基本情報
- 標準SMILES
C=C(C)C(C)=O- InChIKey
ZGHFDIIVVIFNPS-UHFFFAOYSA-N- 分子式
- C5H8O
- 平均分子量
- 84.12 g/mol
- 単同位体質量
- 84.05751488
概要
Methyl isopropenyl ketone, stabilized appears as a clear colorless liquid. Flash point of 52 °F. Denser than water and insoluble in water. Hence sinks in water. Vapors heavier than air.
名称と識別子
- 優先名称
- Methyl isopropenyl ketone
- IUPAC
- 3-methylbut-3-en-2-one
- 現地名
- 3-メチル-3-ブテン-2-オン
- 英語名
- 3-Methyl-3-buten-2-one
- 分子式
- C5H8O
- 分子量
- 84.12
名称と別名
名称をさらに表示
データベース識別子
- CAS
54789-11-6、814-78-8- PubChem CID
- 13143
- DTXSID
DTXSID9052557- ChEBI
CHEBI:88437- UNII
- F64867GQVB
- EC Number
- 212-405-1
- Nikkaji
- J35.118K
物性
構造計算による物性
- XLogP
- 0.9
- 極性表面積
- 17.1 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
- 1
- 重原子数
- 6
- 形式電荷
- 0
- 複雑度
- 81.9
実験および物理化学的性質
Odor
PLEASANT
PUNGENT
Density
0.85 at 68 °F (USCG, 1999) - Less dense than water; will float
0.8527 AT 20 °C/4 °C
Flash Point
less than 73 °F (USCG, 1999)
9 °C
49 °F CC; 9 °C CC
Boiling Point
208 °F at 760 mmHg (USCG, 1999)
98 °C
97.00 to 99.00 °C. @ 760.00 mm Hg
Melting Point
-65 °F (USCG, 1999)
-54 °C
-54 °C
物理化学的性質
- 融点
- -54 °C · -54°C
- 沸点
- 98 °C · 98°C
- 比重(密度)
- 0 · 0,86 g/cm3
- 屈折率
- 1.421 to · 1.4210 to 1.4250
- 闪点
- 9 °C · 9°C
- 貯蔵温度
- Freezer
- 水溶解度
- Slightly soluble in water
- 溶解性
- Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
- 外見
- clear liquid
- 色
- Colorless to Light yellow
- 臭い (Odor)
- 非常に刺激的です。楽しい;甘い。
- Henry's Law Constant
- 9.8 · 9.8×10-2 mol/(m3Pa) at 25℃, Yaws (2003)
- InChI
- 1S/C5H8O/c1-4(2)5(3)6/h1H2,2-3H3
- InChIKey
- ZGHFDIIVVIFNPS-UHFFFAOYSA-N
- SMILES
- CC(=C)C(C)=O
- LogP
- 0.561 · 0.561 (est)
- CAS データベース
- 814 · 814-78-8
- NISTの化学物質情報
- 3 · 3-Buten-2-one, 3-methyl-(814-78-8)
- EPAの化学物質情報
- 3 · 3-Buten-2-one, 3-methyl- (814-78-8)
化学的性質
化学的特性Colorless or light yellow transparent liquid
安全と法規制
GHS分類
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 130 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H225: Highly Flammable liquid and vapor [Danger Flammable liquids]
危険有害性情報
Regulatory Information
Chemical: 3-Buten-2-one, 3-methyl-
3-Buten-2-one, 3-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.)
Fire Hazards
Behavior in Fire: May polymerize and explode. (USCG, 1999)
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Health Hazards
Inhalation causes irritation of nose and throat. Liquid may cause severe damage to eyes, resulting possibly in some permanent impairment of vision; vapor produces tears. If not removed promptly from skin, liquid may cause delayed pain and blistering. Ingestion causes irritation of mouth and stomach. (USCG, 1999)
· Inhalation or contact with material may irritate or burn skin and eyes.
