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589-08-2

Basic Information
CAS No.: 589-08-2
Name: N-METHYLPHENETHYLAMINE
Article Data: 87
Molecular Structure:
Molecular Structure of 589-08-2 (N-METHYLPHENETHYLAMINE)
Formula: C9H13N
Molecular Weight: 135.209
Synonyms: Phenethylamine,N-methyl- (8CI);(2-(Methylamino)ethyl)benzene;(2-Phenylethyl)methylamine;N-(Phenylethyl)methylamine;N-Methyl-2-phenylethanamine;N-Methyl-N-(2-phenylethyl)amine;N-Methyl-b-phenethylamine;N-Methyl-b-phenylethylamine;N-Methylbenzeneethanamine;N-Methylphenethylamine;N-Phenethylmethylamine;
EINECS: 209-632-3
Density: 0.93 g/mL at 25 °C(lit.)
Melting Point: 0.93oC
Boiling Point: 201.739 °C at 760 mmHg
Flash Point: 73.889 °C
Appearance: clear colorless to light yellow liquid
Hazard Symbols: CorrosiveC,HarmfulXn
Risk Codes: 34-42/43-52/53-41-22
Safety: 26-36/37/39-45-61-39
Transport Information: UN 2735 8/PG 3
PSA: 12.03000
LogP: 1.83940
Synthetic route
109-73-9

N-butylamine

3-methyl-2-(N-methylphenethylamino)benzothiazolium toluene-p-sulphonate

A

70038-63-0

butyl-(3-methyl-3H-benzothiazol-2-ylidene)-amine

B

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
In dichloromethane at 25℃; for 3h;A 95%
B 85%
25566-59-0

N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; methoxybenzene In ethanol Irradiation; other reducing agent;91%
With sodium tetrahydroborate; methoxybenzene In ethanol for 1h; Product distribution; Quantum yield; Irradiation; other solvents, reagents, reagents ratio;91%
With sodium tetrahydroborate; methoxybenzene In ethanol Mechanism; Rate constant; Quantum yield; Irradiation; effect of other reducing agents, other electron donors, other solvent;91%
With hydrogenchloride at 180℃; Hydrolysis;
With tetrabutylammonium perchlorate In N,N-dimethyl-formamide various p-tolylsulfonamides, investigation of the deprotection by cathodic cleveage;
20020-27-3

2-phenylethyl mesylate

74-89-5

methylamine

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
Stage #1: 2-phenylethyl mesylate; methylamine In methanol; water at 140℃; under 15514.9 Torr; for 0.166667h; Flow reactor;
Stage #2: With potassium hydroxide In water Solvent;
90%
25566-59-0

N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide

A

536-57-2

p-toluene sulfinic acid

C

672-78-6

methyl p-toluene sulfinate

D

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; 1,5-dimethoxynaphthalene In ethanol Irradiation;A 71%
B n/a
C n/a
D 89%
122-78-1

phenylacetaldehyde

74-89-5

methylamine

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
Stage #1: phenylacetaldehyde; methylamine With titanium(IV) isopropylate In methanol at 20℃; for 5h;
Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 2h;
88%
With alkali durch Reduktion des Kondensationsprodukts mit Natrium und Alkohol;
With formic acid; N-terminal His6-tagged formate dehydrogenase from Candida boidinii; Rs-amine dehydrogenase (originating from the enzyme engineeringof phenylalanine dehydrogenases from Rhodococcus sp. M4); NAD In aq. buffer at 30℃; for 48h; pH=8.5; Enzymatic reaction;

2-oxo-2-phenylethyl methyl(phenethyl)carbamate

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 16h; Sealed tube; Irradiation; Inert atmosphere;87%
6830-82-6

N-methylphenylacetamide

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; bromine In 1,2-dimethoxyethane at -10 - 20℃; for 48h;82%
With hydrogenchloride; arsenic(III) trioxide at 35 - 40℃; Electrolysis.an Bleikathoden;
With antimony pentoxide; sulfuric acid Electrolysis.an Bleikathoden;
415929-57-6

