N-Methyl-1-naphthalenemethanamine
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N-Methyl-1-naphthalenemethanamine
structure -
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CAS No:
14489-75-9
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Formula:
C12H13N
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Chemical Name:
N-Methyl-1-naphthalenemethanamine
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Synonyms:
1-Naphthalenemethanamine,N-methyl-;1-Naphthalenemethylamine,N-methyl-;N-Methyl-1-naphthalenemethanamine;N-Methyl-1-naphthylmethylamine;N-Methyl-1-naphthalenemethylamine;1-Methylaminomethylnaphthalene;NSC 129392;Methyl(naphthalen-1-ylmethyl)amine;[(Naphthalen-1-yl)methyl]methylamine;N-Methyl-N-[(1-naphthyl)methyl]amine;N-(Naphthalen-1-yl-methyl)-N-methylamine;N-Methyl-N-[(naphthalen-1-yl)methyl]amine;Methyl(1-naphthylmethyl)amine;N-(1-Naphthylmethyl)methylamine;N-Methyl-N-naphthylmethylamine;130282-38-1;130282-37-0
- Categories:
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CAS No:
N-Methyl-1-naphthalenemethanamine Basic Attributes
171.24
171.24
238-497-3
DWX2R0PS9P
129392
DTXSID00162834
2921499090
Characteristics
12
2.6
1,05 g/cm 3
189.5-190 °C
115-120 °C @ Press: 1 Torr
146.6±10.9 °C
1.6160-1.6190
0.00242mmHg at 25°C
Safety Information
IRRITANT
R36/37/38
26-36/37/39
Xi
P260, P261, P264, P270, P271, P273, P280, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501
H301
|Danger|H301 (44.44%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P273, P280, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 9 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
N-Methyl-1-naphthalenemethanamine Use and Manufacturing
The crude N-METHYL-N- (1-NAPHTHYLMETHYL)-FORMAMIDE prepared according to the step (a) above was suspended in 300ML of 20percent aqueous sodium hydroxide and heated at 60-70C for a period of 7hr. The reaction mixture was cooled to 25C and extracted with toluene (2 x 200ML). The toluene layer was extracted with 3N hydrochloric acid (2 x 300ML). The aqueous layer was DECOLORIZED with activated carbon and basified to pH 10.0 with 20percent aqueous sodium hydroxide. The liberated base was extracted into toluene and the toluene layer distilled off to get 86gr of the crude product. This was distilled under high vaccum to get 82gr (85percent) of pure N-methyl-1-naphthalene-methaneamine.The crude N-METHYL-N-(L-NAPHTHYLMETHYL)-FORMAMIDE prepared according to the step (a) described above was suspended in 1000ml of 10percent aqueous sulfuric acid and heated to reflux temperature and maintained for 4hr at this temperature. The reaction mixture was cooled to 25C and extracted with toluene (2 x 200ML). The aqueous layer was treated. with active carbon and filtered. The filtrate was basified to pH 10.0 with sodium hydroxide. The liberated base was extracted into toluene and the toluene layer distilled off to get 82gr of the crude product. This was distilled under high vaccum to get 79gr (82percent) of pure N-methyl-1-naphthalene-methaneamine.b) Acid hydrolysis OF N-METHYL-N- (1-METHYLNAPHTHYL)-FORMAMIDE : The crude N-methyl-N- (1-naphthylmethyl)-formamide prepared by the process described in step (a) above was suspended in 800ml of 10percent aqueous sulfuric acid and heated to reflux temperature and maintained for 4hr at this temperature. The reaction mixture was cooled to 25C and extracted with toluene (2 x 150ML). The aqueous layer was treated with active carbon and filtered. The filtrate was basified to pH 10.0 with sodium hydroxide. The liberated base was extracted into toluene and the toluene layer distilled off to get 45gr of the crude product. This was distilled under high vaccum to get 39GR (41percent) OF PURE N-METHYL-1-NAPHTHALENEMETHANAMINE.A solution of naphthalene- 1-carboxylic acid methyl amide (0.83 g, 4.40 mmol) in anhydrous tetrahydrofuran (10 mL) was added via a syringe to a stirred suspension of lithium aluminum hydride (0.41 g, 9.68 mmol) in anhydrous tetrahydrofuran (10 mL), at OPreparation Example 33 In the is provided with a stirrer, thermometer, condenser, dropping funnel in the reaction container, adding the mass fraction is 85percent third eyeball 130 ml, methylamine (3) 210 ml, reducing the temperature of the solution to 16 °C, control the stirring speed 130rpm, slowly adding amine methylnaphthalene (2) 0.31mol, dropping time control in 4h, the temperature of the solution elevated to 45 °C, and 36h, evaporate third eyeball, the mass fraction of the residue to 70percent cyclohexane 230 ml, are sequentially used for quality fraction is 35percent potassium sulfite washing solution, sodium bromide solution, phosphorus pentoxide dehydration, 1.8kPa vacuum distillation, collecting 110 - - 115 °C fraction, the mass fraction of the 95percent nitromethane recrystallizing, to obtain crystal N-methyl-1-naphthalene methylamine 45.06g, yield 85percent.
1-Methyl-aminomethyl naphthalene has been used as reagent for the determination of isocyanates in air by UV or fluorescence detection. 1-Methyl-aminomethyl naphthalene has been used in the preparation of key intermediate required for the synthesis of terbinafine.
Computed Properties
Molecular Weight:171.24
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:171.104799419
Monoisotopic Mass:171.104799419
Topological Polar Surface Area:12
Heavy Atom Count:13
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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N-Methyl-1-naphthalenemethanamine
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