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Ethyl vinyl ether

CAS No.
109-92-2
Chemical Name:
Ethyl vinyl ether
Synonyms
Ethoxyethene;EVE;VINYL ETHYL ETHER;VINAMAR;ETHOXYETHYLENE;Ethyl Vinyl Ethe;CH2=CHOC2H5;ethoxy-ethen;agrisyntheve;Ethoxythylene
CBNumber:
CB0708241
Molecular Formula:
C4H8O
Molecular Weight:
72.11
MDL Number:
MFCD00009248
MOL File:
109-92-2.mol
MSDS File:
SDS
Last updated:2024-03-14 14:28:58

Ethyl vinyl ether Properties

Melting point -116 °C (lit.)
Boiling point 33 °C (lit.)
Density 0.753 g/mL at 25 °C (lit.)
vapor pressure 560 hPa (20 °C)
refractive index n20/D 1.376(lit.)
Flash point −50 °F
storage temp. 2-8°C
solubility 8.3g/l
form Liquid
color Clear colorless
explosive limit 1.3-12.0%(V)
Water Solubility 7.8 g/L (25 ºC)
BRN 605351
Exposure limits ACGIH: Ceiling 2 mg/m3
NIOSH: Ceiling 2 mg/m3
Stability Stable. Highly flammable. Incompatible with strong oxidizing agents. May form peroxides in storage - check for their formation before use.
InChIKey FJKIXWOMBXYWOQ-UHFFFAOYSA-N
LogP 1.63 at 25℃
CAS DataBase Reference 109-92-2(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances ETHYL VINYL ETHER
FDA 21 CFR 175.105
EWG's Food Scores 1
FDA UNII 6235C9592H
NIST Chemistry Reference Ethene, ethoxy-(109-92-2)
EPA Substance Registry System Vinyl ethyl ether (109-92-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H336-H412
Precautionary statements  P210-P233-P240-P241-P242-P273
Hazard Codes  F+,Xi,F
Risk Statements  12-19-36/37/38-11
Safety Statements  16-23-26-3/7-33-36-9
RIDADR  UN 1302 3/PG 1
WGK Germany  1
RTECS  KO0710000
19
Autoignition Temperature 178 °C
TSCA  Yes
HazardClass  3
PackingGroup  I
HS Code  29091900
Toxicity LD50 orally in Rabbit: 6120 mg/kg LD50 dermal Rabbit > 15000 mg/kg
NFPA 704
4
2 2

Ethyl vinyl ether price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.01391 Ethyl vinyl ether (stabilised with potassium hydroxide) for synthesis 109-92-2 100mL $37.5 2024-03-01 Buy
Sigma-Aldrich 8.01391 Ethyl vinyl ether (stabilised with potassium hydroxide) for synthesis 109-92-2 1L $97.1 2024-03-01 Buy
Sigma-Aldrich 422177 Ethyl vinyl ether contains 0.1% KOH as stabilizer, 99% 109-92-2 250ml $47.8 2024-03-01 Buy
Sigma-Aldrich 422177 Ethyl vinyl ether contains 0.1% KOH as stabilizer, 99% 109-92-2 1l $101 2024-03-01 Buy
Sigma-Aldrich 05010 Ethyl vinyl ether purum, ≥98.0% (GC) 109-92-2 250ML $45.3 2022-05-15 Buy
Product number Packaging Price Buy
8.01391 100mL $37.5 Buy
8.01391 1L $97.1 Buy
422177 250ml $47.8 Buy
422177 1l $101 Buy
05010 250ML $45.3 Buy

Ethyl vinyl ether Chemical Properties,Uses,Production

Chemical Properties

Colorless liquid. Extremely reactive, can be polymerized in liquid or vapor phase. Slightly soluble in water (0.9% by weight). Commercial material contains inhibitor to prevent premature polymerization. Often stored underground to minimize vapor losses.

