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2-ブタノン オキシム

Butanone oxime

HCID 5324276
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
96-29-7
標準SMILES
CC/C(C)=N\O
InChIKey
WHIVNJATOVLWBW-PLNGDYQASA-N
分子式
C4H9NO
平均分子量
87.12 g/mol
単同位体質量
87.06841391

概要

Methyl ethyl ketoxime is a clear colorless liquid with a musty odor. (NTP, 1992)

名称と識別子

優先名称
Butanone oxime
IUPAC
(NZ)-N-butan-2-ylidenehydroxylamine
現地名
2-ブタノン オキシム
英語名
2-Butanone oxime
分子式
C4H9NO
分子量
87.12

名称と別名

MEK-oximeButanone oximeTroykyd anti-skin BEthyl methyl ketoximeEthyl methyl ketone oximeMethyl ethyl ketone oximeUSAF AM-3Methyl ethyl ketoximeUSAF EK-9062-Butanone, oximeNSC 442NSC-442
名称をさらに表示
2-ブタノン オキシムメチルエチルケトキシムMEK-オキシムエチルメチルケトンオキシムブタン-2-オン=オキシム2-ブタノンオキシムメチルエチルケトンオキシムエチルメチルケトキシムエチル(メチル)ケトンオキシム2-ブトキシムメチルエチルケトオキシムブタン2オン=オキシムエチルメチルケトオキシムメチルアルキル(C2~4)ケトオキシム2‐ブタノンオキシム2-ブタノン=オキシムN-(ブタン-2-イリデン)ヒドロキシルアミンMEKOExkin 2Methylethylketoxim(2E)-2-Butanone oximeSKINO
96-29-7WLN: QNUY2&1Skino #2butan-2-one (Z)-oximeEthyl-methylketonoxim [Czech]UNII-51YGE935U9CCRIS 1382HSDB 8043

データベース識別子

CAS
96-29-7
PubChem CID
5324276
UNII
51YGE935U9
EC Number
202-496-6
Nikkaji
J97.905H

物性

構造計算による物性

XLogP
0.7
極性表面積
32.6 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
6
形式電荷
0
複雑度
58.6

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Oximes
SpringerMaterials PropertiesOptical coefficient
Density · 2 件

0.9232 at 68 °F (NTP, 1992) - Less dense than water; will float

0.923 @ 20°C

Solubilitygreater than or equal to 100 mg/mL at 72 °F (NTP, 1992)
Flash Point138 °F (NTP, 1992)
Boiling Point · 2 件

306 °F at 760 mmHg (NTP, 1992)

152 °C @760 [mm Hg]

Melting Point · 2 件

-21.1 °F (NTP, 1992)

-29.5 °C

Vapor Density3 (NTP, 1992) - Heavier than air; will sink (Relative to Air)
Vapor Pressure · 2 件

22.6 mmHg at 73 °F ; 50.9 mmHg at 118 °F (NTP, 1992)

0.9 [mmHg]

Physical Description · 3 件

Methyl ethyl ketoxime is a clear colorless liquid with a musty odor. (NTP, 1992)

CBI; Liquid

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P308+P316, P317, P318, P319, P321, P330, P332+P317, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (2 of 4723) of reports.

Danger

H312 (> 99.9%): Harmful in contact with skin [Warning Acute toxicity, dermal]

危険有害性情報

Regulatory Information · 4 件

Chemical: 2-Butanone, oxime

2-Butanone, oxime is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Butanone, oxime 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)

REACH registered substance: Butanone oxime (EC: 202-496-6)

2-Butanone, oxime: HSNO Approval: HSR001191 Approved with controls

Other Safety InformationEvaluation - 2-Butanone, oxime (MEKO)
DOT LabelFlammable Liquid
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include slight eye and skin irritation. It may interfere with alcohol metabolism resulting in the formation of acetaldehyde, blotchy red marks, red eyes, tiredness and visible veins.
Hazards Summary · 1 件

A skin sensitizer; [Quick CPC] Dermal sensitization, hemolytic anemia, and CNS depression reported in animal studies; Hemolytic effects were seen in a 4-week inhalation study at 533 ppm, but not at 283 ppm; MEKO has been produced since 1958, and no adverse effects in workers have been reported; Painters using alkyd paints containing MEKO were exposed at levels <1-2 ppm; [AIHA] 8-hour exposure of 12 rats to saturated atmosphere caused no mortalities; Hematological changes (increased methemoglobin and reticulocytes and decreased hemoglobin) observed in 4-week inhalation study of rats at 400 ppm; In a 13-week oral neurotoxicity study of rats, transient neurobehavioral changes were observed immediately following administration, but reversed by the next day; No progressive long term neurotoxicity observed; [IUCLID]

化学と産業

用途と製造

Uses · 2 件

Used as an anti-skinning agent in alkyd paints; Also used as a blocking agent (urethane polymers) and a corrosion inhibitor (boilers); [AIHA]