Hazards Summary
Highly toxic by inhalation, skin absorption, and ingestion; A skin, eye, and respiratory tract irritant; Strong lachrymator; [HSDB] Readily polymerizes; Explosive in air at 1.8-9.0%; [Hawley] Methyl isopropenyl ketone, stabilized (UN1246) has warning of explosive polymerization; [ERG 2016]
Reactivity Profile
METHYL ISOPROPENYL KETONE tends to polymerize; this reaction is mostly suppressed by the inhibitor. Can polymerize if heated or contaminated. If confined in a container when polymerization is initiated, the container may violently rupture (USCG, 1999).
DOT Emergency Guidelines
/GUIDE 127P: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. 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 ground and collect in low or confined areas (sewers, basements, tanks). 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 are lighter than water. /Methyl isopropenyl ketone, inhibited; Methyl isopropenyl ketone, stabilized/
/GUIDE 127P: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE)/ Health: 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 suffocation. Runoff from fire control may cause pollution. /Methyl isopropenyl ketone, inhibited; Methyl isopropenyl ketone, stabilized/
/GUIDE 127P: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Methyl isopropenyl ketone, inhibited; Methyl isopropenyl ketone, stabilized/
/GUIDE 127P: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. /Methyl isopropenyl ketone, inhibited; Methyl isopropenyl ketone, stabilized/
For more DOT Emergency Guidelines (Complete) data for METHYL ISOPROPENYL KETONE (8 total), please visit the HSDB record page.
安全と保護具
Accidental Release Measures
· 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
INHALATION: remove victim from exposure; give artificial respiration if needed; call physician.
General First Aid:
Storage Conditions
...MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMPOSE INTO TOXIC COMPONENTS...SHOULD BE STORED IN A COOL, WELL VENTILATED PLACE, OUT OF THE DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, AND SHOULD BE PERIODICALLY INSPECTED. INCOMPATIBLE MATERIALS SHOULD BE ISOLATED...
/Store/...at subzero temp to prevent polymerization.
Isolation and Evacuation
Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible); polymerization hazard]:
Immediate precautionary measure
Personal Protective Equipment (PPE)
Goggles or face shield; rubber gloves. (USCG, 1999)
PROTECTIVE EQUIPMENT, INCLUDING OCCLUSIVE EYE PROTECTION TO PREVENT EYE DAMAGE BY VAPORS SHOULD BE...USED.
...rubber gloves /inhibited/
毒性情報
Human Toxicity Excerpts
...A DEFINITE SKIN IRRITANT. ...DEVELOPMENT OF BLISTERING & PAIN MAY NOT OCCUR IMMEDIATELY UPON CONTACT. SEVERAL MINUTES MAY ELAPSE BEFORE SUCH MANIFESTATIONS ARISE.
...MODERATE TO HIGH DEGREE OF TOXICITY BY SINGLE ORAL EXPOSURE. EYE CONTACT...MAY RESULT IN SEVERE DAMAGE RESULTING...IN...PERMANENT IMPAIRMENT OF VISION... VAPORS ARE ALSO HIGHLY TOXIC AS WELL AS IRRITATING TO THE RESPIRATORY PASSAGES.
METHYL ISOPROPENYL KETONE IS HIGHLY TOXIC BY THE ORAL, PERCUTANEOUS, & RESPIRATORY ROUTES. TOPICAL EXPOSURE TO THE SKIN MAY BE MODERATELY IRRITATING WHILE TOPICAL OR VAPOR EXPOSURE TO THE EYE MAY BE SEVERELY IRRITATING.
Non-Human Toxicity Excerpts
When tested by application to rabbit eyes, methyl isopropenyl ketone was found to cause severe irritation & damage. ...moderate irritant to rabbit skin particularly when applied under a wrap. ... Rats survived a 90-min exposure to nominal vapor concn of 524 ppm, but exhibited...irritation of ocular & nasal tissues. At a nominal vapor of 1455 ppm for 30 min.../irritation/ & deaths occurred in minutes. Animals dying during these exposures were cyanotic & died in convulsions.
