422, 1996.

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