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Dithiocarbamate

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Chemical structure of dithiocarbamates
A dithiocarbamate is a functional group in organic chemistry. It is the analog of a carbamate in which both oxygen atoms are
replaced by sulfur atoms. Sodium diethyldithiocarbamate is a common example. Dithiocarbamates and their derivatives are
widely used in the vulcanization of rubber.
[1]

Contents
[hide]
 1 Formation and reactions
 2 Applications
 3 See also
 4 References
Formation and reactions[edit]
Many primary and secondary amines react with carbon disulfide and sodium hydroxide to form dithiocarbamate salts:
[1]

R2NH + CS2 + NaOH → R2NCS2
-
Na
+
+ H2O
Ammonia reacts with CS2 similarly:
2 NH3 + CS2 → H2NCS2
-
NH4
+

Dithiocarbamate salts are pale colored solid that are soluble in water and polar
organic solvents.
Applications[edit]
Zinc dithiocarbamates are used to modify the crosslinking of
certain polyolefins with sulfur, a process called vulcanization. They are used as
ligands for chelating metals.
[2]

Dithiocarbamates specifically ethylene bisdithiocarbamates, EBDCs, in the
form of complexes with manganese (maneb), zinc (zineb) or a combination of
manganese and zinc (mancozeb), have been used extensively as fungicides in
agriculture from the 1940s.
[3][4]

See also[edit]
 Thiocarbamate
 Xanthate
References[edit]
1. ^ Jump up to:
a

b
Hans-Wilhelm Engels et al., "Rubber, 4.
Chemicals and Additives" in Ullmann's Encyclopedia of
Industrial Chemistry, 2007, Wiley-VCH,
Weinheim. doi:10.1002/14356007.a23_365.pub2
2. Jump up^ Greenwood, Norman N.; Earnshaw, Alan
(1997). Chemistry of the Elements (2nd ed.). Butterworth-
Heinemann. ISBN 0080379419.
3. Jump
up^ http://www.apsnet.org/publications/apsnetfeatures/Page
s/Fungicides.aspx
4. Jump up^ Gullino, Maria Lodovica, et al. "Mancozeb: past,
present, and future." Plant Disease 94.9 (2010): 1076-1087.

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 Functional groups
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