17831-70-8

Usage

Uses

3-?Chloro-?2,?2-?bis(chloromethyl)?propanoic Acid is a reagent used in the preparation of novel azide plasticizers.

InChI:InChI=1/C5H7Cl3O2/c6-1-5(2-7,3-8)4(9)10/h1-3H2,(H,9,10)

Upstream product

• 813-99-0 3-chloro-(2,2-chloromethyl)propan-1-ol 
• 115-77-5 Pentaerythritol 
• 2210-06-2 2-Chloromethyl-2-hydroxymethyl-1,3-propanediol 
• 7697-37-2 nitric acid 
• 13103-49-6 acetic acid-(3-chloro-2,2-bis-chloromethyl-propyl ester) 

Downstream Products

• 1871-57-4 2-chloromethyl-3-chloroprop-1-ene 
• 2831-90-5 α,α,α-tris(hydroxymethyl)acetic acid 
• 960079-40-7 6-benzyl-2-phenyl-2,6-diazaspiro[3.3]heptan-1-one 
• 960079-46-3 C₂₀H₂₂N₂O₂ 
• 960079-47-4 2-phenyl-2,6-diazaspiro[3.3]heptan-1-one 
• 959853-29-3 2-benzyl-6-phenyl-2,6-diazaspiro[3.3]heptane 
• 960079-48-5 1-benzyl-3-(chloromethyl)azetidine-3-carboxylic acid 
• 106014-95-3 N-benzyl-3-hydroxymethyl-azetidine-3-carboxylic acid 
• 137266-59-2 1-benzyl-3,3-bis(chloromethyl)azetidin-2-one 
• 137606-01-0 N-benzyl-3-chloro-2,2-bis(chloromethyl)propanamide 
• 137266-85-4 1-benzyl-3-chloromethylazetidine-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Crystal Structures and Phase Transitions of 3-Chloro-2,2-bis(chloromethyl)propionic Acid-1 and 1,3-Dichloro-2,2-dimethylpropane

The crystal structure of 3-chloro-2,2-bis(chloromethyl)propionic acid-1 was determined from single crystal data. The compound crystallizes in the acentric monoclinic space group P21. Lattice constants at T = 304 K are a = 6.961(1) A, b = 9.979(2) A, c = 12.0569(3) A β= 94.01(2)°. Structure refinement on 1736 independent reflections yielded R = 0.041. Two molecules are interconnected by hydrogen bridges to form dimers. Thermal analysis and temperature dependent X-ray and IR-measurements gave no indication of a phase transition in the range 150 K I→II = 194.3 K, with a plastic cubic phase in the range 194.3 K (200 K) = 2.6769 × 10-4 K-1. The entropy at the melting point Tm = 259.1 K and at the solid-solid phase transition TI→II = 194.3 K is rather low giving strong evidence of a plastic phase. Powder X-ray diffraction pattern in the ordered phase at T = 160 K gave indication of monoclinic symmetry with a = 12.27 A, b = 10.86 A, c = 10.68 A, β = 111.8°. Temperature dependent infrared measurements revealed the conformation of the molecule.

A novel rearrangement reaction conversion of 3-(chloromethyl)azetidin-2-ones to azetidine-3-carboxylic acid esters

Transformation of 3-(chloromethyl)azetidin-2-ones to azetidine-3-carboxylic acid esters is described. The readily available 3-(chloromethyl)azetidin-2-ones rearranged in good yields to azetidine-3-carboxylic acid esters on treatment with alkoxides. An alternative ring opening - ring closure procedure is also identified.