Methyl-3-hydroxy-2-naphthoat

Bezeichnung:Methyl-3-hydroxy-2-naphthoat

CAS-Nr883-99-8

Englisch Name:METHYL 3-HYDROXY-2-NAPHTHOATE

CBNumberCB8354389

SummenformelC12H10O3

Molgewicht202.21

MOL-Datei883-99-8.mol

Synonyma

Methyl-3-hydroxy-2-naphthoat

Methyl-3-hydroxy-2-naphthoat physikalisch-chemischer Eigenschaften

Schmelzpunkt	73-75 °C (lit.)
Siedepunkt	205-207 °C (lit.)
Dichte	1.1868 (rough estimate)
Brechungsindex	1.5440 (estimate)
Flammpunkt	205-207°C/160mm
storage temp.	Inert atmosphere,Room Temperature
Aggregatzustand	powder to crystal
pka	9.36±0.40(Predicted)
Farbe	Light yellow to Yellow to Orange
BRN	1074526
CAS Datenbank	883-99-8(CAS DataBase Reference)
EPA chemische Informationen	2-Naphthalenecarboxylic acid, 3-hydroxy-, methyl ester (883-99-8)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	2
F	9-23
TSCA	Yes
HS Code	2918.29.7500

Gefahreninformationscode (GHS)

METHYL 3-HYDROXY-2-NAPHTHOATE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Allgemeine Beschreibung
Methyl 3-hydroxy-2-naphthoate undergoes asymmetric oxidative coupling using mono-N-alkylated octahydrobinaphthyl-2,2′-diamine chiral ligands.
Synthese
Methyl 3-hydroxy-2-naphthoate is obtained by reacting 3-hydroxy-2-naphthoic acid with methanol in sulphuric acid.3-hydroxy-2-naphthoic acid (1.00 g, 5.31 mmol) was dissolved in methanol (20 ml) and concentrated sulphuric acid (1 ml) and left to reflux overnight with stirring. The reaction mixture was washed with brine (2×10 ml) and extracted with ethyl acetate (3 × 10 ml) upon cooling. The organic extracts were collected, dried with magnesium sulphate and concentrated in vacuo to give the title compound as a yellow powder (976 mg, 91%): mp: 81℃(Lit.: 75 – 76℃);
vmax/cm-1 3178 br. m (O-H), 2952 w (aro. C-H), 1515 m (aro. C=C); δH (300 MHz; CDCl3) 10.47 (1H, s, OH), 8.47 (1H, s, C(1)H), 7.79 (1H, d, J 8.3, C(5)H or C(8)H), 7.68 (1H, d, J 8.3, C(5)H or C(8)H), 7.50 (1H, td, J 7.5, 1.1, C(6)H or C(7)H), 7.36-7.29 (2H, m, C(4)H and C(6)H or C(7)H), 4.02 (3H, s, OCH3); δC (75 MHz; CDCl3) 170.3 (Ar- C), 156.3 (Ar-C), 137.9 (Ar-C), 132.5 (Ar-CH), 129.2 (Ar-CH), 129.1 (Ar-CH), 127.1 (Ar-C), 126.3 (Ar-CH), 124.0 (Ar-CH), 114.2 (Ar-C), 111.7 (Ar-CH), 52.6 (OCH3); m/z (-ES) 201 (100%, [M-H]-), 202 (14%, [M]-).
läuterung methode
Crystallise the ester from MeOH (charcoal) containing a little water. [Beilstein 10 IV 1186.]
Advantages
?C

METHYL 3-HYDROXY-2-NAPHTHOATE Upstream-Materialien And Downstream Produkte

Methyl-3-hydroxy-2-naphthoat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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