ブチルビニルエーテル

Butyl vinyl ether

HCID 8108CAS 111-34-2

基本情報

標準SMILES
C=COCCCC
InChIKey
UZKWTJUDCOPSNM-UHFFFAOYSA-N
分子式
C6H12O
平均分子量
100.16 g/mol
単同位体質量
100.088815

名称と識別子

優先名称
Butyl vinyl ether
IUPAC
1-ethenoxybutane
現地名
ブチルビニルエーテル
英語名
n-Butyl vinyl ether
分子式
C6H12O
分子量
100.16

名称と別名

BUTYL VINYL ETHER111-34-2Vinyl butyl etherButoxyetheneButane, 1-(ethenyloxy)-ButoxyethyleneEther, butyl vinylVinyl n-butyl etherAgrisynth BVEButil vinil eterEther butylvinylique1-BUTOXYETHENE
名称をさらに表示
ブチルビニルエーテルブチルエテニルエーテルビニルブチルエーテル1-ブトキシエテン1-(エテニルオキシ)ブタンエテニルブチルエーテル1-(ビニルオキシ)ブタンブトキシエテン3-オキサ-1-ヘプテンn-ブチルビニルエーテルブチル(ビニル)エーテルN-ブチルビニルエテルn-ブチルビニルエ-テルビニル n-ブチルエーテルN-ブチルビニルエーテル, 98%, STAB. WITH 0.01% KOHBve1-(ETHENYLOXY)BUTANEPolyvinoxbutoxy-etheneether,butylvinyl(BUTYLOXY)ETHYLENENSC 8264
VinipolDTXSID5051575Shostakovski balsamVinipol vb 2Butyl vinyl ether, inhibitedAI3-24225NSC-8264321YRT7173

データベース識別子

CAS
111-34-2
PubChem CID
8108
DTXSID
DTXSID5051575
ChEMBL
CHEMBL3561125
UNII
321YRT7173
EC Number
203-860-7
Nikkaji
J75.043C

物性

構造計算による物性

XLogP
2.1
極性表面積
9.2 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
4
重原子数
7

実験および物理化学的性質

Density · 2 件

0.7888 at 20 °C/20 °C

Bulk density: 7.45 lb/gal at 20 °C

Color/FormLiquid
Solubility · 4 件

Sol in alc and ether

Sol in acetone, benzene

Water solubility of 3,000 mg/l

Very sol in ethyl alcohol, acetone; miscible in ethyl ether

Flash Point · 2 件

15 °F (NFPA, 2010)

-9 °C (Open cup)

Boiling Point94 °C
DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.

物理化学的性質

融点
92 °C · −92 °C(lit.)
沸点
94 °C · 94 °C(lit.)
比重(密度)
0.774 g/mL · 0.774 g/mL at 25 °C(lit.)
蒸気密度
3.5 · 3.5 (vs air)
蒸気圧
42 mm · 42 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.400(lit.)

化学的性質

化学的特性clear liquid

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids];H315 (74%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (70.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P210, P233, P240, P241, P242, P243, P261, P264, P272, P280, P302+P352, P303+P361+P353, P321, P332+P317, P333+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 150 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory Information · 4 件

Chemical: Butane, 1-(ethenyloxy)-

Status: Active Update: 07-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33141;Status: Active Update: 21-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/16525

Butane, 1-(ethenyloxy)-: HSNO Approval: HSR001104 Approved with controls

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 件

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:;HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.);· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.

Fire Potential · 2 件

Flammable, dangerous fire risk.

Fire hazard: Dangerous, when exposed to heat or flame.

Health Hazards · 2 件

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:;Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas. Runoff from fire control or dilution water may cause environmental contamination. (ERG, 2024)

· Inhalation or contact with material may irritate or burn skin and eyes.;· Fire may produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.

Hazards Summary · 1 件

Flammable liquid; [Hawley] A skin and eye irritant; [Sax] Probably causes CNS depression; [HSDB] May cause skin burns; [CAMEO] An irritant; Chronic effects in high-dose animal studies include degenerative changes to brain; [MSDSonline] Butyl vinyl ether, stabilized (UN2352) has warning of explosive polymerization; [ERG 2016] See Vinyl methyl ether.

安全と保護具

Fire Fighting · 1 件

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:;CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. CAUTION: For fire involving UN1170, UN1987 or UN3475, alcohol-resistant foam should be used. CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.).;SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Accidental Release Measures · 2 件

· 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.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.

First Aid · 2 件

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:;Refer to the "General First Aid" section. Specific First Aid: Wash skin with soap and water. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. (ERG, 2024)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· Wash skin with soap and water.

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.
Fire Fighting Procedures · 2 件

Water may be ineffective ... alcohol foam is recommended ... . /From table/

... Carbon dioxide, dry chemical, foam, alcohol foam.