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

U.S. Production2023: 2,500,000 - <4,000,000 lb
Consumer UsesDeflocculant
Industry UsesDeflocculant
Household ProductsInformation on 222 consumer products that contain Methyl ethyl ketoxime in the following categories is provided:
General Manufacturing Information · 2 件

Machinery Manufacturing

2-Butanone, oxime: ACTIVE

応用分野 · 4 件

用途塗料の皮張り防止剤、シリコン樹脂の硬化剤およびウレタンのブロッキング剤

用途有機合成原料。

使用2-Butanone oxime was employed as reagent and solvent in the syntheses of ketoimine and 2,4-dipyridyl-1,3,5-triazapentadiene palladium(II) complexes. It was also used in the synthesis of novel acetaldiimine cobalt complex, [CoI2{((CH3CH2)(CH3)C=NO)2C(CH3)2}]. Methyl ethyl ketoxime is used primarily as an antiskinning agent in alkyd coating resins

一般的な説明Clear colorless liquid with a musty odor.

調製方法

製造方法2-Butanone oxime is obtained by the reaction of butanone and hydroxylamine hydrochloride. It can also be synthesized by the reaction between butanone and hydroxylamine sulfate.

合成方法2-ブタノールのCu-Zn触媒による気相脱水素

上流・下流製品情報

関連反応

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

Colorless liquid with a musty odor; [CAMEO]

物理化学的性質

融点
15 °C · −15 °C (5 °F; 258 K)
沸点
152 °C · 152 °C (306 °F; 425 K)
比重(密度)
0.923 g/cm3 · 0.923 g/cm3
蒸気密度
3 · 3 (vs air)
蒸気圧
8 mm · <8 mm Hg ( 20 °C)
屈折率
1.44 · 1.44
闪点
62 °C · 62 °C
溶解性
25 ℃で可溶100g/L · 水:25℃で可溶100g/L
外見
liquid
酸解離定数(Pka)
1 · pK1:12.45 (25°C)
色
colourless
臭い (Odor)
Musty odor
水溶解度
114 g/L · 114g/L(20℃)
BRN
1698241 · 1698241
Henry's Law Constant
8.1 · 8.1×100 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
3.4 · 3.4(20℃)
安定性
安定。可燃性。強力な酸化剤とは相容れない。強酸と反応して爆発性物質を形成することがある。
InChIKey
WHIVNJATOVLWBW-SNAWJCMRSA-N
LogP
0.63 at · 0.63 at 25℃
CAS データベース
96 · 96-29-7(CAS DataBase Reference)
NISTの化学物質情報
2 · 2-Butanone, oxime(96-29-7)
EPAの化学物質情報
Methyl ethyl ketoxime (96-29-7)

化学的性質

化学的特性2-Butanone oxime is a colorless or light yellow oily transparent liquid that has strong complexation with metal ions and is volatile in the air. It can react with hydrochloric acid and sulfuric acid to form methyl ethyl ketone.

Reactive GroupOximes
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 件

METHYL ETHYL KETOXIME is sensitive to heat. Has exploded at least twice when heated in the presence of acidic impurities [Chem. Eng. News, 1974, 52(35), 3]. Reacts with oxidizing agents. Mixtures with strong acids may explode. Reacts with sulfuric acid to form an explosive product (NTP, 1992).

Air and Water ReactionsHighly flammable. Water soluble.
Hazard Classes and Categories · 4 件

Acute Tox. 4 (> 99.9%)

Acute toxicity (Oral) - Category 4

Hazardous to the aquatic environment (Acute) - Category 3

Carc. 1B

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Protective Action Criteria (PAC) · 3 件

8.0 [mg/m3]

150 [mg/m3]

880 [mg/m3]

Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

毒性情報

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Toxicity DataLC50 (rat) > 1350 ppm/4hr

安全データ

wgk
1
tsca
TSCA listed
rtecs
EL9275000
ridadr
UN 1993 3/PG 3
hs_code
29280090
risk_code
21-40-41-43-52/53-48/25
化審法
(2)-546
消防法
危-4-2-III
hazard_code
Xn,T
safety_code
13-23-26-36/37/39-61-45-36/37-25
hazard_class
3
packing_group
III
環境リスク評価
ブタン-2-オン=オキシム(96-29-7)
有毒物質データの
96-29-7(Hazardous Substances Data)
危険度評価(NFPA 704基準/消防庁データ)
火災[赤]=2

上流原料

アンモニア水塩酸ヒドロキシルアミン硫酸ヒドロキシルアミン2-chloro-2-nitroso-butanesec-ButylamineN-メチルプロピオンアミドN-エチルアセトアミド2-メチルブチルアミン

下流製品

硫酸ヒドロキシルアミン1H-Pyrrole,1-ethenyl-2,3-dimethyl-(9CI)(S)-(+)-sec-ブチルアミン