1,3-Dichloropropene

Base Information

• Chemical Name: 1,3-Dichloropropene
• CAS No.: 542-75-6
• Deprecated CAS: 68525-58-6,8022-76-2
• Molecular Formula: C3H4Cl2
• Molecular Weight: 110.971
• Hs Code.: 29032990
• European Community (EC) Number: 208-826-5
• ICSC Number: 0995
• UN Number: 2047
• DSSTox Substance ID: DTXSID1022057
• Wikipedia: 1,3-Dichloropropene
• NCI Thesaurus Code: C44296
• ChEMBL ID: CHEMBL3561804
• Mol file: 542-75-6.mol

Synonyms:1,3-dichloro-1-propene;1,3-dichloro-1-propene, (E)-isomer;1,3-dichloro-1-propene, (Z)-isomer;1,3-dichloropropene;1,3-dichloropropylene;Telone EC;Telone II

Chemical Property of 1,3-Dichloropropene

Chemical Property:

• Appearance/Colour: clear yellowish to brownish liquid
• Vapor Pressure: 30.4mmHg at 25°C
• Melting Point: -60 °C
• Refractive Index: n20/D 1.472(lit.)
• Boiling Point: 108.4 °C at 760 mmHg
• Flash Point: 27.8 °C
• PSA: 0.00000
• Density: 1.175 g/cm³
• LogP: 1.97770
• Storage Temp.: 2-8°C
• Water Solubility.: <0.01 g/100 mL at 16.5℃
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 109.9690055
• Heavy Atom Count: 5
• Complexity: 31.9
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dichloropropene(E/ZMixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 10-20/21-25-36/37/38-43-50/53-65-24/25-20
• Safety Statements: 36/37-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Fumigants
• Canonical SMILES: C(C=CCl)Cl
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. This substance is possibly carcinogenic to humans.
• 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: 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). 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. Widely used as a preplanting soil fumigant for the control of nematodes

Technology Process of 1,3-Dichloropropene

There total 21 articles about 1,3-Dichloropropene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.4%

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) → 2-chloropropene (557-98-2) + 1,2-Dichloropropane (26198-63-0,78-87-5) + E/Z-1,3-Dichloropropene (542-75-6) + isopropyl chloride (75-29-6) + propenyl chloride (590-21-6) + 3-chloroprop-1-ene (107-05-1)

Guidance literature:

With aluminum oxide; copper dichloride; dibenzoyl peroxide; at 489.9 ℃; for 0.000555556h; Product distribution; Mechanism; also other temperatures (503 K - 753 K) and initiators (chloral dioxyperoxide);

Reference yield:

1,3-Dichloro-2-propanol (96-23-1) → E/Z-1,3-Dichloropropene (542-75-6)

Guidance literature:

With phosphorus pentoxide;

DOI:10.1021/ja01302a029

Reference yield:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) → 2,3-Dichloroprop-1-ene (78-88-6) + 1,2-Dichloropropane (26198-63-0,78-87-5) + E/Z-1,3-Dichloropropene (542-75-6) + chlorobenzene (108-90-7)

Guidance literature:

With hydrogenchloride; air; fly ash; at 349 - 548 ℃; for 0.000277778h; Further byproducts given;

DOI:10.1016/0045-6535(94)90356-5

upstream raw materials:

1,3-Dichloro-2-propanol

1,2,3-trichloropropane

3,3-dichloropropene

propene

Downstream raw materials:

propane-1,1,3-triyltribenzene

(3-chloro-2-propenyl)-benzene

(3-chloro-allyl)-phenyl ether

propargyl fluoride

Refernces

• 1、 -. "Method and system for producing 1, 3-propylene glycol from 1, 3-dichloropropanol". Paragraph 0083-0085; 0090-0090-0092; 0097-0099; 0104-0106. . Retrieved 2021/03/13.
• 2、 Jarmohamed, W.,Mulder, P.. "Oxychlorination and combustion of propene on fly-ash. Formation of chlorinated benzenes, dibenzodioxines and mono- and dibenzofurans". . p. 1911 - 1918. Retrieved 2007/10/03.