Vinyl isobutyl ether (HCID 7992)

Overview

Vinyl isobutyl ether appears as a clear colorless liquid. May polymerize if contaminated or subjected to heat. If polymerization take place inside a container, the container may violently rupture. Vapors are heavier than air.

Names & identifiers

Preferred name: Vinyl isobutyl ether
IUPAC: 1-ethenoxy-2-methylpropane
English name: Isobutyl vinyl ether
Molecular formula: C6H12O
Molecular weight: 100.16

Names & synonyms

ISOBUTYL VINYL ETHER109-53-5Vinyl isobutyl etherPropane, 1-(ethenyloxy)-2-methyl-IsobutoxyetheneEther, isobutyl vinyl1-(ethenyloxy)-2-methylpropaneIsobutanol vinyl etherLutanol LR 85002-Methyl-1-vinyloxypropaneVinoflex MO 400*NSC 8265

Show more names

IVEvinoflexmo400*isobutoxy-ethene1-IsobutoxyetheneIsobutyl vinyl ethAllylisobutylether

Vinoflex MO 400iso-butyl vinyl etherDTXSID8029608EINECS 203-678-88HQ2X2D0TMUN1304BRN 1560159Vinyl isobutyl ether, inhibited

Database identifiers

CAS: 109-53-5
PubChem CID: 7992
DTXSID: DTXSID8029608
ChEMBL: CHEMBL3183612
UNII: 8HQ2X2D0TM
EC Number: 203-678-8
Nikkaji: J48.642F

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 9.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 3
Heavy atoms: 7
Formal charge: 0
Complexity: 48.1

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Ethers, Other

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point

Flash Point15 °F (NFPA, 2010)

Vapor Pressure59.5 [mmHg]

Physical Description · 3 items

Vinyl isobutyl ether appears as a clear colorless liquid. May polymerize if contaminated or subjected to heat. If polymerization take place inside a container, the container may violently rupture. Vapors are heavier than air.

Liquid

Clear colorless liquid; [CAMEO]

Physicochemical properties

Melting point: -112 °C · -112 °C
Boiling point: 83 °C · 83 °C
Density: 0.769 · 0.769
vapor density: 3.45 · 3.45 (vs air)
vapor pressure: 68 mm · 68 mm Hg ( 20 °C)
refractive index: 20 · n20/D 1.395(lit.)
Flash point: 8 °F · 8 °F
storage temp.: Flammables area
form: clear liquid
color: Colorless to Almost colorless
Water Solubility: 0.7 g/L · 0.7 g/L (25 ºC)
BRN: 1560159 · 1560159
Henry's Law Constant: 3.9 · 3.9×10-3 mol/(m3Pa) at 25℃, Raventos-Duran et al. (2010)
Dielectric constant: 3.34 · 3.3399999999999999
InChI: 1S/C6H12O/c1-4-7-5-6(2)3/h4,6H,1,5H2,2-3H3
InChIKey: OZCMOJQQLBXBKI-UHFFFAOYSA-N
SMILES: CC(C)COC=C
LogP: 3.07 at · 3.07 at 25℃
CAS DataBase Reference: 109 · 109-53-5(CAS DataBase Reference)
FDA UNII: 8 HQ2X2D0TM · 8HQ2X2D0TM
NIST Chemistry Reference: Vinylisobutyl ether(109-53-5)
EPA Substance Registry System: 1 · Propane, 1-(ethenyloxy)-2-methyl- (109-53-5)
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 2 · GHS02,GHS07
Signal word: Danger
Hazard statements: 315 · H315-H319-H225
Precautionary statements: 501 · P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: F,Xi
Risk Statements: 11 · 11-38-52/53
Safety Statements: 16 · 16-23-24/25-33-37-61
RIDADR: 1304 · UN 1304 (VINYL ISOBUTYL ETHER, STABILIZED)
WGK Germany: 1 · 1
RTECS: 1300000 · KO1300000
F: 9 · 9
TSCA: TSCA listed
HazardClass: 3 · 3
PackingGroup: II
HS Code: 29091990 · 29091990
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 Flam · Aquatic Chronic 3Flam. Liq. 2Skin Irrit. 2
Toxicity: 50 · rabbit,LD50,skin,20mL/kg (20mL/kg),American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
REACH Registrations: Active
Limited Quantities: 1 L · 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 3.8% (8 of 213) of reports.

Danger

H225 (96.2%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P264, P264+P265, P273, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 213 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 5 items

Chemical: Propane, 1-(ethenyloxy)-2-methyl-

Propane, 1-(ethenyloxy)-2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propane, 1-(ethenyloxy)-2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 31-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/2053

Propane, 1-(ethenyloxy)-2-methyl-: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid

Fire Hazards · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Health Hazards · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:

· Inhalation or contact with material may irritate or burn skin and eyes.

Hazards Summary · 1 item

May polymerize; Forms explosive peroxides on exposure to air; [CAMEO] A skin, eye, nose, and throat irritant; [NJ-HSFS] May form explosive peroxides; An irritant; [Sigma-Aldrich MSDS] Vinyl isobutyl ether, stabilized (UN1304) has warning of explosive polymerization; [ERG 2016]

DOT ID and Guide1304 127P

Safety & protection

Fire FightingExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:

General First Aid:

Exposure Control and Personal Protection · 2 items

· Wear positive pressure self-contained breathing apparatus (SCBA).

20.0 [ppm]

Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:

Isolation and Evacuation · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:

Immediate precautionary measure

Toxicology

Toxicity DataLCLo (rat) = 16,000 ppm/4hr

Safety data

F: 9
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 1
tsca: TSCA listed
rtecs: KO1300000
ridadr: UN 1304 (VINYL ISOBUTYL ETHER, STABILIZED)
hs_code: 29091990
Toxicity: rabbit,LD50,skin,20mL/kg (20mL/kg),American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
risk_code: 11-38-52/53
Signal word: Danger
Symbol(GHS): GHS02,GHS07
hazard_code: F,Xi
safety_code: 16-23-24/25-33-37-61
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: II
Hazard statements: H315-H319-H225
Limited Quantities: 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 3Flam. Liq. 2Skin Irrit. 2
Precautionary statements: P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used in adhesives, coatings, and lacquers, as a resin modifier, plasticizer, and to make other chemicals; [NJ-HSFS]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

U.S. Production2023: <50,000 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Propane, 1-(ethenyloxy)-2-methyl-: ACTIVE

Applications · 3 items

UsesIsobutyl vinyl ether is use in preparation method and formula of bulk polymerized Chloroether resin.

UsesPolymer and copolymers used in surgical adhesives, coatings, and lacquers; modifier for alkyd and polystyrene resins; plasticizer for nitrocellulose and other plastics; chemical intermediate.

General DescriptionA clear colorless liquid. Flash point 15°F. May polymerize if contaminated or subjected to heat. If polymerization take place inside a container, the container may violently rupture. Vapors are heavier than air.