96-29-7 (丁酮肟,2-Butanone Oxime)

结构式：

丁酮肟MOL文件

CAS号：

96-29-7

中文名称：

丁酮肟

英文名称：

2-Butanone Oxime

安全信息：

分子式：

C₄H₉NO

分子量：

87.1203610897064

简介：

甲基乙基酮肟是一种化学物质，化学式是C4H9NO。

丁酮肟(96-29-7)名称与标识符

名称

中文别名：

丁酮肟;甲乙酮肟;2-丁酮肟;甲乙酮肪;甲乙铜肟;2-丁酮肟,2-Butanone oxime;甲基乙基酮肟;乙基甲基酮肟;

英文别名：

Ethyl methyl ketone oxime;2-BUTANONE OXIME;2-BUTANONOXIME;BUTANONE OXIME;ETHYL METHYL KETOXIME;MEKO;METHYL ETHYL KETONE OXIME;METHYL ETHYL KETOXIME;(2E)-2-Butanone oxime;2-Butoxime;Aron M 1;Butan-2-one, oxime;Butanoxime;ethylmethylcetoxime;Ethyl-methylketonoxim;MEK-Oxime;methylethylcetoxime;methylethylketoxime(meko);Pentan-2-one,oxime;Borchinox M 2;Butoxime;Exkin 2;Exkin II;Hiaron M 1;KL 841;Mekor 70;MSDS;NSC 442;NSC 65465;Skino 2;Troykyd AntiSkin B;

标识符

MDL：

MFCD00013935

InChIKey：

WHIVNJATOVLWBW-UHFFFAOYSA-N

Inchi：

1S/C4H9NO/c1-3-4(2)5-6/h6H,3H2,1-2H3

SMILES：

ON=C(CC)C

BRN：

1698241

丁酮肟(96-29-7)物化性质

实验特性

LogP : 1.24650
PSA : 32.59000
折射率 : 1.441-1.444
水溶性 : 114 g/L (20 ºC)
沸点 : 153°C(lit.)
熔点 : -30°C(lit.)
蒸气压 : <8 mm Hg ( 20 °C)
闪点 : 60 ºC
FEMA : 4033
溶解度 : water: soluble100g/L at 25°C
颜色与性状 : 无色油状液体。
稳定性 : Stable. Combustible. Incompatible with strong oxidizing agents. May react with strong acids to form an explosive material.
溶解性 : 能与乙醇、乙醚混溶，溶于10份水中。
密度 : 0.923

计算特性

精确分子量 : 87.06840
氢键供体数量 : 1
氢键受体数量 : 0
可旋转化学键数量 : 1
同位素质量 : 87.068
重原子数量 : 6
复杂度 : 58.6
同位素原子数量 : 0
确定原子立构中心数量 : 0
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 1
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 0.7
互变异构体数量 : 2
表面电荷 : 0
拓扑分子极性表面积 : 32.6

丁酮肟(96-29-7)安全信息

符号： GHS02 GHS05 GHS07 GHS08
RTECS号： EL9275000
WGK Germany： 1
安全术语： 3
安全说明： S13-S23-S26-S36/37/39-S61-S45-S36/37-S25
包装等级： III
风险术语： R21; R40; R41; R43
危险品标志： Xn
危险品运输编号： UN 1993 3/PG 3
危害声明：H226,H312,H317,H318,H351
警示性声明：P280,P305+P351+P338
提示语：危险
储存条件：储存于阴凉,干燥的地方。不使用时保持容器关闭。
PackingGroup： II
危险类别码： R21;R40;R41;R43
信号词： Danger
TSCA： Yes
HazardClass： 3

