Product Name

  • Name

    Diethanolamine

  • EINECS 203-868-0
  • CAS No. 111-42-2
  • Article Data84
  • CAS DataBase
  • Density 1.096 g/cm3
  • Solubility miscible with water
  • Melting Point 28 °C(lit.)
  • Formula C4H11NO2
  • Boiling Point 268.389 °C at 760 mmHg
  • Molecular Weight 105.137
  • Flash Point 137.778 °C
  • Transport Information UN 1760
  • Appearance solid or viscous liquid
  • Safety 26-36/37/39-46
  • Risk Codes 22-38-41-48/22
  • Molecular Structure Molecular Structure of 111-42-2 (Diethanolamine)
  • Hazard Symbols HarmfulXn
  • Synonyms 2,2-Iminodi-1-ethanol;2,2-Dihydroxydiethylamine;bis(2-hydroxyethyl)azanium;N,N-Diethanolamine;Diethanolamine (NF);Iminodiethanol;Bis(2-hydroxyethyl)amine;Diethylolamine;2-(2-hydroxyethylamino)ethanol;Di(2-hydroxyethyl)amine;Purified Isophthalic Acid;Diethanolamin 98%;Diethanolamin min. 85%;2,2'-iminodiethanol;Ethanol, 2,2-iminodi-;Diethanolamine (DEA);Diethylamine, 2,2-dihydroxy-;DEA;2, 2-Iminobis[ethanol];Ethanol, 2,2-iminobis-;2,2-Iminodiethanol;2-[(2-Hydroxyethyl)amino]ethanol;Ethanol,2,2'-iminobis-;
  • PSA 52.49000
  • LogP -1.04850

Synthetic route

oxirane
75-21-8

oxirane

ethanolamine
141-43-5

ethanolamine

A

triethanolamine
102-71-6

triethanolamine

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia; ZSM-5 type zeolite ion exchange with lanthanum at 45℃; under 75007.5 Torr; Industry scale; Adiabatic conditions;A 91.1%
B 7.6%
With ammonia In water Continous process;A 85.3%
B 9.3%
With ammonia; ZSM-5 type zeolite ion exchange with lanthanum at 45℃; under 75007.5 Torr; Adiabatic conditions; Industry scale;A 76.6%
B 9.9%
In water Industry scale;
With ammonia; La/zeolites(ZSM-5) at 45℃; under 75007.5 Torr;
C9H19NO2
1586805-11-9

C9H19NO2

A

2-pentanol
584-02-1

2-pentanol

B

1-(2-hydroxyethyl)-2-ethyl-3-methylpyrrole

1-(2-hydroxyethyl)-2-ethyl-3-methylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 81%
C n/a
2,2-hexamethylene-3-(2-hydroxyethyl)oxazolidine
91322-91-7

2,2-hexamethylene-3-(2-hydroxyethyl)oxazolidine

A

cycloheptanol
502-41-0

cycloheptanol

B

1-(2-hydroxyethyl)-5,6,7,8-tetrahydrocyclohepta(b)pyrrole
91322-87-1

1-(2-hydroxyethyl)-5,6,7,8-tetrahydrocyclohepta(b)pyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 76%
C n/a
2-Spirocyclohexyl-3-(β-hydroxyethyl)oxazolidine
2359-11-7

2-Spirocyclohexyl-3-(β-hydroxyethyl)oxazolidine

A

1-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1H-indole
51265-34-0

1-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1H-indole

B

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

2,2'-iminobis[ethanol]

C

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With potassium hydroxide for 4h; Product distribution; Heating; alcoholates(C1-C4) of K, Na, Li, Ba, Ba, Al as reagents;A 73%
B n/a
C n/a
With potassium hydroxide for 4h; Heating; CH3ONa as reagent;A 73%
B n/a
C n/a
2,2-dipropyl-3-(2-hydroxyethyl)oxazolidine
91322-93-9

2,2-dipropyl-3-(2-hydroxyethyl)oxazolidine

A

heptan-4-ol
589-55-9

heptan-4-ol

B

1-(2-hydroxyethyl)-2-propyl-3-ethylpyrrole
91322-89-3

1-(2-hydroxyethyl)-2-propyl-3-ethylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 64%
C n/a
2-(6-Methyl-1-oxa-4-aza-spiro[4.5]dec-4-yl)-ethanol
106345-17-9

