3-Chloro-2,2-bis(chloromethyl)propanoic acid

Base Information

• Chemical Name: 3-Chloro-2,2-bis(chloromethyl)propanoic acid
• CAS No.: 17831-70-8
• Molecular Formula: C5H7 Cl3 O2
• Molecular Weight: 205.468
• Hs Code.: 2915900090
• NSC Number: 89302
• DSSTox Substance ID: DTXSID50293405
• Nikkaji Number: J1.412.187K
• Wikidata: Q82032117
• Mol file: 17831-70-8.mol

Synonyms:3-Chloro-2,2-bis(chloromethyl)propanoic acid;17831-70-8;3-CHLORO-2,2-DICHLOROMETHYL PROPIONIC ACID;Propanoic acid, 3-chloro-2,2-bis(chloromethyl)-;3-Chloro-2,2-bis(chloromethyl)propionic acid;NSC89302;3-Chloro-2,2-bis-chloromethyl-propionicacid;SCHEMBL9139060;DTXSID50293405;RDRNKIGGASXJAX-UHFFFAOYSA-N;MFCD00021685;NSC-89302;AKOS015994503;CS-W021894;SS-3556;3-Chloro-2,2-bis(chloromethyl)propanoicacid;FT-0651131;Propanoicacid,3-chloro-2,2-bis(chloromethyl)-;J-512176

Chemical Property of 3-Chloro-2,2-bis(chloromethyl)propanoic acid

Chemical Property:

• Vapor Pressure: 0.00317mmHg at 25°C
• Melting Point: 40-42 °C
• Boiling Point: 262.7°Cat760mmHg
• PKA: 2.50±0.15(Predicted)
• Flash Point: 112.7°C
• PSA: 37.30000
• Density: 1.468g/cm³
• LogP: 1.77380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 203.951163
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

98%, ^*data from raw suppliers

3-?Chloro-?2,?2-?bis(chloromethyl)?propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CCl)(CCl)C(=O)O)Cl
• Uses: 3-?Chloro-?2,?2-?bis(chloromethyl)?propanoic Acid is a reagent used in the preparation of novel azide plasticizers.

Technology Process of 3-Chloro-2,2-bis(chloromethyl)propanoic acid

There total 8 articles about 3-Chloro-2,2-bis(chloromethyl)propanoic acid 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:

Pentaerythritol (115-77-5) → pentaerythrityl tetrachloride (3228-99-7) + 3-chloro-2,2-bis(chloromethyl)propionic acid-1 (17831-70-8)

Guidance literature:

With pyridine; thionyl chloride; nitric acid; Yield given. Multistep reaction; 1.) 120-130 deg C, overnight, 2.) 70-80 deg C;

DOI:10.1021/jo00119a057

Reference yield:

Pentaerythritol (115-77-5) → 3-chloro-2,2-bis(chloromethyl)propionic acid-1 (17831-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂, pyridine

2: conc. HNO₃

With pyridine; thionyl chloride; nitric acid;

DOI:10.1016/S0040-4039(00)92310-4

Reference yield:

3-chloro-(2,2-chloromethyl)propan-1-ol (813-99-0) → 3-chloro-2,2-bis(chloromethyl)propionic acid-1 (17831-70-8)

Guidance literature:

With nitric acid;

upstream raw materials:

3-chloro-(2,2-chloromethyl)propan-1-ol

Pentaerythritol

2-Chloromethyl-2-hydroxymethyl-1,3-propanediol

nitric acid

Downstream raw materials:

2-chloromethyl-3-chloroprop-1-ene

6-benzyl-2-phenyl-2,6-diazaspiro[3.3]heptan-1-one

Refernces

• 1、 Mondanaro, Kathleen R.,Dailey, William P.,Pal, Rajib,Dong, Yan,Belica, Peter,Wolff, Steven. "3-Chloro-2-(chloromethyl)-1-propene [1-Propene, 3-chloro-2-(chloromethyl)-]". . p. 89 - 89. Retrieved 2017/09/20.
• 2、 Bartholomew,Stocks. "A novel rearrangement reaction conversion of 3-(chloromethyl)azetidin-2-ones to azetidine-3-carboxylic acid esters". . p. 4795 - 4798. Retrieved 2007/10/02.