1067-09-0

Basic information

• Product Name: 1,1,1-TRIS(CHLOROMETHYL)ETHANE
• Synonyms: 1,3-DICHLORO-2-(CHLOROMETHYL)-2-METHYLPROPANE;1,1,1-TRIS(CHLOROMETHYL)ETHANE;2-(CHLOROMETHYL)-1,3-DICHLORO-2-METHYLPROPANE;1,3-Dichloro-2-(chloroMethyl)-2-Methylpropane 98%
• CAS NO: 1067-09-0
• Molecular Formula: C₅H₉Cl₃
• Molecular Weight: 175.48
• Mol File: 1067-09-0.mol

Chemical Properties

• Melting Point: 18 °C(lit.)
• Boiling Point: 89-90 °C22 mm Hg(lit.)
• Flash Point: 187 °F
• Appearance: /
• Density: 1.271 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.568mmHg at 25°C
• Refractive Index: n20/D 1.482(lit.)
• CAS DataBase Reference: 1,1,1-TRIS(CHLOROMETHYL)ETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-TRIS(CHLOROMETHYL)ETHANE(1067-09-0)
• EPA Substance Registry System: 1,1,1-TRIS(CHLOROMETHYL)ETHANE(1067-09-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-36/37/39
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1067-09-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
1,1,1-TRIS(CHLOROMETHYL)ETHANE is used as a synthetic intermediate for the production of various organic compounds. Its reactivity and unique structure make it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. The compound's chloromethyl groups can be easily modified or replaced, allowing for the creation of a wide range of derivatives with diverse properties and applications.
Used in Polymer Industry:
In the polymer industry, 1,1,1-TRIS(CHLOROMETHYL)ETHANE is used as a cross-linking agent for the production of thermosetting polymers. Its ability to form covalent bonds with other molecules allows it to create a network of interconnected polymer chains, resulting in materials with enhanced mechanical properties, such as increased strength, rigidity, and thermal stability.
Used in Pharmaceutical Industry:
1,1,1-TRIS(CHLOROMETHYL)ETHANE is used as a key intermediate in the synthesis of certain pharmaceutical compounds. Its unique reactivity enables the development of new drugs with novel mechanisms of action, potentially leading to more effective treatments for various diseases and conditions.
Used in Material Science:
In the field of material science, 1,1,1-TRIS(CHLOROMETHYL)ETHANE is used as a precursor for the development of advanced materials with specific properties. For example, it can be used to create materials with improved thermal conductivity, electrical insulation, or chemical resistance, depending on the desired application.
Used in Environmental Applications:
1,1,1-TRIS(CHLOROMETHYL)ETHANE can be utilized in the development of environmental remediation technologies. Its reactivity and ability to form covalent bonds with other molecules make it a promising candidate for the design of materials that can effectively capture and neutralize pollutants, such as heavy metals or organic contaminants, from soil, water, or air.

InChI:InChI=1/C5H9Cl3/c1-5(2-6,3-7)4-8/h2-4H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 67-66-3 chloroform 
• 77-85-0 2-(hydroxymethyl)-2-methylpropane-1,3-diol 
• 2465-56-7 methylene 
• 21398-89-0 2-methoxymethyl-2-methyl-1,3-propanediol 
• 82925-86-8 5-chloromethyl-5-methyl-2-thia-1,3-dioxane 2-oxide 
• 19256-62-3 5-(methoxymethyl)-2,2,5-trimethyl-1,3-dioxane 
• 3143-02-0 3-hydroxymethyl-3-methyloxethane 
• 98-07-7 Benzotrichlorid 
• 3663-46-5 5-hydroxymethyl-2,2,5-trimethyl-1,3-dioxane 