Nonfire Spill Response · 1 件

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material.;LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2024)

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 53(SRC), determined from a water solubility of 3,000 mg/l(2) and a regression-derived equation(3), indicates that butyl vinyl ether is expected to have very high mobility in soil(SRC). Volatilization of butyl vinyl ether from moist soil surfaces is expected to be important(3,SRC) given an estimated Henry's Law constant of 2.2X10-3 atm-cu m/mole(SRC), calculated from its water solubility(2) and vapor pressure(4). The potential for volatilization of butyl vinyl ether from dry soil surfaces may exist(SRC) based on a vapor pressure of 49 mm Hg(4). Limited data are present in the scientific literature regarding the biodegradation of butyl vinyl ether(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 53(SRC), determined from a water solubility of 3,000 mg/l(2) and a regression-derived equation(3), indicates that butyl vinyl ether is not expected to adsorb to suspended solids and sediment in water(SRC). Butyl vinyl ether is expected to volatilize rapidly from water surfaces(3,SRC) based on an estimated Henry's Law constant of 2.2X10-3 atm-cu m/mole(SRC), calculated from its water solubility(2) and vapor pressure(4). Estimated volatilization half-lives for a model river and model lake are 3 hours and 4 days, respectively(3,SRC). Butyl vinyl ether may be susceptible to appreciable hydrolysis in certain environmental waters(5,SRC). The calculated half-lives for hydrolysis of butyl vinyl ether are 9.5 hours, 40 days, and 10.9 years at pH 5, 7, and 9, respectively(5,SRC). According to a classification scheme(6), an estimated BCF of 7(3,SRC), from butyl vinyl ether's water solubility(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Limited data are present in the scientific literature regarding the biodegradation of butyl vinyl ether(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), butyl vinyl ether, which has a vapor pressure of 49 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase butyl vinyl ether is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 9 hours(3,SRC). Butyl vinyl ether may be susceptible to photooxidation via vapor phase reaction with ozone; the half-life for this reaction in air is estimated to be 6.5 days(4,SRC). Direct photolysis will not be an important removal process since butyl vinyl ether does not absorb light at wavelengths >290 nm(5).

Adverse EffectsNeurotoxin - Other CNS neurotoxin;Dermatotoxin - Skin burns.
Soil Adsorption/Mobility · 1 件

The Koc of butyl vinyl ether is estimated as approximately 53(SRC), using a water solubility of 3,000 mg/l(1) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that butyl vinyl ether is expected to have very high mobility in soil(SRC).

Atmospheric Concentrations · 1 件

Butyl vinyl ether was detected, but not quantified, at 1 of 4 sites in the Houston, TX, area sampled in Nov 1974(1). It was not found in any of the samples from the 5 sites in the Los Angeles Basin sampled in March and April 1975 or the 2 sites in the Kanawha Valley, WV sampled in Sept 1974 and it was not detected in any of the night ambient air samples in the study(1).

Artificial Pollution SourcesButyl vinyl ether's production and use in synthesis and copolymerization(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1 件

An estimated BCF of 7 was calculated for butyl vinyl ether(SRC), using a water solubility of 3,000 mg/l(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

法規制情報

Regulatory Information · 4 件

Chemical: Butane, 1-(ethenyloxy)-

Status: Active Update: 07-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33141;Status: Active Update: 21-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/16525

Butane, 1-(ethenyloxy)-: HSNO Approval: HSR001104 Approved with controls

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.)

安全データ

wgk
2
tsca
TSCA listed
rtecs
KN5950000
ridadr
UN 2352
毒性
LD50 orally in Rabbit: 10000 mg/kg LD50 dermal Rabbit 3300 mg/kg
hs_code
2909 19 90

化学と産業

用途と製造

Uses · 3 件

Used in the synthesis of copolymers and as an acrylic/vinyl acetate resin comonomer; [HSDB]

Butyl vinyl ether /is/ ... used in the synthesis of copolymers.

Acrylic/vinyl acetate resin comonomer

Methods of Manufacturing · 2 件

Reaction of acetylene with n-butyl alcohol.

Acetylene + n-butanol (ethynylation)

Formulations/PreparationsGrade: Technical (98%)
General Manufacturing InformationButane, 1-(ethenyloxy)-: ACTIVE

応用分野

使用Synthesis, copolymerization.

一般的な説明A liquid. Flash point 0°F. Less dense than water. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.

調製方法 · 1 件

純化方法After five washings with equal volumes of water to remove alcohols (made slightly alkaline with KOH), the ether is dried with sodium and distilled under vacuum, taking the middle fraction [Coombes & Eley J Chem Soc 3700 1957]. Store it over KOH. [Beilstein 1 IV 2052.]

関連反応

287 件

関連ノート

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