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Oxalyl chloride

CAS No.79-37-8
Chemical Name:Oxalyl 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
Dielectric constant 3.5（21℃）
Exposure limits ACGIH: TWA 50 ppm
OSHA: TWA 25 ppm; STEL 125 ppm
NIOSH: IDLH 2300 ppm
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)
EWG's Food Scores 1
FDA UNII R4Y96317DW
NIST Chemistry Reference Oxalyl chloride(79-37-8)
EPA Substance Registry System Ethanedioyl dichloride (79-37-8)
UNSPSC Code 12352106
NACRES NA.22

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

NFPA 704:

	1
3		2
	W

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H260-H301+H331-H314
Precautionary statements P223-P231+P232-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338

Oxalyl chloride Price More Price(21)

Brand: Sigma-Aldrich(India)
Product number: O8801
Product name : Oxalyl chloride
Purity: reagent grade, 98%
Packaging: 25G
Price: ₹2749.55
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: O8801
Product name : Oxalyl chloride
Purity: reagent grade, 98%
Packaging: 100G
Price: ₹5434.15
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: O8801
Product name : Oxalyl chloride
Purity: reagent grade, 98%
Packaging: 1KG
Price: ₹25980
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.07066
Product name : Oxalyl chloride
Purity: for synthesis
Packaging: 25ML
Price: ₹4240
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.07066
Product name : Oxalyl chloride
Purity: for synthesis
Packaging: 100ML
Price: ₹7110
Updated: 2022/06/14
Buy: Buy

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.
reaction suitability reagent type: oxidant
Chemical Reactivity Oxalyl chloride 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.