2-(6-Methyl-1-oxa-4-aza-spiro[4.5]dec-4-yl)-ethanol

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

2-(7-Methyl-4,5,6,7-tetrahydro-indol-1-yl)-ethanol
106345-21-5

2-(7-Methyl-4,5,6,7-tetrahydro-indol-1-yl)-ethanol

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Heating; CH3ONa as reagent;A n/a
B 59%
C n/a
C13H27NO2
1586805-13-1

C13H27NO2

A

5-nonanol
623-93-8

5-nonanol

B

2-butyl-1-(2-hydroxyethyl)-3-propylpyrrole
1586805-19-7

2-butyl-1-(2-hydroxyethyl)-3-propylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 53%
C n/a
C14H29NO2
69470-38-8

C14H29NO2

A

1-Decanol
112-30-1

1-Decanol

B

1-(2-hydroxyethyl)-3-octylpyrrole
1586805-20-0

1-(2-hydroxyethyl)-3-octylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 53%
C n/a
oxirane
75-21-8

oxirane

ammonia
7664-41-7

ammonia

A

triethanolamine
102-71-6

triethanolamine

B

ethanolamine
141-43-5

ethanolamine

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
water at 48.84 - 76.84℃; under 12751.3 Torr; for 0.25h;A 7.7%
B 52.1%
C 40.2%
ethylene glycol
107-21-1

ethylene glycol

A

piperazine
110-85-0

piperazine

B

ethanolamine
141-43-5

ethanolamine

C

2-(2-Aminoethylamino)ethanol
111-41-1

2-(2-Aminoethylamino)ethanol

D

ethylenediamine
107-15-3

ethylenediamine

E

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

F

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
Stage #1: ethylene glycol With ammonia; hydrogen at 150℃; under 150015 Torr;
Stage #2: copper oxide; graphite; molybdenum oxide; nickel oxide; zirconium dioxide; mixture of at 170℃; under 150015 Torr;
A 6.8%
B 29%
C 5.7%
D 49.5%
E 3.9%
F 1.7%
With ammonia; hydrogen at 170 - 180℃; under 150015 Torr; Conversion of starting material;
With ammonia; water; hydrogen at 180℃; under 150015 Torr; Conversion of starting material;
With ammonia; hydrogen at 150 - 170℃; under 150015 Torr; Conversion of starting material;
With ammonia; hydrogen at 200℃; under 150015 Torr; Conversion of starting material;
C12H17NO2
495419-32-4

C12H17NO2

A

1-(2-hydroxyethyl)-2-phenylpyrrole

1-(2-hydroxyethyl)-2-phenylpyrrole

B

1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A 34%
B n/a
C n/a
C9H19NO2

C9H19NO2

A

i-Amyl alcohol
123-51-3

i-Amyl alcohol

B

1-(2-hydroxyethyl)-3-isopropylpyrrole

1-(2-hydroxyethyl)-3-isopropylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 30%
C n/a
2-(2,2-dimethyl-oxazolidin-3-yl)-ethanol
80136-05-6

2-(2,2-dimethyl-oxazolidin-3-yl)-ethanol

A

N-hydroxy-2 ethyl-1 methyl-2 pyrrole
104803-80-7

N-hydroxy-2 ethyl-1 methyl-2 pyrrole

B

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

2,2'-iminobis[ethanol]

C

isopropyl alcohol
67-63-0

isopropyl alcohol

Conditions
ConditionsYield
With potassium hydroxide Reflux;A 20%
B n/a
C n/a
oxirane
75-21-8

oxirane

A

ethanolamine
141-43-5

ethanolamine

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia at 79.84℃; under 60006 Torr;
With ammonia at 130℃; under 82376.9 Torr;
With ammonia at 110℃; Temperature; Reagent/catalyst;
oxirane
75-21-8

oxirane

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia; water at 100℃; under 44130.5 - 58840.6 Torr;
With ammonia
oxirane
75-21-8

oxirane

A

triethanolamine
102-71-6

triethanolamine

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia; water; ethanolamine at 15℃;
With ammonia In water
With ammonia; water; ethanolamine at 15℃;
pyridine
110-86-1

pyridine

triethanolamine
102-71-6

triethanolamine

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

A

Glycolaldehyde
141-46-8

Glycolaldehyde

B

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

2,2'-iminobis[ethanol]