丁酮肟(96-29-7)国际标准相关数据

EINECS：

202-496-6

丁酮肟(96-29-7)海关数据

海关编码：

29280090

海关数据：

中国海关编码：

2928000090

概述：

2928000090 其他肼（联氨）及胲（羟胺）的有机衍生物。监管条件:无。增值税率:17.0%。退税率:9.0%。最惠国关税:6.5%。普通关税:20.0%

申报要素：

品名, 成分含量, 用途

Summary：

2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

丁酮肟(96-29-7)生产方法和用途

用途：

主要用于醇酸树脂涂料防结皮剂和硅固化剂。该品作为防止结皮的抗氧剂使用，比丁醛肟、环己酮肟的效果好。在锅炉水系统用作脱氧剂。用作醇酸树脂涂料的防结皮剂、硅固化剂。

生产方法：

1.由丁酮和盐酸羟胺反应而得。也可以由丁酮与硫酸羟胺反应。2.以甲乙酮、氢氮化铵、硫酸为原料，反应制得。反应式如下：

丁酮肟(96-29-7)合成路线

合成路线：1 步

78-93-3

_99%

96-29-7

反应条件：

1.1 Reagents: Sodium carbonate , Hydrogen peroxide , Ammonium chloride Solvents: Water ; 3 h, 60 °C; 2 h, 60 °C

参考文献：

New process for in situ synthesizing ammonia and further preparing oxime

, China, , ,

合成路线：1 步

78-93-3

_99%

96-29-7

反应条件：

1.1 Reagents: Hydrogen peroxide , Diammonium hydrogen phosphate Solvents: Water ; 100 min, 70 °C

参考文献：

Preparation method of ketoxime

, China, , ,

合成路线：1 步

78-93-3

_98%

96-29-7

反应条件：

1.1 Reagents: Ammonia , Hydrogen peroxide Solvents: tert-Butanol , Water

参考文献：

Preparation of methyl ethyl ketone oxime

, Japan, , ,

合成路线：1 步

78-93-3

_96%

96-29-7

反应条件：

1.1 Reagents: Ammonium hydroxide , Hydrogen peroxide Solvents: tert-Butanol , Water ; 80 min, 75 °C; 2 h, 75 °C; 75 °C → rt

参考文献：

Simple, practical and environmentally friendly method for preparing ketoxime

, China, , ,

合成路线：1 步

78-93-3

_96%

96-29-7

反应条件：

1.1 Reagents: Sodium bicarbonate , Hydroxyamine hydrochloride Catalysts: Tetrabutylammonium chloride Solvents: Water

参考文献：

Two-phase preparation of oximes

Lozynski, Marek; Rusinska-Roszak, Danuta, Polish Journal of Chemistry, 1986, 60(4-6), 625-9

合成路线：1 步

78-93-3

_95%

96-29-7

反应条件：

1.1 Reagents: Sodium hydroxide , Hydroxylamine, sulfate Solvents: Water ; pH 6, < 20 °C; 30 min, < 20 °C; 20 °C → 60 °C; 1 h, 50 - 60 °C; 60 °C → rt
1.2 Reagents: Hydrogen ion Solvents: Water ; pH 6.5 - 7

参考文献：

The synthesis of α-aminoxyacetic acid hemihydrochloride

Zhang, Jian; Liu, Qin-sheng; Chen, Yu-qin; Zhang, Zhi-de, Shandong Huagong, 2010, 39(4), 6-8

合成路线：1 步

78-93-3

_92%

96-29-7

反应条件：

1.1 Reagents: Ammonia , Hydrogen peroxide Catalysts: Tungstate(3-), tetracosa-μ-oxododecaoxo[μ12-[phosphato(3-)-κO:κO:κO:κO′:κO′:κO′:… Solvents: Water ; 2.5 h, 29 °C; 1.5 h, 28 - 33 °C

参考文献：

Preparation method of butanone oxime from ammonia, hydrogen peroxide and butanone

, China, , ,

合成路线：1 步

78-93-3

_90%

96-29-7

反应条件：

1.1 Reagents: Sodium hydroxide , Hydroxyamine hydrochloride Solvents: Water ; 1 h, < 10 °C; 10 °C → 60 °C; 2 h, 55 - 60 °C

参考文献：

Synthesis of ethoxyamine via butanone oxime

Yu, Yong; Shi, Xin-hua; Tang, Yu-cai; Xu, Xiang-sheng, Zhejiang Huagong, 2012, 43(9), 35-36

合成路线：1 步

78-93-3

_87%

96-29-7

反应条件：

1.1 Reagents: Ammonia , Hydrogen peroxide Catalysts: Vanadate(6-), nona-μ-oxotrioxo(pentadeca-μ-oxononaoxononatungstate)[μ12-[phospha… Solvents: Isopropanol , Water ; 1.5 h, 25 °C; 10 h, 25 °C

参考文献：

Selective ammoximation of ketones and aldehydes catalyzed by a trivanadium-substituted polyoxometalate with H2O2 and ammonia

Xue, Xiaoling; Song, Fangyuan; Ma, Baochun; Yu, Yongze; Li, Cheng; et al, Catalysis Communications, 2013, 33, 61-65

合成路线：1 步

78-93-3

_87%

96-29-7

反应条件：

1.1 Reagents: Sodium carbonate , Hydroxyamine hydrochloride Solvents: Ethanol ; 30 min, rt

参考文献：

Synthesis and antibacterial activity of oxime ester derivatives from dehydroabietic acid

