Ethylene thiourea (ETU) is an
organosulfur compound
Organosulfur compounds are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature abounds with organosulfur compounds—sulfu ...
with the formula . It is an example of an ''N'',''N''-disubstituted
thiourea
Thiourea () is an organosulfur compound with the formula and the structure . It is structurally similar to urea (), except that the oxygen atom is replaced by a sulfur atom (as implied by the ''thio-'' prefix); however, the properties of urea ...
. It is a white solid. It is synthesized by treating
ethylenediamine
Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor is a basic amine. It is a widely used building block in chemical synthesis, with approximately ...
with
carbon disulfide
Carbon disulfide (also spelled as carbon disulphide) is a neurotoxic, colorless, volatile liquid with the formula and structure . The compound is used frequently as a building block in organic chemistry as well as an industrial and chemical non ...
.
Ethylene thioureas are an excellent
accelerant
Accelerants are substances that can bond, mix or disturb another substance and cause an increase in the speed of a natural, or artificial chemical process. Accelerants play a major role in chemistry—most chemical reactions can be hastened with an ...
of
vulcanization
Vulcanization (British: Vulcanisation) is a range of processes for hardening rubbers. The term originally referred exclusively to the treatment of natural rubber with sulfur, which remains the most common practice. It has also grown to include ...
of
neoprene
Neoprene (also polychloroprene) is a family of synthetic rubbers that are produced by polymerization of chloroprene.Werner Obrecht, Jean-Pierre Lambert, Michael Happ, Christiane Oppenheimer-Stix, John Dunn and Ralf Krüger "Rubber, 4. Emulsion R ...
rubber
Rubber, also called India rubber, latex, Amazonian rubber, ''caucho'', or ''caoutchouc'', as initially produced, consists of polymers of the organic compound isoprene, with minor impurities of other organic compounds. Thailand, Malaysia, and ...
s. In commercial use is the N,N'-diphenylethylenethiourea. Due to
reproductive toxicity
Reproductive toxicity refers to the potential risk from a given chemical, physical or biologic agent to adversely affect both male and female fertility as well as offspring development. Reproductive toxicants may adversely affect sexual function ...
,
carcinogenic
A carcinogen is any substance, radionuclide, or radiation that promotes carcinogenesis (the formation of cancer). This may be due to the ability to damage the genome or to the disruption of cellular metabolic processes. Several radioactive substan ...
ity, and
mutagenic
In genetics, a mutagen is a physical or chemical agent that permanently changes genetic material, usually DNA, in an organism and thus increases the frequency of mutations above the natural background level. As many mutations can cause cancer in ...
ity, alternatives are being sought to the ethylenethioureas. One candidate replacement is
N-methyl-2-thiazolidinethione
''N''-Methyl-2-thiazolidinethione is the organosulfur compound with the formula C2H4S(NCH3)CS. It is classified as a heterocycle called a thiazolidine. It is a colorless or off-white solid. It has gained attention as a proposed low toxicity r ...
.
Ethylene thiourea can be used as a
biomarker
In biomedical contexts, a biomarker, or biological marker, is a measurable indicator of some biological state or condition. Biomarkers are often measured and evaluated using blood, urine, or soft tissues to examine normal biological processes, ...
of exposure to ethylenebis
dithiocarbamate
In organic chemistry, a dithiocarbamate is a functional group with the general formula and structure . It is the analog of a carbamate in which both oxygen atoms are replaced by sulfur atoms (when only 1 oxygen is replaced the result is thioca ...
s (EBDTCs), which are frequently employed as
fungicide
Fungicides are biocidal chemical compounds or biological organisms used to kill parasitic fungi or their spores. A fungistatic inhibits their growth. Fungi can cause serious damage in agriculture, resulting in critical losses of yield, quality, ...
s in agriculture, mainly on fruits, vegetables and ornamental plants.
EPA classification
EPA
The Environmental Protection Agency (EPA) is an independent executive agency of the United States federal government tasked with environmental protection matters. President Richard Nixon proposed the establishment of EPA on July 9, 1970; it be ...
(United States Environmental Protection Agency) has classified ethylene thiourea as a Group B2, probable human carcinogen.
Ethylene thiourea has been shown to be a potent
teratogen (causes birth defects) in rats orally or dermally exposed.
See also
*
Mercaptobenzothiazole
2-Mercaptobenzothiazole is an organosulfur compound with the formula . It is used in the sulfur vulcanization of rubber.
Structure
The molecule is planar with a C=S double bond, so the name ''mercapto''benzothiazole is a misnomer. It is not a ...
- a cyclic dithiocarbamate also used as a vulcanization accelerant
References
{{Reflist
Thioureas