1,2,3-Trichloropropane

Base Information

• Chemical Name: 1,2,3-Trichloropropane
• CAS No.: 96-18-4
• Molecular Formula: C3H5Cl3
• Molecular Weight: 147.432
• Hs Code.: 29031980
• European Community (EC) Number: 202-486-1
• ICSC Number: 0683
• NSC Number: 35403
• UN Number: 2810
• UNII: 3MJ7QCK0Z0
• DSSTox Substance ID: DTXSID9021390
• Nikkaji Number: J3.962D
• Wikipedia: 1,2,3-Trichloropropane
• Wikidata: Q161301
• NCI Thesaurus Code: C44295
• ChEMBL ID: CHEMBL346933
• Mol file: 96-18-4.mol

Synonyms:1,2,3-trichloropropane;trichlorohydrin

Chemical Property of 1,2,3-Trichloropropane

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 3.66mmHg at 25°C
• Melting Point: -14 °C
• Refractive Index: n20/D 1.484(lit.)
• Boiling Point: 156.8 °C at 760 mmHg
• Flash Point: 82.2 °C
• PSA: 0.00000
• Density: 1.309 g/cm³
• LogP: 2.07140
• Storage Temp.: -20°C
• Solubility.: Soluble in alcohol and ether (Weast, 1986); miscible with propyl chloride, carbon tetrachloride, and chloroform.
• Water Solubility.: 2 g/L (25 ºC)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 145.945683
• Heavy Atom Count: 6
• Complexity: 25.2
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

1,2,3-Trichloropropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,F
• Hazard Codes: T,F,N
• Statements: 45-60-20/21/22-39/23/24/25-23/24/25-11-38-68/20/21/22-48/23-48/21/22-36-24/25-20
• Safety Statements: 53-45-36/37-37-36-61-26-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aliphatics
• Canonical SMILES: C(C(CCl)Cl)Cl
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and upper respiratory tract. The substance is mildly irritating to the skin. The substance may cause effects on the liver and kidneys at high concentrations. This may result in tissue lesions. Exposure at high levels could cause lowering of consciousness.
• Effects of Long Term Exposure: This substance is probably carcinogenic to humans. Animal tests show that this substance possibly causes toxic effects upon human reproduction.
• Description: 1,2,3-Trichloropropane is a chemical compound existing as an intermediate in certain pesticides. It is used as the intermediate for the manufacturing of chemicals such as epoxy resins, polysulfone liquid polymers, the synthesis of hexafluoropropylene, and as a cross-linking agent in the synthesis of polysulfides. It has also been used as the solvent for paint and varnish removal, a cleaning and degreasing agent, and a maintenance solvent. It has also been used as a soil fumigant. In addition, it is also a “branching” or curing agent in polysulfide polymers, which is used as the sealants for aircraft fuel tanks and bodies. However, it should be noted that it is a persistent groundwater pollutant and a potential human carcinogen. 1,2,3-Trichloropropane is a synthetic chemical that is also known as allyl trichloride, glycerol trichlorohydrin, and trichlorohydrin. It is a colourless, heavy liquid with a sweet but strong chloroform-like odour and is combustible. It is slightly soluble in water but soluble in chloroform, diethyl ether, and ethanol. On contact with heat/ fire, It releases off irritating or toxic fumes (or gases). It evaporates very quickly and small amounts dissolve in water. It is mainly used to make other chemicals. 1,2,3-Trichloropropane was used in the past mainly as a solvent and extractive agent, including as a paint and varnish remover and as a cleaning and degreasing agent. It is now used mainly as a chemical intermediate, for example, in the production of polysulphone liquid polymers, dichloropropene and hexafluoropropylene and as a cross-linking agent in the synthesis of polysulphides.
• Physical properties: Clear, colorless liquid with a strong, chloroform-like odor
• Uses: 1,2,3-Trichloropropane is used as a solventand as an intermediate in organic synthesis. Intermediate in the manufacture of pesticides and polysulfide rubbers; formerly used as a solvent and extractive agent. Paint and varnish remover, solvent, degreasing agent.

Technology Process of 1,2,3-Trichloropropane

There total 85 articles about 1,2,3-Trichloropropane 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: 19.4%

→ 1,2,2-trichloropropane (3175-23-3) + 1,1,2,2-tetrachloropropane (13116-60-4) + 1,2,3-trichloropropane (96-18-4) + 1,2,2,3-tetrachloropropane (13116-53-5) + 1,1,2,3-tetrachloropropane (18495-30-2) + 1,1,1,2,2-pentachloropropane (64240-29-5) + 1,1,1,2,3-pentachloro-propane (21700-31-2) + 1,1,2,3,3-pentachloropropane (15104-61-7) + 1,1,2,2,3-pentachloropropane (16714-68-4)

Guidance literature:

With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile); at 55 - 60 ℃;

Reference yield: 15.6%

1,2-Dichloropropane (26198-63-0,78-87-5) → 1,2,2-trichloropropane (3175-23-3) + 1,1,2,2-tetrachloropropane (13116-60-4) + 1,1,2-trichloropropane (598-77-6) + 1,2,3-trichloropropane (96-18-4) + 1,2,2,3-tetrachloropropane (13116-53-5) + 1,1,2,3-tetrachloropropane (18495-30-2)

Guidance literature:

With sulfuryl dichloride; at 55 - 60 ℃;

Reference yield: 14.8%

→ 1,2,2-trichloropropane (3175-23-3) + 1,1,2,2-tetrachloropropane (13116-60-4) + 1,1,2-trichloropropane (598-77-6) + 1,2,3-trichloropropane (96-18-4) + 1,2,2,3-tetrachloropropane (13116-53-5) + 1,1,2,3-tetrachloropropane (18495-30-2) + 1,1,2,2,3-pentachloropropane (16714-68-4)

Guidance literature:

With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile); at 55 - 60 ℃;

upstream raw materials:

2-iodo-propane

methylene chloride

propene

allyl iodid

Downstream raw materials:

2-Methylhexane

triptane

2,2-dimethylpentane

tritetradecanoylglycerol

Refernces

Configuration Determination of (R)-(-)-1,1,2-Triphenyl-3,3-dimethylbutane and the Stereochemistry of the Reaction of Benzhydryllithium with (R)-(+)-α-Phenylneopentyl Chloride

10.1021/jo00139a027

The research explores various aspects of organic chemistry, focusing on the reactions of hemiacetal esters with acids and alcohols, the synthesis and configuration determination of (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane, and the nitrogen-15 NMR and photoelectron spectroscopy of substituted N-phenylaziridines. The first study investigates the formation of mixed acetals and the thermolysis of hemiacetal esters using NMR spectroscopy, aiming to understand reaction mechanisms and equilibrium states. The second study synthesizes (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane and examines the stereochemistry of reactions involving benzhydryllithium and α-phenylneopentyl chloride, concluding that the optical purity of starting materials significantly affects the final product's configuration. The third study measures the 15N chemical shifts of N-arylaziridines and correlates them with shifts in anilines and anisoles, revealing high resonance dependence and smaller-than-expected steric effects. Key chemicals used across these studies include hemiacetal ester, acetic acid, diphenylmethyllithium, α-phenylneopentyl chloride, thionyl chloride, phosgene, and various substituted N-phenylaziridines.