Uses

Copolymerization, intermediate.

Uses

Ethyl vinyl ether is used in fragrances, lubricating oil additives and spices preparation. It acts as an intermediate for sulfadiazine. It finds application in pharmaceuticals as anesthetics and analgesics. Further, it is used as a solvent in organic synthesis.

Preparation

Ethyl vinyl ether (EVE) can be prepared by reacting acetylene with absolute ethanol in the presence of an alkali catalyst. The most commonly used catalyst for vinylation is an alkali metal hydroxide or an alkali metal alkoxide.
Ethyl vinyl ether
In China, three processes for the manufacture of EVE using the acetylene route were used:
A continuous process with a homogeneous catalyst under high pressure. The advantages of this process are fast reaction rate and high conversion, but the disadvantages include the requirement of high standard equipment, large energy consumption, and easy safety issues.
A process with a solid catalyst (heterogeneous catalyst) under atmospheric pressure is relatively simple in product separation and refining compared with a process with a homogeneous catalyst under high pressure. However, it has the disadvantages of low output, the short service life of catalyst (about 110 h), and a high requirement on the specification of carrier lime.
A process with a homogeneous catalyst under atmospheric pressure has the advantages of high output and good safety but disadvantages of low conversion.
In the process with solid catalyst under atmospheric pressure, acetylene, and ethanol vapor were introduced into a fixed-bed reactor, and the vinylation reaction was carried out at a temperature as high as about 180 °C. EVE was produced with a concentration of about 70% in the outlet gas stream from the reactor. The fixed-bed reactor was charged with 4–5 mesh catalyst particles of potassium hydroxide supported on lime.

General Description

A clear colorless low-boiling liquid (35-36°C) with an ether-like odor. Flash point below -50°F. May polymerize exothermically if heated or contaminated. If polymerization takes place inside a container, the container may rupture violently. Less dense than water and slightly soluble in water. Hence floats on water. Vapors are heavier than air.

Air & Water Reactions

Highly flammable. Slightly soluble in water. Tends to form explosively unstable peroxides when exposed to oxygen.

Reactivity Profile

Ethyl vinyl ether is a very dangerous fire and explosion hazard when exposed to heat or flame. Undergoes autooxidation with formation of peroxides in the air. Can react vigorously with oxidizing materials. Undergoes explosive polymerization in contact with methanesulfonic acid [Eaton, P. E. et al., J. Org. Chem., 1972, 37, p. 1947].

Hazard

Carcinogen.

Health Hazard

INHALATION OR INGESTION: Excitement followed by unconsciousness and respiratory paralysis. CNS depression. EYES: May cause irritation and transient injury to cornea. SKIN: Prolonged contact can cause tissue defatting and dehydration leading to dermatitis.

Fire Hazard

Behavior in Fire: Explosive hazard

Safety Profile

Mddly toxic by ingestion. Mutation data reported. A skin irritant. A very dangerous fire and explosion hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam, foam, CO2, dry chemical. Explosive polymerization is catalyzed by methane sulfonic acid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.

Purification Methods

It usually contains polymerization inhibitors (usually amines, e.g. triethanolamine) which can be removed by fractional distillation. Redistil it from sodium. [Beilstein 1 IV 2049.] LACHRYMATORY.

Purification Methods

Ethyl vinyl ether (EVE) mainly contains impurities such as ethanol, acetaldehyde, and acetal and triethanolamine, which are added to prevent hydrolysis and must be refined before use. The purification is done by extensive washing with water or diluting potassium hydroxide solution. Peroxide may be generated in EVE if the latter has been stored for a long time. In this case, potassium iodide dissolved in dioxane can be applied to check if the ether contains peroxide. The peroxide in the ether can be washed by reducing agent solution of ferrous sulfate, sodium sulfite, stannous chloride, and the like, dried by potassium hydroxide and calcium chloride, and finally refined by distillation in the presence of potassium hydroxide or metallic sodium.

