2-Methoxy-1,4-dimethylbenzene
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2-Methoxy-1,4-dimethylbenzene
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CAS No:
1706-11-2
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Formula:
C9H12O
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Chemical Name:
2-Methoxy-1,4-dimethylbenzene
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Synonyms:
Benzene,2-methoxy-1,4-dimethyl-;Anisole,2,5-dimethyl-;2-Methoxy-1,4-dimethylbenzene;2,5-Dimethylanisole;2-Methoxy-p-xylene;2,5-Dimethylphenol methyl ether;3,6-Dimethylanisole;Methoxy-p-xylene;92415-84-4
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CAS No:
2-Methoxy-1,4-dimethylbenzene Basic Attributes
136.19
136.19
774604
216-943-8
RH47BOM48G
DTXSID20168893
29093090
Characteristics
9.2
2.4
0.965 g/mL at 25 °C(lit.)
90-92 °C
194 °C
151 °F
n 20/D 1.514(lit.)
Store below +30°C.
Safety Information
UN 1992
3
22-37/38-41
24/25-26
Xn
P261-P280-P305 + P351 + P338
H302-H315-H318-H335
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Methoxy-1,4-dimethylbenzene Use and Manufacturing
Preparation IB) dimethyl 2-amino-5-(methyloxy)-l, 4-benzenedicarboxvlate; Step 1:; To a mixture of 2, 5-dimethyl phenol (50 g, 410 mmole), and potassium carbonate(68 g; 490 mmole) in acetone (600 ml), dimethyl sulfate (31.02g, 246 mmole) was added at ambient temperature. The mixture was refluxed for 9 h after which TLC revealed presence of the starting material. Additional dimethyl sulfate (31.02 g, 246 mmole) was added and the reaction mixture was refluxed for another 9 h. The reaction mixture was filtered and acetone was removed on a rotavap. The resulting oil was stirred with 20percent NaOH (100 ml) for 10 minutes. The organic layer was washed with water (2 X 500 ml) till the aqueous layer was neutral. The organic layer was dried over sodium sulfate and concentrated under vacuum to yield 45.5 g of 2-methoxy- 1 , 4- dimethylbenzene (81percent). Preparation IB) dimethyl 2-amino-5-(methyloxy)-l, 4-benzenedicarboxvlate; Step 1:; To a mixture of 2, 5-dimethyl phenol (50 g, 410 mmole), and potassium carbonate(68 g; 490 mmole) in acetone (600 ml), dimethyl sulfate (31.02g, 246 mmole) was added at ambient temperature. The mixture was refluxed for 9 h after which TLC revealed presence of the starting material. Additional dimethyl sulfate (31.02 g, 246 mmole) was added and the reaction mixture was refluxed for another 9 h. The reaction mixture was filtered and acetone was removed on a rotavap. The resulting oil was stirred with 20% NaOH (100 ml) for 10 minutes. The organic layer was washed with water (2 X 500 ml) till the aqueous layer was neutral. The organic layer was dried over sodium sulfate and concentrated under vacuum to yield 45.5 g of 2-methoxy- 1 , 4- dimethylbenzene (81%). 1H NMR in CDCl3 delta ppm: 2.2 (3H, s, CH3), 2.34 (3H, s, CH3), 3.82 (3H, s, OCH3), 6.65 (IH, s, Ar-H), 6.7 (IH, d, J = 7.2 Hz, Ar-H), 7.03 (IH, d, J = 7.2 Hz, Ar-H).