542-75-6 Usage
Description
This nematocide is used as a sol fumigant prior to crop
cultivation. Mainly farmers and process operators
employed at pesticide plants are exposed.
Uses
Different sources of media describe the Uses of 542-75-6 differently. You can refer to the following data:
1. 1,3-Dichloropropene (a technical-grade mixture of the cis-and transisomers) is used as a preplanting fumigant, mainly for the control of nematodes affecting the roots of plants, selected plant diseases, garden centipedes, wireworms, and weeds; as a solvent; and as an intermediate in the manufacture of 3,3-dichloro-1-propene and other pesticides. It is registered for use on all vegetable, fruit, and nut crops, all forage crops, tobacco, all fiber crops, and all nursery crops (EPA 1998). In Hawaii, 1,3-dichloropropene is used to control nematodes on pineapples at planting (Albrecht 1987). In 2009, three products containing 1,3-dichloropropene as an active ingredient were registered for restricted, non-residential use in the United States (EPA 2009). No products containing 1,3-dichloropropene are registered for use by homeowners (EPA 1998).
2. 1,3-Dichloropropene is a soil fumigant /nematicide used mainly
for the pre-plant control of most species of nematodes and soil insect
pests in citrus, pineapples, deciduous fruits and nuts, grapes, berries and
field and nursery crops. The product contains equal amounts of E- and
Z-isomer. The Z-isomer is more biologically active than the E-isomer.
3. Widely used as a preplanting soil fumigant
for the control of nematodes
Production Methods
1,3-DCP is produced either by high-temperature chlorination
of propylene or from 1,3-dichloro-2-propanol by dehydration
with phosphoryl chloride or phosphorus pentoxide in
benzene. All commercial preparations of 1,3-DCP are mixtures
of the cis- and trans-isomers.
According to SRI Consulting, Dow AgroSciences LLC
(Freeport, Texas) is the only current manufacturer of 1,3-
DCP. Active registrants of 1,3-DCP pesticide formulations
include Dow AgroSciences LLC (Indianapolis, Indiana),Soil Chemicals Corporation (Hollister, California), and
Trical (Hollister, California).
General Description
A clear colorless liquid. Flash point 95°F. Denser (at 10.2 lb / gal) than water and insoluble in water. Vapors are heavier than air. Used to make other chemicals and as soil fumigant.
Air & Water Reactions
Highly flammable. Insoluble in water.
Reactivity Profile
1,3-Dichloropropene reacts vigorously with oxidizing materials. Reacts with aluminum, active metals, and halogenated compounds. Also reacts with acids and thiocyanates. Corrosive to magnesium, magnesium alloys and aluminum alloys. Incompatible with some metal salts .
Health Hazard
VAPOR: Irritating to eyes, nose and throat. LIQUID: Will burn skin and eyes. Harmful if swallowed.
Fire Hazard
FLAMMABLE. POISONOUS GASES ARE PRODUCED IN FIRE. Flashback along vapor trail may occur. Vapor may explode if ignited in an enclosed area. Toxic and irritating gases may be generated.
Agricultural Uses
Soil fumigant, Nematicide: This chemical is also used in combinations with
dichloropropanes as a soil fumigant to kill nematodes,
insects and fungus on cotton, potatoes, tobacco, sugar
beets, vegetables, grain, citrus planting sites, deciduous
fruit and nut-tree planting sites, and ornamental trees and
floral sites. Top four applications in California are on
sweet potatoes, carrots, wine grapes and outdoor propagation
nurseries. It is used on a wide variety of crops. Not
approved for use in EU countries. Actively registered
in the U.S.
Trade name
DURHAM NEMATOCIDE?[C];
FUMAZONE?[C]; NEMAGON?[C]; NEMEX?; PROKILL
NEMATOCIDE?[C]; TELONE?; TELONE II?;
TELONE II-B?; TELONE? EC DRIP; VIDDEN D?;
VORLEX?
Contact allergens
This nematocide is used as a soil fumigant prior to
crop cultivation. Farmers and process operators
employed at pesticide plants are mainly exposed
Safety Profile
Confirmed carcinogen
with experimental carcinogenic data. Poison
by ingestion and intraperitoneal routes.
Moderately toxic by skin contact. Mildly
toxic by inhalation. A strong irritant.
Mutation data reported. A pesticide. A
flammable liquid and dangerous fire hazard
when exposed to heat, flame, or oxidzers.
Reacts vigorously with oxidizing materials.
To fight fire, use water, foam, CO2, dry
chemical. When heated to decomposition it
emits toxic fumes of Cl-. See also ALLYL
COMPOUNDS and CHLORIDES.
