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Home > Encyclopedia > 4-Chloro-N-methylbenzenemethanamine

4-Chloro-N-methylbenzenemethanamine

4-Chloro-N-methylbenzenemethanamine structure

4-Chloro-N-methylbenzenemethanamine 

structure
  • CAS No:

    104-11-0

  • Formula:

    C8H10ClN

  • Chemical Name:

    4-Chloro-N-methylbenzenemethanamine

  • Synonyms:

    Benzenemethanamine,4-chloro-N-methyl-;Benzylamine,p-chloro-N-methyl-;4-Chloro-N-methylbenzenemethanamine;p-Chloro-N-methylbenzylamine;4-Chloro-N-methylbenzylamine;N-Methyl-p-chlorobenzylamine;N-(p-Chlorobenzyl)-N-methylamine;(4-Chlorobenzyl)methylamine;N-Methyl-4-chlorobenzylamine;NSC 39968;N-Methyl-N-(4-chlorobenzyl)amine;N-(4-Chlorobenzyl)-N-methylamine;4-Chlorobenzyl-N-methylamine;1-(4-Chlorophenyl)-N-methylmethanamine;[(4-Chlorophenyl)methyl](methyl)amine

  • Categories:

    Chemical Reagents  >  Organic Reagents

4-Chloro-N-methylbenzenemethanamine Basic Attributes

155.62

155.62

203-175-3

DTXSID0059291

2921499090

Characteristics

12

2.2

1.088±0.06 g/cm3(Predicted)

120-123 °C @ Press: 15 Torr

106.1±0.0 °C

1.5380 to 1.5420

Safety Information

IRRITANT

2735

22-34-52-41-37/38

23-26-36/37/39-45-39

Xi,C,Xn

P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P363, P403+P233, P405, P501

H302

|Danger|H302 (33.33%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4-Chloro-N-methylbenzenemethanamine Use and Manufacturing

Methods of Manufacturing

(4-Chlorobenzyl)methyIamine (30)To a stirred solution of 4-chlorobenzylchloride (3.00 g, 18.63 mmol) in THF (300 ml) under NTo a stirred solution of 4-chlorobenzylchloride (18, 3.00 g, 18.63 mmol) in THF (300 mL) under N(4-Chlorobenzyl)methyIamine (30)To a stirred solution of 4-chlorobenzylchloride (3.00 g, 18.63 mmol) in THF (300 ml) under N2 at 0 0C, was added methylamine solution in water (40% v/v) (9.03 mi, 93.48 mmol) and the reaction allowed to progress at room temperature overnight. The solvent was removed by rotary evaporation with water removed by azeotroping with toluene. The crude product was purified directly by column chromatography using EtOAc (100%) followed by EtOAc: MeOH: NEt3 (92: 5: 3) as eluent to give 30 as a yellow oil (2.49 g, 81%); 1H NMR (CDCi3, 300 MHz) delta 7.25 - 7.18 (4H, m), 3.66 (2H, s), 2.38 (3H, s), 1.65 ( 1H, s); 13C NMR (CDCI3, 100 MHz) delta 138.6 (IV), 132.6 (IV), 129.5 (2C), 128.4 (2C), 55.2, 35.8; HRMS (ESI): Found 156.0580 (M+). C8H10NCI (M+) requires 156.0556.To a stirred solution of 4-chlorobenzylchloride (18, 3.00 g, 18.63 mmol) in THF (300 mL) under N2 at 0 C, was added methylamine solution in water (40% v/v) (9.03 mL, 93.48 mmol) and the reaction allowed to progress at room temperature overnight. The solvent was removed by rotary evaporation with water removed by azeotroping with toluene. The crude product was purified directly by column chromatography using EtOAc (100%) followed by EtOAc:MeOH:NEt3 (92:5:3) as eluent to give 22 as a yellow oil (2.49 g, 81%); 1H NMR (CDCl3, 300 MHz) delta 7.25-7.18 (4H, m, ArH), 3.66 (2H, s, CH2), 2.38 (3H, s, CH3), 1.65 (1H, s, NH); 13C NMR (CDCl3, 100 MHz) delta 138.6 (Arqu), 132.6 (Arqu), 129.5 (2 × ArC-H), 128.4 (2 × ArC-H), 55.2 (CH2), 35.8 (CH3). HRMS (ES): Found 156.0556 (M + H)+: C8H11NCl (M + H)+ requires 156.0575.The

Benzenemethanamine, 4-chloro-N-methyl-: INACTIVE

Computed Properties

Molecular Weight:155.62
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:155.0501770
Monoisotopic Mass:155.0501770
Topological Polar Surface Area:12
Heavy Atom Count:10
Complexity:87.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

SODIUM SULFATE

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