nitric acid; trifluoroacetic anhydride T=-20°C; 0.5 h; Further byproducts given;

nitric acid T=0°C; 1 h; nitration of various anisoles and phenols; Product distribution;

nitric acid; trifluoroacetic anhydride T=-20°C; 0.5 h; Product distribution;

1: N-bromosuccinimide; 2,2'-azobisisobutyronitrile / CCl4 / Heating 2: CH2Cl2 / Heating 3: sodium hydride / CH2Cl2 / 0 - 20 °C 4: sodium dithionite / acetone; H2O / 50 °C View Scheme

1.1: N-bromosuccinmide; dibenzoyl peroxide / tetrachloromethane / 18 h / Inert atmosphere; Reflux 2.1: sodium hydroxide / methanol / 3 h / 20 °C / Inert atmosphere 3.1: dihydrogen peroxide; acetic acid / water / 24 h / 20 °C / Inert atmosphere 4.1: acetic acid; benzylamine / Inert atmosphere; Reflux 5.1: sodium dithionite / water; acetone / 1 h / 50 °C / Inert atmosphere 6.1: sodium acetate / methanol / 0.17 h / Inert atmosphere; Reflux 6.2: Inert atmosphere; Reflux 7.1: water; sodium hydroxide / ethanol / Inert atmosphere View Scheme

Multi-step reaction with 7 steps 1.1: N-bromosuccinmide; dibenzoyl peroxide / tetrachloromethane / 18 h / Inert atmosphere; Reflux2.1: sodium hydroxide / methanol / 3 h / 20 °C / Inert atmosphere3.1: dihydrogen peroxide; acetic acid / water / 24 h / 20 °C / Inert atmosphere4.1: acetic acid; benzylamine / Inert atmosphere; Reflux5.1: sodium dithionite / water; acetone / 1 h / 50 °C / Inert atmosphere6.1: sodium acetate / ethanol / 0.17 h / Inert atmosphere; Reflux6.2: 48 h / Inert atmosphere; Reflux7.1: water; sodium hydroxide / ethanol / Inert atmosphere  

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '1868022', constants.ctx, '0')">4-methyl-2-nitrophenol</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342940', constants.ctx, '0')">sodium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br /> <br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '635994', constants.ctx, '0')">dimethyl sulfate</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3570983', constants.ctx, '0')">tetrabutylammomium bromide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />T=10 - 25&deg;C;&nbsp;10 - 12&nbsp;h;&nbsp;<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '2037554', constants.ctx, '0')">sulfuric acid</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587310', constants.ctx, '0')">nitric acid</a> <br />0.25&nbsp;h;&nbsp;&nbsp;cooling;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4267587', constants.ctx, '0')">potassium carbonate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a> <br />12&nbsp;h;&nbsp;&nbsp;Ambient temperature;&nbsp;<br /> &nbsp;