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N-Phenyldiethanolamine

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Name

N-Phenyldiethanolamine

EINECS 204-368-5
CAS No. 120-07-0 Density 1.165g/cm3
PSA 43.70000 LogP 0.47760
Solubility AUTOIGNITION < Melting Point 56 - 58 C
Formula C10H15 N O2 Boiling Point 178 C
Molecular Weight 181.235 Flash Point 200 ºC
Transport Information 25kgs Appearance pale yellow crystal
Safety Moderately toxic by ingestion. A severe eye and mild skin irritant. When heated to decomposition it emits toxic fumes of NOx. See also AROMATIC AMINES. Risk Codes R22;R41   
Molecular Structure Molecular Structure of 120-07-0 (2,2'-(Phenylimino)diethanol) Hazard Symbols
Synonyms

Ethanol,2,2'-(phenylimino)di- (6CI,7CI,8CI); 2,2'-(Phenylamino)diethanol;2,2'-(Phenylimino)bis(ethanol); 2,2'-(Phenylimino)diethanol;2-[(2-Hydroxyethyl)phenylamino]ethanol; 3-Phenyl-3-azapentane-1,5-diol;Diethanolaminobenzene; Diethanolaniline; Diethanolphenylamine;N,N-Bis(2-hydroxyethyl)-N-phenylamine; N,N-Bis(2-hydroxyethyl)aniline; N,N-Bis(b-hydroxyethyl)aniline; N,N-Di(2-hydroxyethyl)aniline;N,N-Di(b-hydroxyethyl)aniline;N,N-Diethanolaniline; N,N-Dihydroxyethylaniline; N-Phenyl-N,N-diethanolamine;N-Phenyldiethanolamine; N-Phenyliminodiethanol; NSC 6327;Phenylbis(2-hydroxyethyl)amine; Phenyldiethanolamine; [Bis(2-hydroxyethyl)amino]benzene

Article Data 50

N-Phenyldiethanolamine Synthetic route

591-50-4

iodobenzene

111-42-2

2,2'-iminobis[ethanol]

120-07-0

2,2'-(phenylimino)bis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 3h;95%
62-53-3

aniline

107-07-3

2-chloro-ethanol

120-07-0

2,2'-(phenylimino)bis[ethanol]

Conditions
ConditionsYield
With sodium hydroxide at 100℃; for 72h;87%
With calcium carbonate; potassium iodide In water for 8h; Reflux;86%
With calcium carbonate; potassium iodide In water for 8h; Reflux; Inert atmosphere; Schlenk technique;86%
75-21-8

oxirane

62-53-3

aniline

120-07-0

2,2'-(phenylimino)bis[ethanol]

Conditions
ConditionsYield
With water; propionic acid at 0 - 10℃;85%
at 80 - 90℃; im Rohr;
at 80 - 90℃;
96-49-1

[1,3]-dioxolan-2-one

62-53-3

aniline

A

120-07-0

2,2'-(phenylimino)bis[ethanol]

B

122-98-5

2-Anilinoethanol

Conditions
ConditionsYield
With tri-i-butyl(methyl)phosphonium tosylate at 170℃; for 8h; Ionic liquid; Neat (no solvent);A 74%
B n/a
With Na-Y zeolite In Triethylene glycol dimethyl ether at 160℃; for 2h;A 19%
B 63%
In neat (no solvent) at 140℃; for 14h;
67-56-1

methanol

50-00-0

formaldehyd

62-53-3

aniline

A

120-07-0

2,2'-(phenylimino)bis[ethanol]

B

122-98-5

2-Anilinoethanol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; titanium(III) chloride at 20℃; for 0.5h; Acidic aq. solution; Inert atmosphere;A 15%
B 30%
55932-12-2

phenyliminodiacetic acid diethyl ester

120-07-0

2,2'-(phenylimino)bis[ethanol]

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Ambient temperature;26%
With lithium aluminium tetrahydride In tetrahydrofuran at 80℃; for 2h;
19798-81-3

2-Amino-6-bromopyridine

882521-96-2

pyridine-2-boronic acid N-phenyldiethanolamine ester

A

178039-84-4

6-amino-2-2’-pyridylbipyridine

B

120-07-0

2,2'-(phenylimino)bis[ethanol]