7-hr exposures of rats, guinea pigs, & rabbits for 20 exposures in 28 days at...30 ppm resulted in...ocular & nasal irritation in all species, death & weight loss in rats, & decreased growth in guinea pigs. In rats, the lungs were severely affected &...changes were found in the kidneys & spleen. Leukocytosis was also observed. Organs of other species were not significantly affected. One hundred 7-hr exposures of 15 ppm...to rats, guinea pigs, & rabbits over 140-day period produced ocular & nasal irritation in all animals. Also, mortality, leukocytosis, & slight renal damage characterized by increased kidney weight & slight tubular damage occurred in the rats.
Probable Routes of Human Exposure
Short-term exposures...ranging from 0.291 to 14.5 ppm have been reported. There was a questionable odor but no irritation at 0.291 ppm. At 0.77 ppm, there was an immediate definite odor & the vapors were evident to the eyes after a few min. At 1.45 & 2.91 ppm, eye irritation was apparent. At 14.5 ppm, there was an immediate strong odor with eye irritation...after 2 min. Ocular irritation rapidly increased in severity with time. ... Industrial exposures are likely to be by inhalation, skin & eye contact. Its strong irritating & lacrimatory properties may not prevent toxicity because these effects are often not immediately sensed.
安全データ
- wgk
- WGK 3
- tsca
- TSCA listed
- rtecs
- EN0175000
- ridadr
- UN 1246 (METHYL ISOPROPENYL KETONE, STABILIZED)
- hs_code
- 29141900
- risk_code
- 11-23/24/25-36/37/38-27-25
- 化審法
- (2)-564
- 消防法
- 危-4-1-II
- hazard_code
- F,T+
- safety_code
- 16-29-33-36/37/39-45-28-26
- hazard_class
- 3
- packing_group
- II
- Hazard Classifications
- Acute Tox. 1 DermalAcute Tox. 3 OralEye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 814-78-8(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
Used to make plastics; [HSDB]
MFR OF PLASTICS
AS MONOMER IN COMMERCIAL COPOLYMERS; SOLVENT
Methods of Manufacturing
...MADE COMMERCIALLY EITHER BY CATALYTIC HYDRATION OF ISOPROPYL ACETYLENE OR BY CONDENSATION OF ACETYLENE WITH ACETONE TO FORM DIMETHYL ETHYNYL CARBINOL, WHICH IS THEN REACTED WITH ACETIC ACID TO FORM DIMETHYL ACETYL CARBINOL ACETATE. THIS IS THEN PYROLYZED TO METHYL ISOPROPENYL KETONE. IT CAN ALSO BE MADE BY REACTING BUTANONE WITH FORMALDEHYDE IN PRESENCE OF CAUSTIC TO YIELD 2-METHYL-3-KETO-BUTANOL, WHICH IS IN TURN CRACKED TO...2-METHYL-1-BUTENE-3-ONE.
CONDENSATION OF METHYL ETHYL KETONE WITH FORMALDEHYDE IN PRESENCE OF NaOH
General Manufacturing Information
3-Buten-2-one, 3-methyl-: ACTIVE
Inhibitor of polymerization: up to 1% hydroquinone. /inhibited/
応用分野
用途耐油性ゴム配合剤
使用Plastics.
一般的な説明A clear colorless liquid. Flash point of 52°F. Denser than water and insoluble in water. Hence sinks in water. Vapors heavier than air.
調製方法
3-Methyl-3-buten-2-one is produced by acid-catalyzed condensation of 2-butanone with formaldehyde in the liquid phase. A further possibility is the methylolization of 2- butanone under alkaline conditions followed by elimination of water:
上流・下流製品情報
上流原料
下流製品
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