111-34-2
64-17-5
109-92-2
Synthesis of Ethyl vinyl ether from n-Butyl vinyl ether and Ethanol

Ethyl vinyl ether Preparation Products And Raw materials

Raw materials

Preparation Products

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Global( 305)Suppliers
Supplier Tel Email Country ProdList Advantage
Baoji Guokang Bio-Technology Co., Ltd.
0917-3909592 13892490616 gksales1@gk-bio.com China 9340 58
Hebei Guanlang Biotechnology Co,.LTD
+8619930503252 daisy@crovellbio.com China 5966 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55
Tianjin Zhongxin Chemtech Co., Ltd.
+86-022-66880623 +8618622897568 sales@tjzxchem.com China 558 58
Shanxi Naipu Import and Export Co.,Ltd
+86-13734021967 +8613734021967 kaia@neputrading.com China 1011 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58

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View Lastest Price from Ethyl vinyl ether manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl vinyl ether pictures 2024-03-29 Ethyl vinyl ether
109-92-2
US $5.00 / kg 1kg ≥99% 200mt/year Jinan Finer Chemical Co., Ltd
Ethyl vinyl ether, 99% min. pictures 2023-10-30 Ethyl vinyl ether, 99% min.
109-92-2
US $0.00 / kg 135kg 99% 20tons Baoji Guokang Bio-Technology Co., Ltd.
Ethyl vinyl ether pictures 2023-07-27 Ethyl vinyl ether
109-92-2
US $1.10 / g 1g 99.0% Min 100 Tons Shaanxi Didu New Materials Co. Ltd
Ethyl vinyl ether, 99%, stabilized ether,ethylvinyl ether,vinylethyl ethoxy-ethen Ethyl Vinyl Ether (stabilized with KOH) Vinyl ethyl ether: (Ethoxy ethene) Ethoxyetylene, ethyl vinyl ether Ethyl Vinyl Ether, Stab. With ca 0.1% N,N-Diethylaniline Ethyl vinyl ether ,99% Ethyl vinyl ether, stabilized, 99% 1LT Ethyl vinyl ether, stabilized, 99% 2.5LT Ethyl vinyl ether, 99%, stab. Ethyl vinyl ether(DownstreaM Products Cooperation Wanted) ETHYL VINYL ETHER (STABILISED WITH POTAS Ethyl vinyl ether contains 0.1% KOH as stabilizer, 99% Ethyl vinyl ether, 98%+ Ethyl vinyl ether purum, >=98.0% (GC) ETHYL VINYL ETHER 1-Ethoxyethene 1-Ethoxyethylene agrisyntheve CH2=CHOC2H5 Ethyl ethenyl ether Ethyloxyethene Ethyl vinyl ether, stabilized with 0.1% potassium hydroxide ETHYL VINYL ETHER, STAB. Ethoxythylene Ethyl vinyl ether, stabilized, 99% ethenyloxyethane Ethyl vinyl ether, 99%, stab. with ca 0.1% N,N-diethylaniline ethene,ethoxy Ethene,ethoxy- Ethenylethylether Ether, ethyl vinyl Ether, vinyl ethyl ETHYL VINYL ETHER , STABILIZED WITH CA 0.1% N,N-DIETHYLANILINE EthylVinylEther(stabilizedwithKOH)> ethenoxyethane Ethyl Vinyl Ether pure, 98% ETHOXYETHYLENE Ethoxyethene EVE VINYL ETHYL ETHER VINAMAR Ethyl Vinyl Ethe Ethyl vinyl ether, 99% min. Ethyl Vinyl Ether, stabilized with KOH, ≥ 98.0% 109-92-2 C4H8O C2H5OCHCH2 CH3CH2OCHCH2 CH2CHOCH2CH3 Others Protection and Derivatization Protecting and Derivatizing Reagents Synthetic Reagents Pharmaceutical Intermediates Intermediates