Downstream Products

• 1001-75-8 4-methyl-4-pentenoic acid 
• 18540-98-2 3-(diphenylphosphanyl-methyl)-3-methyl-1,1-diphenyl-phosphetanium; chloride 
• 1078-36-0 4-methyl-1-phenyl-4-pentene-1-one 
• 22031-12-5 [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] 
• 155932-49-3 H₃CC{CH₂P(C₆H₄C₄H₉)2}3 
• 22031-15-8 1,1,1-tris(di(4-methylphenyl)phosphinomethyl)ethane 
• 629-45-8 dibutyl disulfide 
• 859050-85-4 1,1,1-tris(n-butylthiomethyl)ethane 
• 1436684-32-0 [MoI₃(1-(diisopropylphosphinomethyl)-1,1-bis(diphenylphosphinomethyl)ethane)] 
• 1436684-20-6 1-(diisopropylphosphinomethyl)-1,1-bis(diphenylphosphinomethyl)ethane 
• 1436683-93-0 C₃₅H₄₆BP₃ 
• 155932-48-2 methyl(2-methyldiphenylphosphino)-1-chloro-3-diphenylphosphinopropane 
• 126150-68-3 (2-methyl-2-((phenylthio)methyl)propane-1,3-diyl)bis(diphenylphosphane) 

Relevant articles and documents

Organocatalytic Chlorination of Alcohols by P(III)/P(V) Redox Cycling

A catalytic system for the chlorination of alcohols under Appel conditions was developed. Benzotrichloride is used as a cheap and readily available chlorinating agent in combination with trioctylphosphane as the catalyst and phenylsilane as the terminal reductant. The reaction has several advantages over other variants of the Appel reaction, e.g., no additional solvent is required and the phosphane reagent is used only in catalytic amounts. In total, 27 different primary, secondary, and tertiary alkyl chlorides were synthesized in yields up to 95%. Under optimized conditions, it was also possible to convert epoxides and an oxetane to the dichlorinated products.

Method for Chlorinating Alcohols

A process for preparing organic chlorides in which the chlorine atom is bonded to a CH2 group by reacting the corresponding alcohols with thionyl chloride in the presence of a triaylphosphine oxide at a temperature of from 20 to 200° C. and a pressure of from 0.01 to 10 MPa abs, which comprises using the triarylphosphine oxide in a molar ratio to the amount of OH groups to be chlorinated of from 0.0001 to 0.5.

Reactivity of Neopentyl-Like Compounds in the Synthesis of Branched Polyethers

Two singly branched symmetrical hexaethers have been synthesized, starting from 2-bromomethyl-2-methyl-1,3-dibromopropane, in a surprisingly efficient one-pot nucleophilic substitution reaction.It is proposed that the expected adverse neopentyl effect is compensated by favourable neighbouring-group participation involving a 'bromonium'-like four-membered-ring transition state.The corresponding trichloride also reacted cleanly, although much more slowly, while the tritosylate gave an oxetane derivative.

UNUSUAL TRIPOD-LIKE LIGANDS. SYNTHESIS OF 2,2-BIS(DIPHENYLPHOSPHINOMETHYL)-1-METHOXYPROPANE AND 2,2-BIS(PHENYLTHIOMETHYL)-1-METHOXYPROPANE

By employment of 1,1,1-tris(hydroxymethyl)ethane as the starting material, syntheses of two novel tripod-like terdentates with mixed donor properties, 2,2-Bis(diphenylphosphinomethyl)-1-methoxypropane (P2O) and 2,2-Bis(diphenylphosphinomethyl)-1-methoxypropane (S2O) are reported.Structural confirmation is based on spectroscopic and analytical results.Key words: tripodal ligands; terdentates; organophosphine ligand; organosulfur ligand.

PRODUCTION OF CYCLIC SULFITES AND THEIR TRANSFORMATION INTO SUBSTITUTED TRI(CHLOROMETHYL)METHANES

The production of cyclic sulfites from trihydric alcohols and their conversion into chlorides by the action of DMFA-SOCl2 complex are described.By PMR and IR spectroscopy it was shown that cyclic sulfites exist preferentially in the chair conformation with the axial orientation of the S=O bond.It was established that the chlorides are formed in two parallel paths, i.e. directly from trihydric alcohols and their cyclic sulfites.