N,N-bis-(2-hydroxy-ethyl)-hydroxylamine
95073-63-5

N,N-bis-(2-hydroxy-ethyl)-hydroxylamine

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With hydrogenchloride; zinc at 0℃;
tris(2-hydroxyethyl)amine-N-oxide
7529-23-9

tris(2-hydroxyethyl)amine-N-oxide

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

triethanolamine
102-71-6

triethanolamine

B

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

2,2'-iminobis[ethanol]

tris(2-hydroxyethyl)amine-N-oxide
7529-23-9

tris(2-hydroxyethyl)amine-N-oxide

A

triethanolamine
102-71-6

triethanolamine

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With sodium hydroxide
With water; zinc beim Erhitzen mit Natronlauge;
glycolonitrile
107-16-4

glycolonitrile

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With methanol; nickel at 100℃; Hydrogenation;
2-chloro-ethanol
107-07-3

2-chloro-ethanol

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia
oxirane
75-21-8

oxirane

A

triethanolamine
102-71-6

triethanolamine

B

ethanolamine
141-43-5

ethanolamine

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia; wofatit KPS at 80℃; under 44253.5 Torr; for 0.25h; Product distribution; 10 - 30 min, water as a catalyst;A 10.8 % Chromat.
B 55.5 % Chromat.
C 33.7 % Chromat.
With ammonia In water at 60℃;
With ammonia In water under 90009 - 105011 Torr; Heating;
triethanolamine
102-71-6

triethanolamine

A

acetaldehyde
75-07-0

acetaldehyde

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
In water Mechanism; Rate constant; radiolysis;
bis(2-hydroxyethyl)carbamate
116849-46-8

bis(2-hydroxyethyl)carbamate

A

carbon dioxide
124-38-9

carbon dioxide

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
In water at 25℃; Thermodynamic data; Equilibrium constant; ΔH,ΔG, ΔS;
sodium diethanolamine carbamate

sodium diethanolamine carbamate

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With sodium hydroxide; sodium perchlorate; sodium hydrogencarbonate at 29.9 - 57.9℃; Equilibrium constant;
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

1-Bromooctadecane
112-89-0

1-Bromooctadecane

N,N-diethanolstearylamine
10213-78-2

N,N-diethanolstearylamine

Conditions
ConditionsYield
In acetonitrile Heating;100%
With potassium carbonate; potassium iodide In acetonitrile100%
With potassium hydrogencarbonate; potassium iodide In acetonitrile for 3h; Heating / reflux;100%
With 2-pentanol das Hydrobromid ensteht;
benzyl bromide
100-39-0

benzyl bromide

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

2,2'-iminobis[ethanol]

N-benzyl-diethanolamine
101-32-6

N-benzyl-diethanolamine

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;100%
With potassium carbonate In acetone for 8h; Heating;97%
With potassium carbonate In acetone for 8h; Heating / reflux;97%
phenyl isocyanate
103-71-9

phenyl isocyanate

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

2,2'-iminobis[ethanol]

1,1-[Di-(2-hydroxyethyl)]-3-phenylurea
20074-78-6

1,1-[Di-(2-hydroxyethyl)]-3-phenylurea

Conditions
ConditionsYield
In dichloromethane100%
In benzene
In dichloromethane; toluene at 20℃;
In dichloromethane at 20℃; for 0.0166667h; Inert atmosphere;1.14 g
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

bis(2-bromoethyl)amine
3890-99-1

bis(2-bromoethyl)amine

Conditions
ConditionsYield
With hydrogen bromide Reflux;100%
With hydrogen bromide
1,2-bis(2-chloroethoxy)ethane
112-26-5

1,2-bis(2-chloroethoxy)ethane

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

2,2'-iminobis[ethanol]

3,12-Bis(2-hydroxyethyl)-6,9-dioxa-3,12-diaza-1,14-tetradecanediol
78995-84-3

3,12-Bis(2-hydroxyethyl)-6,9-dioxa-3,12-diaza-1,14-tetradecanediol

Conditions
ConditionsYield
With sodium carbonate In xylene for 48h; Heating;100%
With sodium carbonate In xylene Yield given;
2-[2-(vinyloxy)ethoxymethyl]oxirane
16801-19-7

2-[2-(vinyloxy)ethoxymethyl]oxirane

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

2,2'-iminobis[ethanol]

N-<2-hydroxy-2-(2-vinyloxyethoxymethyl)ethyl>-bis(2-hydroxyethyl)amine
122278-65-3

