(3-Fluorobenzyl)methylamine

Bezeichnung:(3-Fluorobenzyl)methylamine

CAS-Nr90389-84-7

Englisch Name:(3-Fluorobenzyl)methylamine

CBNumberCB5453087

SummenformelC8H10FN

Molgewicht139.17

MOL-Datei90389-84-7.mol

(3-Fluorobenzyl)methylamine physikalisch-chemischer Eigenschaften

Siedepunkt	183-184 °C (lit.)
Dichte	1.015 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.4990(lit.)
Flammpunkt	152 °F
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
pka	9.39±0.10(Predicted)
Aggregatzustand	Liquid
Farbe	Colorless to tan
InChI	1S/C8H10FN/c1-10-6-7-3-2-4-8(9)5-7/h2-5,10H,6H2,1H3
InChIKey	ZXWCKKSSCIFVBT-UHFFFAOYSA-N
SMILES	CNCc1cccc(F)c1

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-41
S-Sätze:	26-36/39
RIDADR	UN 2735 8/PG III
WGK Germany	2
HazardClass	8
PackingGroup	III
HS Code	29214990
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Oral Eye Dam. 1

Gefahreninformationscode (GHS)

(3-Fluorobenzyl)methylamine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R41:Gefahr ernster Augenschäden.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/39:Bei der Arbeit geeignete Schutzkleidung und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
Colorless liquid
Synthese

74-89-5

456-48-4

90389-84-7

Step A: Methylamine (15.3 mL, 40% aqueous solution, 177 mmol) was slowly added dropwise to a stirred solution of 3-fluorobenzaldehyde (20.0 g, 161 mmol) in methanol (150 mL) at room temperature. The reaction mixture was cooled to 0 °C after 6 h of continuous stirring at room temperature, followed by batchwise addition of sodium borohydride (6.10 g, 161 mmol). After removal of the cooling bath, the reaction mixture was gradually warmed to room temperature and stirring was continued for 16.5 hours. Upon completion of the reaction, the reaction was quenched with deionized water and carefully acidified with 2N hydrochloric acid. The acidified mixture was extracted with dichloromethane (3 times). The aqueous phase was subsequently alkalized with 6N sodium hydroxide solution and again extracted with dichloromethane (4 times). All organic phase extracts were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product N-methyl-3-fluorobenzylamine (21.51 g, 96% yield) as a clarified oil. Its 1H NMR (300 MHz, CDCl3) data were as follows: δ 7.32 (td, J = 7.5, 1.7 Hz, 1H), 7.28-7.19 (m, 1H), 7.14-6.98 (m, 2H), 3.80 (s, 2H), 2.45 (s, 3H), 1.47 (br s, 1H).
Einzelnachweise
[1] Patent: US2006/111393, 2006, A1. Location in patent: Page/Page column 26-27

(3-Fluorobenzyl)methylamine Upstream-Materialien And Downstream Produkte

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