Cui, Yan-Jie; Rao, Xiao-Ping; Shang, Shi-Bin; Jie, Song; Gao, Yan-Qing, Letters in Drug Design & Discovery, 2013, 10(2), 102-110

合成路线：1 步

78-93-3

_87%

96-29-7

反应条件：

1.1 Reagents: Carbon , Ammonia , Hydrogen peroxide Solvents: tert-Butanol , Water

参考文献：

Process for preparation of oximes using charcoal-supported titanium silicalite catalysts

, Germany, , ,

合成路线：1 步

78-93-3

_86%

96-29-7

反应条件：

1.1 Reagents: Zirconium dioxide , Ammonia , Hydrogen peroxide Solvents: tert-Butanol , Water

参考文献：

Process for preparation of oximes using oxide-supported titanium silicalite catalysts

, Germany, , ,

合成路线：1 步

78-93-3

_85%

96-29-7

反应条件：

1.1 Reagents: Hydroxyamine hydrochloride Catalysts: Polyethylene glycol ; 3 min, 44 °C

参考文献：

Dual nature of polyethylene glycol under microwave irradiation for the clean synthesis of oximes

Dutta, Papia; Dutta, Arup Kumar; Sarma, Parishmita; Borah, Ruli, Monatshefte fuer Chemie, 2014, 145(3), 505-508

合成路线：1 步

78-93-3

_85%

96-29-7

反应条件：

1.1 Reagents: Sodium carbonate , Hydroxylammonium Solvents: Ethanol ; 30 min, rt; rt

参考文献：

Synthesis and antibacterial activity of oxime esters from dihydrocumic acid

Gao, Yanqing; Song, Jie; Shang, Shibin; Wang, Dan; Li, Jian, BioResources, 2012, 7(3), 4150-4160

合成路线：1 步

78-93-3

_83%

96-29-7

反应条件：

1.1 Reagents: Ammonia Solvents: Methyl ethyl ketone
1.2 Reagents: Hydrogen peroxide Solvents: Water

参考文献：

Preparation of MEK oxime from MEK, hydrogen peroxide, and ammonia

, Japan, , ,

合成路线：1 步

78-93-3

_83%

96-29-7

反应条件：

1.1 Reagents: Ammonia , Hydrogen peroxide

参考文献：

Selective oxidation of organic compounds using TS-2, a titanium silicate molecular sieve

Reddy, J. Sudhakar; Sivasanker, S., Indian Journal of Technology, 1992, 30(2), 64-70

合成路线：1 步

78-93-3

_81%

96-29-7

反应条件：

1.1 Reagents: Phosphoric acid , Ammonia , Hydrogen peroxide Solvents: tert-Butanol , Water

参考文献：

Preparation of oximes using hydrogen peroxide stabilizers

, Japan, , ,

合成路线：1 步

13952-84-6

_80%

96-29-7

反应条件：

1.1 Reagents: Diperoxydodecanedioic acid Solvents: Dimethylformamide ; 2 min, rt; rt → 55 °C; 20 min, 50 - 55 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ; 10 min, 50 - 55 °C

参考文献：

Highly efficient and stable peracid for rapid and selective oxidation of aliphatic amines to oximes

Patil, Vilas V.; Gayakwad, Eknath M.; Shankarling, Ganapati S., New Journal of Chemistry, 2015, 39(8), 6677-6682

合成路线：1 步

78-93-3

_80%

96-29-7

反应条件：

1.1 Reagents: Hydroxyamine hydrochloride Solvents: Ethanol , Pyridine ; 2 h, reflux

参考文献：

Metalloporphyrin and heteropoly acid catalyzed oxidation of CNOH bonds in an ionic liquid: biomimetic models of nitric oxide synthase

Jain, Nidhi; Kumar, Anil; Chauhan, Shive M. S., Tetrahedron Letters, 2005, 46(15), 2599-2602

合成路线：1 步

78-93-3

_80%

96-29-7

反应条件：

1.1 Reagents: Hydroxyamine hydrochloride Solvents: tert-Butanol ; 8 min, rt

参考文献：

A clean conversion of carbonyl compounds to oximes using silica gel supported hydroxylamine hydrochloride

Kiasat, Ali Reza; Kazemi, Foad; Nourbakhsh, Kazem, Phosphorus, 2004, 179(6), 1193-1196

