Oxalyl chloride
- Product Name
- Oxalyl chloride
- CAS No.
- 79-37-8
- Chemical Name
- Oxalyl chloride
- Synonyms
- OXALYL DICHLORIDE;Oxalyl;OC;formyl chloride;Oxalic dichloride;COX;ETHANEDIOYL DICHLORIDE;Oxalic chloride;Oxaloyl chloride;Oxalyl chloride solution 2.0 M in methylene chloride
- CBNumber
- CB7854408
- Molecular Formula
- C2Cl2O2
- Formula Weight
- 126.93
- MOL File
- 79-37-8.mol
Oxalyl chloride Property
- Melting point:
- -10--8 °C (lit.)
- Boiling point:
- 62-65 °C (lit.)
- Density
- 1.5 g/mL at 20 °C (lit.)
- vapor density
- 4.4 (vs air)
- vapor pressure
- 150 mm Hg ( 20 °C)
- refractive index
- n20/D 1.429(lit.)
- Flash point:
- 176-178°C
- storage temp.
- Store Cold
- solubility
- Chloroform (Soluble), Ethyl Acetate
- form
- Liquid
- color
- APHA: 0-150
- Odor
- penetrating odor
- Water Solubility
- reacts
- Decomposition
- 176-178 ºC
- Sensitive
- Moisture Sensitive
- Merck
- 14,6914
- BRN
- 1361988
- Exposure limits
- ACGIH: TWA 50 ppm
OSHA: TWA 25 ppm; STEL 125 ppm
NIOSH: IDLH 2300 ppm - Dielectric constant
- 3.4700000000000002
- Dielectric constant
- 3.5（21℃）
- Stability:
- Stable. Incompatible with bases, alcohols, steel, oxidizing agents, alkali metals. Moisture sensitive. Reacts violently with water, liberating toxic gas.
- InChIKey
- CTSLXHKWHWQRSH-UHFFFAOYSA-N
- CAS DataBase Reference
- 79-37-8(CAS DataBase Reference)
- NIST Chemistry Reference
- Oxalyl chloride(79-37-8)
- EPA Substance Registry System
- Ethanedioyl dichloride (79-37-8)
Safety
- Hazard Codes
- C,T
- Risk 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
- RIDADR
- UN 2927 6.1/PG 2
- WGK Germany
- 2
- RTECS
- KI2950000
- F
- 9-19-21
- Hazard Note
- Toxic/Corrosive/Store Cold/Lacrymatory
- TSCA
- Yes
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29171990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H260In contact with water releases flammable gases which may ignite spontaneously
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P231+P232Handle under inert gas. Protect from moisture.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 221015
- Product name
- Oxalyl chloride
- Purity
- ReagentPlus , ≥99%
- Packaging
- 5g
- Price
- $27.8
- Updated
- 2024/03/01
- Product number
- 221015
- Product name
- Oxalyl chloride
- Purity
- ReagentPlus , ≥99%
- Packaging
- 10kg
- Price
- $2040
- Updated
- 2024/03/01
- Product number
- O0082
- Product name
- Oxalyl Chloride
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $28
- Updated
- 2024/03/01
- Product number
- O0082
- Product name
- Oxalyl Chloride
- Purity
- >98.0%(GC)(T)
- Packaging
- 100g
- Price
- $62
- Updated
- 2024/03/01
- Product number
- A18012
- Product name
- Oxalyl chloride, 98%
- Packaging
- 50g
- Price
- $45.9
- Updated
- 2023/06/20
Oxalyl chloride Chemical Properties,Usage,Production
Chemical Properties
colourless liquid with a pungent odour
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.
Production Methods
Oxalyl Chloride is produced by the reaction of anhydrous oxalic acid and phosphorus pentachloride.
Preparation
Oxalyl chloride was first prepared in 1892 by the French chemist Adrien Fauconnier, who reacted diethyl oxalate with phosphorus pentachloride. Oxalyl chloride is also produced commercially from ethylene carbonate. Photochlorination gives the tetrachloride, which is subsequently degraded:
C2H4O2CO + 4 Cl2 → C2Cl4O2CO + 4 HCl
C2Cl4O2CO → C2O2Cl2 + COCl2
Application
Oxalyl chloride is used in organic synthesis. It may be used in the following processes:
Unncatalyzed reaction of silyl ketene acetals with oxalyl chloride yeilds symmetrical pulvinic acids.
Catalytic syntheses of N-heterocyclic ynones and ynediones by in situ activation of carboxylic acids with oxalyl chloride.
Oxalyl chloride was reportedly used in the first synthesis of dioxane tetraketone.
Preparation of Mosher′s acid chloride by reacting with Mosher′s acid in the presence of DMF.
Activation of dimethyl sulfoxide for use in the oxidation of long-chain alcohols to carbonyls.
Activation of α-keto carboxylic acids and N-heterocyclic carboxylic acids for alkynylation to form ynediones and N-heterocyclic ynones, respectively.
Reactions
Oxalyl Chloride vigorously reacts with water, alcohols, and amines, and is employed for the synthesis of agrochemicals, pharmaceuticals, and fine chemicals.
General Description
Oxalyl chloride is a commonly used chlorinating reagent that can be prepared by the reaction of oxalic acid and phosphorus pentachloride.
Health Hazard
Oxalyl chloride is a corrosive respiratory irritant and lachrymator. The vapors will attack the skin, eyes and especially the mucous membranes of the nose and throat and respiratory system. This material should be used only in a well ventilated area.
Fire Hazard
Extinguish with dry powder or carbon dioxide. Do not use water. Oxalyl chloride decomposes upon contact with water to produce toxic and corrosive fumes. When heated to decomposition, product emits toxic fumes.
Chemical Reactivity
Product is sensitive to temperatures below -10° and above 40°C. It reacts vigorously with water and hydroxyl compounds.
Safety Profile
Poison. Violently decomposed by water and alcohol. Severe irritant to skin, eyes, respiratory tract. Explodeson contact with dimethyl sulfoxide. Forms shock-sensitive explosive mixtures with potassium or with K-Na alloy. Will react with water or steam to
Waste Disposal
Carefully mix acidic compound with dry sodium bicarbonate. Dilute slowly with water and wash down the drain with copious amounts of water.
Oxalyl chloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Oxalyl chloride manufacturers
- Product
- Oxalyl chloride 79-37-8
- Price
- US $9.00-70.00/g
- Min. Order
- 10g
- Purity
- 99%
- Supply Ability
- 10 tons
- Release date
- 2024-03-27
- Product
- Oxalyl chloride 79-37-8
- Price
- US $20.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000 Ton
- Release date
- 2023-05-26
- Product
- Oxalyl chloride 79-37-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 20tons
- Release date
- 2023-10-09