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran for 24h; Suzuki-Miyaura cross-coupling; Reflux; Inert atmosphere;
13534-97-9

6-bromopyridine-3-amine

882521-96-2

pyridine-2-boronic acid N-phenyldiethanolamine ester

A

120-07-0

2,2'-(phenylimino)bis[ethanol]

B

160539-04-8

[2,2’-bipyridin]-5-amine

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran for 24h; Suzuki-Miyaura cross-coupling; Reflux; Inert atmosphere;
96-49-1

[1,3]-dioxolan-2-one

122-98-5

2-Anilinoethanol

A

124-38-9

carbon dioxide

B

120-07-0

2,2'-(phenylimino)bis[ethanol]

Conditions
ConditionsYield
at 140℃; Kinetics; Neat (no solvent); chemospecific reaction;
67-56-1

methanol

67-64-1

acetone

100-61-8

N-methylaniline

A

120-07-0

2,2'-(phenylimino)bis[ethanol]

B

1413925-42-4

C11H17NO

C

93-90-3

N-(2-hydroxyethyl)-N-methylaminobenzene

D

122-98-5

2-Anilinoethanol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; titanium tetrachloride; zinc In water at 20℃; Inert atmosphere;A n/a
B 20 %Spectr.
C n/a
D n/a

N-Phenyldiethanolamine Chemical Properties

Molecular Formula: C10H15NO2
Molar mass: 181.23 g/mol
EINECS: 204-368-5
Density: 1.165 g/cm3
Flash Point: 189.7 °C
Index of Refraction: 1.596
Boiling Point: 347.8 °C at 760 mmHg
Vapour Pressure: 1.98E-05 mmHg at 25°C
Melting point: 56-58 °C(lit.)
Water solubility: 45 g/L (20 ºC)
Appearance: White to brown crystalline mass, crystals or
Product categories: Intermediates of Dyes and Pigments
Structure of Glyphosine (2439-99-8):

XLogP3-AA: 0.4
H-Bond Donor: 2
H-Bond Acceptor: 3
IUPAC Name: 2-[N-(2-Hydroxyethyl)anilino]ethanol
Canonical SMILES: C1=CC=C(C=C1)N(CCO)CCO
InChI: InChI=1S/C10H15NO2/c12-8-6-11(7-9-13)10-4-2-1-3-5-10/h1-5,12-13H,6-9H2 
InChIKey: OJPDDQSCZGTACX-UHFFFAOYSA-N

N-Phenyldiethanolamine Toxicity Data With Reference

1.    

skn-rbt 500 mg open MLD

    UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 6/13/60 .
2.    

eye-rbt 100 mg SEV

    UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 6/13/60 .
3.    

orl-rat LD50:980 mg/kg

    JIDHAN    Journal of Industrial Hygiene. 23 (1941),259.

Carcinogenicity of N-Phenyldiethanolamine (120-07-0) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.You can see actual entry in RTECS for complete information.

N-Phenyldiethanolamine Consensus Reports

Reported in EPA TSCA Inventory.

N-Phenyldiethanolamine Safety Profile

Moderately toxic by ingestion. A severe eye and mild skin irritant. When heated to decomposition it emits toxic fumes of NOx. See also AROMATIC AMINES.
 

Hazard Codes: Xn
Risk Statements:
20:  Harmful by inhalation
21:  Harmful in contact with skin
22:  Harmful if swallowed 
37:  Irritating to the respiratory system
38:  Irritating to the skin
41:  Risk of serious damage to eyes
48:  Danger of serious damage to health by prolonged exposure
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection

N-Phenyldiethanolamine Specification

 N-Phenyldiethanolamine (120-07-0) also can be called Ethanol, 2,2'- (phenylimino)bis- ; N,N-Di(.beta.-hydroxyethyl)aniline ; [Bis(2-hydroxyethyl)amino]benzene ; 2,2'-(Phenylimino)diethanol ; ethanol, 2,2'-(phenylimino)bis- ; N,N-Bis(.beta.-hydroxyethyl)aniline .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.
In addition, N-Phenyldiethanolamine (120-07-0) is moisture sensitive with air and light, and can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides,and you must not take it with incompatible materials and not be exposured to moist air or water.And also prevent it to broken down into hazardous decomposition products: oxides of nitrogen, carbon dioxide, carbon monoxide.

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