N-<2-hydroxy-2-(2-vinyloxyethoxymethyl)ethyl>-bis(2-hydroxyethyl)amine

Conditions
ConditionsYield
at 55 - 60℃; under 760 Torr; for 2h;100%
at 20 - 60℃; for 1.5h;80%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

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

2,2'-iminobis[ethanol]

N,N-bis(2-hydroxyethyl)-O-tert-butylcarbamate
103898-11-9

N,N-bis(2-hydroxyethyl)-O-tert-butylcarbamate

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 24h;100%
In tetrahydrofuran for 24h; Ambient temperature;100%
In tetrahydrofuran at 20℃; for 24h;100%
2-(vinyloxy)ethyl isothiocyanate
59565-09-2

2-(vinyloxy)ethyl isothiocyanate

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

2,2'-iminobis[ethanol]

1,1-Bis-(2-hydroxy-ethyl)-3-(2-vinyloxy-ethyl)-thiourea
121612-58-6

1,1-Bis-(2-hydroxy-ethyl)-3-(2-vinyloxy-ethyl)-thiourea

Conditions
ConditionsYield
100%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

bis-(2-hydroxy-ethyl)-amidophosphoric acid diethyl ester
2359-07-1

bis-(2-hydroxy-ethyl)-amidophosphoric acid diethyl ester

Conditions
ConditionsYield
With potassium carbonate; potassium hydrogencarbonate; tetrabutylammomium bromide In tetrachloromethane; dichloromethane at 15 - 20℃; for 2h;100%
With tetrachloromethane; triethylamine In chloroform at 10 - 20℃;
With tetrabutylammomium bromide; potassium carbonate; potassium hydrogencarbonate In tetrahydrofuran; tetrachloromethane for 1h; Ambient temperature; Yield given;
carbon monoxide
201230-82-2

carbon monoxide

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

2,2'-iminobis[ethanol]

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

2-(2-cyclohexyl-oxazolidin-3-yl)-ethanol
55135-29-0

2-(2-cyclohexyl-oxazolidin-3-yl)-ethanol

Conditions
ConditionsYield
With 1-Methylpyrrolidine; water; 3>PF6 at 140℃; under 51714.8 Torr; for 6h;100%
3-chloro-4-fluoronitrobenzene
350-30-1

3-chloro-4-fluoronitrobenzene

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

2,2'-iminobis[ethanol]

2-[(2-Chloro-4-nitro-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol
65976-57-0

2-[(2-Chloro-4-nitro-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol

Conditions
ConditionsYield
at 130℃; for 2h;100%
In dimethyl sulfoxide64%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

bis-(2-chloroethyl)amine hydrochloride
821-48-7

bis-(2-chloroethyl)amine hydrochloride

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethane at 50℃; for 3h;100%
With thionyl chloride In dichloromethane for 24h;100%
With thionyl chloride In chloroform at 50℃; for 4h; Temperature;98.8%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine
189279-33-2

N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.5h;100%
With triethylamine; dmap In dichloromethane at 0 - 20℃; for 20h; Product distribution / selectivity;90%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 20h;90%
With dmap; triethylamine In methanol; dichloromethane2.53 g (2.13 mmol, 29%)
With dmap; triethylamine In methanol; dichloromethane2.53 g (2.13 mmol, 29%)
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

(4R,5R)-2-thioxo-4,5-bis(tert-butyloxycarbonyl)-1,3-dioxolane
464188-90-7

(4R,5R)-2-thioxo-4,5-bis(tert-butyloxycarbonyl)-1,3-dioxolane

(2R,3R)-di-tert-butyl 2-[bis(2-hydroxyethyl)]thiocarbamoyloxy-3-hydroxysuccinate

(2R,3R)-di-tert-butyl 2-[bis(2-hydroxyethyl)]thiocarbamoyloxy-3-hydroxysuccinate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h;100%
lauryl acrylate
2156-97-0

lauryl acrylate

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

2,2'-iminobis[ethanol]

3-[bis-(2-hydroxy-ethyl)-amino]-propionic acid dodecyl ester

3-[bis-(2-hydroxy-ethyl)-amino]-propionic acid dodecyl ester

Conditions
ConditionsYield
at 50℃; Michael addition;100%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

C50H98O25

C50H98O25

C54H109NO27

C54H109NO27

Conditions
ConditionsYield
at 50℃; Michael addition;100%
[4-(4-Benzyloxycarbonylaminobutyl)phenoxy]acetic acid ethyl ester
587880-74-8

