1,2-Bis(chloroacetoxy)ethane

Base Information

• Chemical Name: 1,2-Bis(chloroacetoxy)ethane
• CAS No.: 6941-69-1
• Molecular Formula: C6H8 Cl2 O4
• Molecular Weight: 215.033
• European Community (EC) Number: 230-096-1
• NSC Number: 22574
• UNII: AAL3X9YZW7
• DSSTox Substance ID: DTXSID90219568
• Nikkaji Number: J26.222F
• Wikidata: Q83096517
• Mol file: 6941-69-1.mol

Synonyms:6941-69-1;1,2-Bis(chloroacetoxy)ethane;Ethylene bis(chloroacetate);2-(2-chloroacetyl)oxyethyl 2-chloroacetate;Ethylene Glycol Bis(monochloroacetate);ETHYLENEGLYCOLBIS(MONOCHLOROACETATE);Ethylene glycol dichloroacetate;AI3-02151;Ethyleneglycol bischloro acetate;Acetic acid, chloro-, 1,2-ethanediyl ester;1,2-Bis(chloroacetoxy)ethane ,;ethyleneglycol bis(chloroethanoate);EINECS 230-096-1;NSC-22574;Ethylene glycol bis-(monochloroacetate);Poly(oxy-1,2-ethanediyl), alpha-(2-chloroacetyl)-omega-[(2-chloroacetyl)oxy]-;56867-89-1;NSC22574;AAL3X9YZW7;SCHEMBL1036146;DTXSID90219568;Bis(chloroacetic acid)ethylene ester;MFCD00045277;NSC 22574;AKOS000274693;ethane-1,2-diyl bis(2-chloroacetate);2-(2-Chloro-acetoxy)ethyl chloroacetate;2-[(2-Chloroacetyl)oxy]ethyl chloroacetate;3-BROMO-1,1,1-TRIFLUOROACETONEOXIME;CS-0158314;E0107;FT-0636300;2-[(2-Chloroacetyl)oxy]ethyl chloroacetate #;D90437;Chloro-Acetic Acid 2-(2-chloro-acetoxy)-ethyl Ester;Acetic acid, 2-chloro-, 1,1'-(1,2-ethanediyl) ester

Chemical Property of 1,2-Bis(chloroacetoxy)ethane

Chemical Property:

• Melting Point: 41 °C
• Refractive Index: 1.4570 (estimate)
• Boiling Point: 158 °C / 8mmHg
• Flash Point: 120.2oC
• PSA: 52.60000
• Density: 1.5137 (rough estimate)
• LogP: 0.55040
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 213.9799641
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

99%, ^*data from raw suppliers

1,2-bis(Chloroacetoxy)ethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COC(=O)CCl)OC(=O)CCl

Technology Process of 1,2-Bis(chloroacetoxy)ethane

There total 6 articles about 1,2-Bis(chloroacetoxy)ethane 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: 85.0%

ethylene glycol (107-21-1) + chloroacetic acid (79-11-8) → 1,2-bis(chloroacetoxy)ethane (6941-69-1)

Guidance literature:

With Amberlyst; In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 4h;

Reference yield: 73.31%

ethylene glycol (107-21-1) + chloroacetyl chloride (79-04-9) → 1,2-bis(chloroacetoxy)ethane (6941-69-1)

Guidance literature:

In dichloromethane; at 40 ℃; for 4h;

Reference yield: 69.8%

→ 1,2-bis(chloroacetoxy)ethane (6941-69-1)

Guidance literature:

upstream raw materials:

oxirane

chloroacetic acid

ethylene glycol

chloroacetyl chloride

Downstream raw materials:

C₂₀H₁₆N₂O₁₂

(4-Nitro-phenoxy)-acetic acid-2-[2-(4-nitro-phenoxy)-acetoxy]-ethyl ester

3,6-Dioxa-2,7-dioxoheptan-1,8-bis-triphenylphosphoniumdichlorid

2,2'-[1,4-phenylenebis(oxy)]bisacetic acid

Refernces

• 1、 Panda, Manorama,Fatma, Nazish,Kabir-Ud-Din. "Enhanced aqueous solubility of polycyclic aromatic hydrocarbons by green diester-linked cationic gemini surfactants and their binary solutions". . p. 109 - 116. Retrieved 2016.
• 2、 Fatma, Nazish,Panda, Manorama,Kabir-ud-Din,Beg, Muheeb. "Ester-bonded cationic gemini surfactants: Assessment of their cytotoxicity and antimicrobial activity". . p. 390 - 394. Retrieved 2016.
• 3、 Fatma, Nazish,Panda, Manorama,Kabir-ud-Din. "Mixed micellization of novel cationic ester-bonded gemini surfactants: Investigations by conductometric and tensiometric measurements". . p. 959 - 966. Retrieved 2016.
• 4、 Fatma, Nazish,Ansari, Wajid Husain,Panda, Manorama,Kabir-Ud-Din. "Mixed micellization behavior of Gemini (Cationic Ester-Bonded) surfactants with conventional (Cationic, Anionic and Nonionic) surfactants in aqueous medium". . p. 133 - 149. Retrieved 2013.
• 5、 -. "Preparation method of tetra-ester gemini quaternary ammonium salt leather sterilization mildew inhibitor". Paragraph 0016; 0021. . Retrieved 2021/07/31.
• 6、 Abdul Rub, Malik,Alghamdi, Yousef G.,Asiri, Abdullah M.,Azum, Naved,Khan, Farah,Shafi Sheikh, Mohmad. "Impact on micellization between promethazine hydrochloride and ester bonded gemini surfactant in distinct solvents: A multi-faceted procedure". . . Retrieved 2021/09/16.