Oxalyl chloride

Base Information

• Chemical Name: Oxalyl chloride
• CAS No.: 79-37-8
• Molecular Formula: C2Cl2O2
• Molecular Weight: 126.927
• Hs Code.: 29171990
• European Community (EC) Number: 201-200-2
• UNII: R4Y96317DW
• DSSTox Substance ID: DTXSID3058822
• Nikkaji Number: J3.842C
• Wikipedia: Oxalyl_chloride
• Wikidata: Q413566
• Mol file: 79-37-8.mol

Synonyms:oxalyl chloride

Chemical Property of Oxalyl chloride

Chemical Property:

• Appearance/Colour: colourless liquid with a pungent odour
• Vapor Pressure: 150 mm Hg ( 20 °C)
• Melting Point: -10--8 °C(lit.)
• Refractive Index: n20/D 1.429(lit.)
• Boiling Point: 63.5 °C at 760 mmHg
• Flash Point: 4.5 °C
• PSA: 34.14000
• Density: 1.335
• LogP: 0.51720
• Storage Temp.: Store Cold
• Sensitive.: Moisture Sensitive
• Water Solubility.: reacts
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 125.9275346
• Heavy Atom Count: 6
• Complexity: 75.5

Purity/Quality:

99% ^*data from raw suppliers

Oxalyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, T
• Hazard Codes: C,T
• Statements: 14-20-29-34-40-23/24/25-37-35-23
• Safety Statements: 26-36/37/39-43-45-8-24/25-23-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C(=O)(C(=O)Cl)Cl
• Uses: Oxalyl Chloride is used in the preparation of cardiolipin analogs which induce peroxidase activity by Cytochrome C. It is also used in the preparation of fluorescent indicators for cytosolic calcium.

Technology Process of Oxalyl chloride

There total 25 articles about Oxalyl chloride 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: 83.7%

oxalic acid diethyl ester (95-92-1) → oxalyl dichloride (79-37-8) + chloroethane (75-00-3) + 1,2-diethoxy-tetrachloro-ethane (63938-37-4) + ethoxy-dichloro-acetyl chloride (98019-44-4) + Ethyl oxalyl chloride (4755-77-5)

Guidance literature:

With phosphorus pentachloride; manganese(ll) chloride; at 90 ℃; for 5h; Product distribution; other catalysts (CuCl₂, ZnCl₂, CdCl₂, CrCl₃, FeCl₃, CoCl₂, PdCl₂) and temperatures (from 70 to 130 deg C);

Reference yield: 82.0%

4-fluoroanthranilic acid (446-32-2) → oxalyl dichloride (79-37-8)

Guidance literature:

In formamide; at 150 ℃; for 6h;

Reference yield: 32.0%

tetrachloro-1,4-dioxin (133349-02-7) → oxalyl dichloride (79-37-8) + 2,3-epoxy-2,3,5,6-tetrachloro-2,3-dihydro-1.4-dioxin (133349-07-2)

Guidance literature:

With oxygen; at 28 - 40 ℃; under 500 - 600 Torr;

DOI:10.1021/jo00012a026

upstream raw materials:

pyridine

bis(trichloromethyl) oxalate

chlorobenzene

1,2-diethoxy-tetrachloro-ethane

Downstream raw materials:

oxalic acid bis-(4-formyl-2-methoxy-phenyl ester)

oxalic acid bis-(4-hydroxy-phenyl ester)

<3,5-Dimethyl-pyrryl-(2)>-glyoxylsaeure

N,N'-diacetylurea

Refernces

• 1、 -. "Preparation method of [alpha]-oxo-2-furanacetic acid". Paragraph 0032-0033; 0042-0043; 0050-0051. . Retrieved 2021/05/01.
• 2、 -. "BIFUNCTIONAL CYTOTOXIC AGENTS". Page/Page column. . Retrieved 2015/08/04.