[4-(4-Benzyloxycarbonylaminobutyl)phenoxy]acetic acid ethyl ester

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

2,2'-iminobis[ethanol]

[4-(4-{[N,N-bis-(2-hydroxyethyl)carbamoyl]methoxy}phenyl)butyl]carbamic acid benzyl ester
847201-08-5

[4-(4-{[N,N-bis-(2-hydroxyethyl)carbamoyl]methoxy}phenyl)butyl]carbamic acid benzyl ester

Conditions
ConditionsYield
With ethanol at 70℃; for 72h;100%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

C4H11NO2*C20H30O2
467222-19-1

C4H11NO2*C20H30O2

Conditions
ConditionsYield
In tetrahydrofuran; methanol for 1h;100%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

hexadecanyl bromide
112-82-3

hexadecanyl bromide

2,2'-(hexadecylazanediyl)diethanol
18924-67-9

2,2'-(hexadecylazanediyl)diethanol

Conditions
ConditionsYield
With potassium hydrogencarbonate; potassium iodide In acetonitrile for 3h; Reflux;100%
With potassium carbonate; potassium iodide In acetonitrile for 12h; Inert atmosphere; Reflux;96.1%
With potassium carbonate; potassium iodide In acetonitrile
With N-ethyl-N,N-diisopropylamine In methanol for 96h; Reflux;
1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid
945892-54-6

1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid

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

2,2'-iminobis[ethanol]

1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid diethanolamine salt
945892-80-8

1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid diethanolamine salt

Conditions
ConditionsYield
In water; acetonitrile at 20℃;100%
(2′Z-3′E)-6-bromoindirubin-3′-[O-(2-bromoethyl)oxime]
1067884-35-8

(2′Z-3′E)-6-bromoindirubin-3′-[O-(2-bromoethyl)oxime]

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

2,2'-iminobis[ethanol]

(2'Z-3'E)-6-bromoindirubin-3'-[O-(2-(N,N-(2-hydroxyethyl)amino)ethyl)oxime]
1067884-43-8

(2'Z-3'E)-6-bromoindirubin-3'-[O-(2-(N,N-(2-hydroxyethyl)amino)ethyl)oxime]

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃;100%
4-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-82-4

4-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159105-98-2

2-(4-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-85-7

4-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-01-0

2-(4-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
245435-17-0

4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-04-3

2-(4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-butoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-89-1

4-butoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-butoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-07-6

2-(4-butoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-pentyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-92-6

4-pentyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-pentyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-10-1

2-(4-pentyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-95-9

4-hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-14-5

2-(4-hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
C28H20ClN5O5S2
1112459-57-0

C28H20ClN5O5S2

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

2,2'-iminobis[ethanol]

2-Hydroxy-N-(2-hydroxyethyl)ethanaminium 3-(2-{4-[2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyanopyridin-4-yl]phenoxy}ethoxy)-3-oxopropanoate
1112459-39-8

2-Hydroxy-N-(2-hydroxyethyl)ethanaminium 3-(2-{4-[2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyanopyridin-4-yl]phenoxy}ethoxy)-3-oxopropanoate

Conditions
ConditionsYield
In 1,4-dioxane; water at 20℃;100%
Ixazomib
1072833-77-2

Ixazomib

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

2,2'-iminobis[ethanol]

2,5-dichloro-N-[(2-((1R)-3-methyl-1-[1,3,6,2]-dioxaborolan-2-yl)-butylamino)-2-oxyethyl]benzamide

2,5-dichloro-N-[(2-((1R)-3-methyl-1-[1,3,6,2]-dioxaborolan-2-yl)-butylamino)-2-oxyethyl]benzamide

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 2h; Product distribution / selectivity;100%
3-(2,6-dichloropyridin-4-yl)-4-methylaniline

3-(2,6-dichloropyridin-4-yl)-4-methylaniline

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

2,2'-iminobis[ethanol]

2,2'-((4-(5-amino-2-methylphenyi)-6-chloropyridin-2-yl)azanediyl)diethanol

2,2'-((4-(5-amino-2-methylphenyi)-6-chloropyridin-2-yl)azanediyl)diethanol

Conditions
ConditionsYield
at 105℃;100%

Diethanolamine Chemical Properties

Molecular Structure of Diethanolamine (CAS No.111-42-2):

