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Carbaryl

Carbaryl (1-naphthyl methylcarbamate) is a chemical in the carbamate family used chiefly as an insecticide. It is a white crystalline solid commonly sold under the brand name Sevin, a trademark of the Bayer Company. Union Carbide discovered carbaryl and introduced it commercially in 1958. Bayer purchased Aventis CropScience in 2002, a company that included Union Carbide pesticide operations. It remains the third-most-used insecticide in the United States for home gardens, commercial agriculture, and forestry and rangeland protection. About 11 million kilograms were applied to U.S. farm crops in 1976. As a veterinary drug, it is known as carbaril (INN).

Production

Carbaryl is produced by treating methyl isocyanate (3) with 1-naphthol (4).

Alternatively, 1-naphthol (1) is first converted to its chloroformate (3), which is then treated with methylamine to give the desired product (4):

The former process was carried out in Bhopal. In comparison, the latter synthesis uses exactly the same reagents, but in a different sequence. This synthesis avoids the preparation of methyl isocyanate, and the comparison is often used as a case study in green chemistry. However, the second synthesis still uses phosgene, which is toxic and reacts with water, and methylamine, which is a toxic and flammable gas.

Sevendust (album)

Sevendust is the self-titled debut album by the American rock band Sevendust. The Japan reissue has live versions of "Bitch" and "Prayer" as ending bonus tracks. Sevendust appeared on the Billboard 200, remained there for sixteen weeks and peaked at 165 on April 4, 1998. The album went gold on May 19, 1999, and had by January 2011 sold 732,000 copies in the U.S. The album was re-mastered and re-released on June 21, 2010 entitled "The Definitive Edition", featuring two b-sides and two live tracks.

"My Ruin" appeared on the Mortal Kombat: More Kombat album, credited under the band's original name, "Crawlspace". "Too Close to Hate" appeared on the Masterminds album. The song "Terminator" is featured in MTV television series Celebrity Deathmatch.

Sevendust

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Carbaryl

Production

Sevendust (album)

Track listing

Personnel

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Sevendust

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Time Travelers & Bonfires

Black Out the Sun

Cold Day Memory

Chapter VII: Hope & Sorrow

Retrospective 2

Alpha

Best of, Chapter One: 1997-2004

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