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105-59-9

Basic Information
CAS No.: 105-59-9
Name: Diethanolmethylamine
Article Data: 33
Molecular Structure:
Molecular Structure of 105-59-9 (Diethanolmethylamine)
Formula: C5H13NO2
Molecular Weight: 119.164
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;
EINECS: 203-312-7
Density: 1.051 g/cm3
Melting Point: -21 °C
Boiling Point: 247 °C at 760 mmHg
Flash Point: 126.7 °C
Solubility: miscible with water
Appearance: colourless viscous liquid
Hazard Symbols: IrritantXi
Risk Codes: 36
Safety: 24
Transport Information: UN 2735
PSA: 43.70000
LogP: -1.09720
Synthetic route
50-00-0

formaldehyd

111-42-2

2,2'-iminobis[ethanol]

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;
75-21-8

oxirane

74-89-5

methylamine

A

109-83-1

(2-hydroxyethyl)(methyl)amine

B

105-59-9

N-Methyldiethanolamine

C

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;
50-00-0

formaldehyd

formaldehyde cyano hydride

formaldehyde cyano hydride

A

108-01-0

2-(N,N-dimethylamino)ethanol

B

105-59-9

N-Methyldiethanolamine

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

triethanolamine

A

108-01-0

2-(N,N-dimethylamino)ethanol

B

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;
109-83-1

(2-hydroxyethyl)(methyl)amine

111-44-4

3-oxa-1,5-dichloropentane

A

105-59-9

N-Methyldiethanolamine

B

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%
109-83-1

(2-hydroxyethyl)(methyl)amine

107-07-3

2-chloro-ethanol

105-59-9

N-Methyldiethanolamine

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

mechlorethamine hydrochloride

A

105-59-9

N-Methyldiethanolamine

B

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;
65796-77-2

N-methyldiethanolamine phenylboronic ester

A

105-59-9

N-Methyldiethanolamine

B

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.;
75-21-8

oxirane

74-89-5

methylamine

105-59-9

N-Methyldiethanolamine

20073-50-1

2-(oxazolidin-3-yl)ethanol

105-59-9

N-Methyldiethanolamine

Conditions
ConditionsYield
With formic acid; water
With formic acid; water
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  • Diethanolmethylamine

  • Casno:

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    Diethanolmethylamine

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Consensus Reports

Reported in EPA TSCA Inventory.

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.