Molecular Formula: C4H11NO2
Molecular Weight: 105.14
IUPAC Name: 2-(2-Hydroxyethylamino)ethanol 
CAS No: 111-42-2
EINECS: 203-868-0
H bond acceptors: 3
H bond donors: 3
Freely Rotating Bonds: 6
Polar Surface Area: 52.49 Å2
Index of Refraction: 1.465
Molar Refractivity: 27.24 cm3
Molar Volume: 98.3 cm3
Surface Tension: 43.5 dyne/cm
Density: 1.068 g/cm3
Flash Point: 137.8 °C 
Melting Point: 28 °C(lit.)
Enthalpy of Vaporization: 58.81 kJ/mol
Boiling Point: 268.4 °C at 760 mmHg
Vapour Pressure: 0.00104 mmHg at 25°C
Melting Point: 27-30 ºC
Refractive Index: 1.475-1.479
Water Solubility: Miscible
Sensitive: Hygroscopic
Classification Code: Drug / Therapeutic Agent;Pharmaceutic aid [alkalizing agent];Reproductive Effect;Skin / Eye Irritant;TSCA Flag T [Subject to the Section 4 test rule under TSCA];Tumor data
Product Categories: Pharmaceutical Intermediates;Thanolamine Series;Analytical Chemistry;Mass Spectrometry;Matrix Materials (FABMS liquid SIMS)

Diethanolamine Uses

  As surfactant and corrosion inhibitor, Diethanolamine (CAS No.111-42-2) is used to remove hydrogen sulfide and carbon dioxide from natural gas.

Diethanolamine Production

The reaction of Ethylene oxide with aqueous ammonia first produces Ethanolamine:
C2H4O + NH3 → H2NCH2CH2OH
which reacts with a second and third equivalent of Ethylene oxide to give Diethanolamine and Triethanolamine:
C2H4O + H2NCH2CH2OH → HN(CH2CH2OH)2
C2H4O + HN(CH2CH2OH)2 → N(CH2CH2OH)3
About 300M kg are produced annually in this way. The ratio of the products can be controlled by changing the stoichiometry of the reactants.

Diethanolamine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 2gm/kg (2000mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 197, 1986.
guinea pig LD50 skin 11900uL/kg (11.9mL/kg)   National Technical Information Service. Vol. OTS0516742,
mammal (species unspecified) LDLo oral 3gm/kg (3000mg/kg)   National Technical Information Service. Vol. OTS0520710,
mouse LD50 intraperitoneal 210mg/kg (210mg/kg)   National Technical Information Service. Vol. OTS0516742,
mouse LD50 oral 3300mg/kg (3300mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 29(11), Pg. 25, 1964.
rabbit LD50 oral 2200mg/kg (2200mg/kg)   Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968.
rabbit LD50 skin 7640uL/kg (7.64mL/kg) BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

MUSCULOSKELETAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0516797,
rat LD50 intramuscular 1500mg/kg (1500mg/kg)   Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968.
rat LD50 intraperitoneal 120mg/kg (120mg/kg)   Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968.
rat LD50 intravenous 778mg/kg (778mg/kg)   Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968.
rat LD50 oral 620uL/kg (0.62mL/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: TREMOR

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0516797,
rat LD50 subcutaneous 2200mg/kg (2200mg/kg)   Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968.

Diethanolamine Consensus Reports

Community Right-To-Know List. Reported in EPA TSCA Inventory.

Diethanolamine Safety Profile

Safety Information of Diethanolamine (CAS No.111-42-2):
Hazard Codes: HarmfulXn
Risk Statements: 22-38-41-48/22 
R22:Harmful if swallowed. 
R38:Irritating to skin. 
R41:Risk of serious damage to the eyes. 
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed.
Safety Statements: 26-36/37/39-46
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. 
S46:If swallowed, seek medical advice immediately and show this container or label.
RIDADR: 3267
WGK Germany: 1
RTECS: KL2975000
F: 3
PackingGroup: II
Hazardous Substances Data: 111-42-2(Hazardous Substances Data)

Diethanolamine Standards and Recommendations

OSHA PEL: TWA 3 ppm
ACGIH TLV: TWA 0.46 ppm (skin)

Diethanolamine Analytical Methods

For occupational chemical analysis use NIOSH: Aminoethanol Compounds II 3509.

Diethanolamine Specification

   Diethanolamine (CAS No.111-42-2), it also can be called 2,2'-Dihydroxydiethylamine ; 2,2'-Iminodiethanol ; Bis(2-hydroxyethyl)amine ; DEA .It is solid or viscous liquid with an amine odour.

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