N,N-dimethyl-4-((methyl(phenethyl)amino)methyl)aniline

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With water; trifluoroacetic acid In acetonitrile at 120℃; for 5h; Sealed tube;75%
67-56-1

methanol

6926-44-9

phenethyl azide

A

589-08-2

N-Methyl-N-phenethylamine

B

1126-71-2

N,N-dimethylphenethylamine

Conditions
ConditionsYield
With trans-RuCl(phenpyra-Me)(PPh3)2PF6; sodium hydroxide at 125℃; for 36h; Sealed tube; Inert atmosphere; Glovebox;A 10 %Chromat.
B 75%
78190-66-6

N-<1-Phenyl-2,2,2-trichlor-aethyl>-methylamin

589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 10h; Heating;71%
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    CAS Number: 589-08-2 Molecular Formula: C9H13N Molecular Weight: 135.21 EINECS number: 209-632-3 Related Categories: Amines and Anilines; Amines and Anilines; Phenyls & Phenyl-Het; Phenyls & Phenyl-Het;amines

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Specification

The Benzeneethanamine,N-methyl-, with the CAS registry number 589-08-2, is also known as N-Methyl-N-(2-phenylethyl)amine. It belongs to the product categories of Amines and Anilines; Phenyls & Phenyl-Het; Phenyls & Phenyl-Het. Its EINECS registry number is 209-632-3. This chemical's molecular formula is C9H13N and molecular weight is 135.21. What's more, both its IUPAC name and systematic name are the same which is called N-Methyl-2-phenylethanamine. It should be stored in a cool, dry and well-ventilated place. It is a chemical compound derived from phenethylamine. Its N-substitution results in less metabolism by monoamine oxidase than phenethylamine itself.

Physical properties about Benzeneethanamine,N-methyl- are: (1)ACD/LogP: 1.848; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.24; (4)ACD/LogD (pH 7.4): -0.87; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3 ; (12)Polar Surface Area: 12.03 Å2; (13)Index of Refraction: 1.509; (14)Molar Refractivity: 44.03 cm3; (15)Molar Volume: 147.574 cm3; (16)Polarizability: 17.455×10-24cm3; (17)Surface Tension: 32.228 dyne/cm; (18)Density: 0.916 g/cm3; (19)Flash Point: 73.889 °C; (20)Enthalpy of Vaporization: 43.795 kJ/mol; (21)Boiling Point: 201.739 °C at 760 mmHg; (22)Vapour Pressure: 0.303 mmHg at 25 °C.

Preparation of Benzeneethanamine,N-methyl-: this chemical can be prepared by N-methyl-N-phenethyl-toluene-4-sulfonamide. This reaction needs reagent concentrated hydrochloric acid at temperature of 180 °C.

Benzeneethanamine,N-methyl- can be prepared by N-methyl-N-phenethyl-toluene-4-sulfonamide.

Uses of Benzeneethanamine,N-methyl-: it is used to produce other chemicals. For example, it can react with formaldehyde to get dimethyl-phenethyl-amine. The reaction occurs with reagent NaBH4 and solvents tetrahydrofuran, trifluoroacetic acid at the temperature of 25 °C. The reaction time is 24 hours. The yield is 87 %.

Benzeneethanamine,N-methyl- can react with formaldehyde to get dimethyl-phenethyl-amine.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin or other mucous membranes and may destroy living tissue on contacting. What's more, it may cause burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. This material and its container must be disposed of as hazardous waste. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell you should seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: N(CCc1ccccc1)C
(2) InChI: InChI=1S/C9H13N/c1-10-8-7-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3
(3) InChIKey: SASNBVQSOZSTPD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 parenteral 180mg/kg (180mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 195, Pg. 647, 1940.
mouse LDLo intraperitoneal 190mg/kg (190mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 341, 1952.
rat LDLo intraperitoneal 180mg/kg (180mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 195, Pg. 647, 1940.
rat LDLo oral 1400mg/kg (1400mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 195, Pg. 647, 1940.