丁酮肟(96-29-7)上下游

乙烯基三丁酮肟基硅烷

丁酮肟(96-29-7)参考资料

Reaxys RN：

1698241

Beilstein：

1698241

PubChem CID：

24860083

丁酮肟(96-29-7) MSDS

基础信息

Name:	2-Butanone oxime 99% Material Safety Data Sheet
Synonym:	Ethyl methyl ketone oxime; Ethyl methyl ketoxime; 2-Butanone oxime; Methyl ethyl ketoxime; MEK-oxime
CAS:	96-29-7

Section 1 - Chemical Product ? MSDS Name:2-Butanone oxime 99% Material Safety Data Sheet
Synonym:Ethyl methyl ketone oxime; Ethyl methyl ketoxime; 2-Butanone oxime; Methyl ethyl ketoxime; MEK-oxime

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
96-29-7	Methyl ethyl ketoxime	99	202-496-6

Hazard Symbols: XN
Risk Phrases: 21 40 41 43

Section 3 - HAZARDS IDENTIFICATION
? EMERGENCY OVERVIEW
Harmful in contact with skin. Limited evidence of a carcinogenic effect. Risk of serious damage to eyes. May cause sensitization by skin contact.
Potential Health Effects
Eye:
Causes severe eye irritation.
Skin:
Harmful if absorbed through the skin. May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
Ingestion:
Methemoglobinemia is characterized by dizziness, drowsiness, headache, shortness of breath, cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), rapid heart rate and chocolate-brown colored blood. May be harmful if swallowed.
Overexposure may cause methemoglobinemia.
Inhalation:
Not available.
Chronic:
Chronic exposure may cause liver damage.

Section 4 - FIRST AID MEASURES
? Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Remove contaminated clothing and shoes.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:

Section 5 - FIRE FIGHTING MEASURES
? General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Flammable liquid and vapor. Vapors are heavier than air and may travel to a source of ignition and flash back. Vapors can spread along the ground and collect in low or confined areas.
Extinguishing Media:
Use extinguishing media most appropriate for the surrounding fire.

Section 6 - ACCIDENTAL RELEASE MEASURES
? General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Provide ventilation.

Section 7 - HANDLING and STORAGE
? Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Use only with adequate ventilation. Keep away from heat, sparks and flame.
Storage:
Keep away from sources of ignition. Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
? Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 96-29-7: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
?
Physical State: Clear liquid
Color: clear colorless to pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: 0.904 mm Hg @ 25 deg C
Viscosity: Not available.
Boiling Point: 152.5 deg C @ 760 mm Hg
Freezing/Melting Point: -29.5 deg C
Autoignition Temperature: Not available.
Flash Point: 59 deg C ( 138.20 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Slightly soluble.
Specific Gravity/Density: .9200 g/cm3
Molecular Formula: C4H9NO
Molecular Weight: 87.12

Section 10 - STABILITY AND REACTIVITY
? Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
High temperatures, ignition sources.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong acids.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

Section 11 - TOXICOLOGICAL INFORMATION
? RTECS#:
CAS# 96-29-7: EL9275000 LD50/LC50:
CAS# 96-29-7: Draize test, rabbit, eye: 100 uL Severe; Oral, mouse: LD50 = 1 gm/kg; Oral, rat: LD50 = 930 mg/kg; Skin, rabbit: LD50 = 200 uL/kg.
Skin, rabbit: LD50 = 200 uL/kg = 184 mg/kg.
Carcinogenicity:
Methyl ethyl ketoxime - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

Section 12 - ECOLOGICAL INFORMATION
?

Section 13 - DISPOSAL CONSIDERATIONS
? Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION
?
IATA
Shipping Name: FLAMMABLE LIQUIDS, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing Group: III
IMO
Shipping Name: FLAMMABLE LIQUIDS, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing Group: III
RID/ADR
Shipping Name: FLAMMABLE LIQUIDS, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: III

Section 15 - REGULATORY INFORMATION
?
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 21 Harmful in contact with skin.
R 40 Limited evidence of a carcinogenic effect.
R 41 Risk of serious damage to eyes.
R 43 May cause sensitization by skin contact.
Safety Phrases:
S 13 Keep away from food, drink and animal feeding
stuffs.
S 23 Do not inhale gas/fumes/vapour/spray.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 96-29-7: 1
Canada
CAS# 96-29-7 is listed on Canada's DSL List.
CAS# 96-29-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 96-29-7 is listed on the TSCA inventory.

SECTION 16 - ADDITIONAL INFORMATION
N/A