Carcinogenicity
Technical-grade 1,3-dichloropropene (co
ntaining 1.0% epichlorohydrin as a stabilizer) is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals. The technical-grade 1,3-dichloropropene used in the cancer studies in experimental animals was a mixture of cis- and trans-isomers and varied in purity and the stabilizer used (see Properties).
Metabolic pathway
Degradation of 14C-1,3-dichloropropene in aerobic
soils in the dark at 25℃ at concentration of
approximately 100 μg g-1 results in the formation of 3-chloroallyl alchohol, 3-chloroacrylic acid, numerous
minor carboxylic acid metabolites, and carbon dioxide.
In addition, there is extensive incorporation of 14C
labeled material into the soil organic matter in the
soils. By a specific bacterium (Pseudomonas cichorii
170) which is isolated from soil, 1,3-dichloropropene is
degraded in different pathways from those of soil
degradation. The terminal degradate by this bacterium
is acetoaldehye which undergoes mineralization.
Degradation
E-1,3-Dichloropropene (1) and Z-1,3-dichloropropene (2) degraded
rapidly in aqueous solution (independent of pH) under both dark and
light exposed conditions (25 °C), with DTW values of ca. 1-6 days. Hydrolytic
dechlorination reactions yielded E- and Z-3-chloroallyl alcohol (3,4)
and hydrochloric acid (5) as the major products. Further oxidation of
3 and 4 yielded E- and Z-3-chloroacrylic acid (6, 7) as minor products
(McCall, 1987; Milano et al., 1988; Batzer and Yoder, 1995).
1,3-Dichloropropene degraded in the vapour phase (with ozone and
hydroxyl radicals) to yield chloroacetaldehyde (8), formyl chloride (9) and
chloroacetic acid (10 (Tuazon et al., 1984). The estimated air photolysis
DT50 was ca. 7-12 hours (Roby and Melichar, 1997).
Toxicity evaluation
In water hydrolyzes to
3-chloropropenol and chloride ion. Both isomers of
3-chloropropenol are toxic but less so than the parent
compound.
Check Digit Verification of cas no
The CAS Registry Mumber 542-75-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 2 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 542-75:
(5*5)+(4*4)+(3*2)+(2*7)+(1*5)=66
66 % 10 = 6
So 542-75-6 is a valid CAS Registry Number.
InChI:InChI=1/C3H4Cl2/c4-2-1-3-5/h1-2H,3H2
542-75-6Relevant articles and documents
Method and system for producing 1, 3-propylene glycol by multi-step method
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Paragraph 0101-0103; 0110-0112; 0119-0121; 0128-0130, (2021/01/28)
The invention discloses a method and a system for producing 1, 3-propylene glycol by a multi-step method. The method comprises the following steps: carrying out dehydration reaction on 1, 3-dichloropropanol and a dehydration catalyst to prepare 1, 3-dichloropropene; carrying out a first hydrolysis reaction on a first mixed reaction system containing the 1, 3-dichloropropene, a first hydrolysis agent and a first solvent to prepare 3-chloro-2-propene-1-alcohol; carrying out hydrogenation reaction on the 3-chloro-2-propene-1-alcohol and a hydrogenation catalyst to prepare 3-chloropropanol; and carrying out a second hydrolysis reaction on a second mixed reaction system containing the 3-chloropropanol, a second hydrolysis agent and a second solvent to prepare the 1, 3-propylene glycol. According to the method, 1, 3-dichloropropanol is used as a raw material, the important chemical raw material 1, 3-propylene glycol is prepared through a dehydration, hydrolysis, hydrogenation and hydrolysisfour-step method, and the method has the advantages of mild reaction conditions, low cost, environmental protection, economy and the like.
PROCESS FOR THE PRODUCTION OF CHLORINATED AND/OR FLUORINATED PROPENES
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Page/Page column 13-19, (2013/02/27)
Processes for the production of chlorinated and/or fluonnated propenes provide good product yield with advantageous impurity profiles in the crude product. Advantageously, the processes may be conducted at lower temperatures than 600°C, or less than 500°C, so that energy savings are provided, and/or at higher pressures so that high throughputs may also be realized. The use of catalysts or initiators may provide additional enhancements to conversion rates and selectivity, as may adjustments to the molar ratio of the reactants.
REACTIONS OF CuCl2 WITH PROPENE
Potapov, A. M.,Kolesnikov, I. M.,Evdokimova, A. S.,Potapova, S. A.
, p. 2104 - 2107 (2007/10/02)
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