2,5-Hexadione 2,5-己二酮

CAS 110-13-4 MFCD00008792

化学结构图

110-13-4
SMILES: CC(=O)CCC(C)=O

化学属性

Mol. FormulaC6H10O2
Mol. Weight114.14
Density0.973
Refractive index1.4250 to 1.4280
Flash Point78.89°C
TSCAYes
Boiling Point188.8°C at 760 mmHg
Melting Point-6°C
Vapor Pressure0.43 mmHg ( 20 °C)
Solubility易溶于水,易溶于多数有机溶剂。
Stability对光敏感

别名和识别编码

Chemical Name2,5-Hexadione
CAS Number110-13-4
Synonym 2,5-hexanedione, 98% {LY} 2,5-hexanedione, 98% {} {LY} 2,5-hexanedione, 98% {} {} {LY} 2,5-hexanedione, 98% {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,5-hexanedione, 98% {} {} {} {} {} {} {} {} {} {} {} {}
EC Number203-738-3
Beilstein Registry Number506525
MDL NumberMFCD00008792
Merck Number71
PubChem Substance ID8035
Reaxys-RN506525
Chemical Name Translation2,5-己二酮
Wiswesser Line Notation1V2V1
LabNetwork Molecule IDLN00194763
InChIInChI=1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3
Canonical SMILESCC(CCC(C)=O)=O
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分类

  • Mutagenesis Research Chemicals
  • {SNA} Analytical Reagents, Analytical Reagents for General Use, Analytical/Chromatography, E-H, Puriss p.a., Puriss p.a.
  • {uni_hamburg} no charge; ketone; 1fragment
  • {SNA} Building Blocks, C3 to C6, Carbonyl Compounds, Chemical Synthesis, Ketones, Organic Building Blocks
  • {SNA} Alpha Sort, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Chemical Class, Chromatography, E-L, Environmental Standards, H, HA -HT, Ketones, Volatiles/ Semivolatiles
  • Aliphatics
  • Metabolites & Impurities

产品应用

  • 用作合成树脂、硝基喷漆、着色剂、印刷油墨等的高沸点溶剂,皮革鞣制剂,橡胶硫化促进剂以及杀虫剂、药物原料。

相关文献及参考

  • Merck:14,71
  • Short: II/27B
  • Short: III/38B
  • Short: II/5
  • Primary amines can be protected by conversion to 2,5-dimethylpyrroles, from which they can be released by reaction with hydroxylamine hydrochloride: J. Chem. Soc., Perkin 1, 2801 (1984). The method has been found useful for protecting amino sugars in oligosaccharide synthesis: J. Org. Chem., 63, 4570 (1998), and also in the protection of an arylamine during Cu(I) promoted methoxylation of a ring bromo or iodo substituent; Synthesis, 1599 (1998).
  • Abou-Donia, M., et al.: Biochem. Pharmacol., 27, 2055 (1978),
  • Merck:14,71 Beilstein:1,788

安全信息

Signal word
GHS Symbol
WGK Germany2
Safety Statements
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Risk Statements
Precautionary statements
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P332+P313
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P301+P312+P330
  • P302+P350
  • P337+P313
  • P308+P313
  • P302+P352+P332+P313+P362+P364
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P403+P233
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P403+P235
  • P304+P340+P312
  • P305+P351+P338+P337+P313
RTECSMO3150000
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
  • H227 Combustible liquid 可燃液体
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes Xn Xn,Xi Xi
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 800 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   38MKAJ "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton,
   G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82.
   Vol. 3 originally pub. in 1979; pub. as 2nd rev. ed. in 1985.
   Volume(issue)/page/year: 2C,4777,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2076 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   IJEBA6 Indian Journal of Experimental Biology.  (Publications & Information
   Directorate, CSIR, Hillside Rd., New Delhi 110 012, India)  V.1-    1963-
   Volume(issue)/page/year: 24,371,1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1600 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   38MKAJ "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton,
   G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82.
   Vol. 3 originally pub. in 1979; pub. as 2nd rev. ed. in 1985.
   Volume(issue)/page/year: 2C,4777,1982

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2000 ppm/4H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JIHTAB Journal of Industrial Hygiene and Toxicology.  (Cambridge, MA)
   V.18-31

TYPE OF TEST            : Sex chromosome loss and nondisjunction
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 105 mmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 341,83,1994

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 93 gm/kg
SEX/DURATION            : female 6 week(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Maternal Effects - oogenesis
REFERENCE :
   TXCYAC Toxicology.  (Elsevier Scientific Pub. Ireland, Ltd., POB 85,
   Limerick, Ireland) V.1-    1973-  Volume(issue)/page/year: 76,197,1992

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 14934 mg/kg
SEX/DURATION            : male 3 week(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacol

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 28 gm/kg
SEX/DURATION            : male 28 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   EXMPA6 Experimental and Molecular Pathology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802)  V.1-    1962-  Volume(issue)/page/year:
   38,149,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 4200 mg/kg
SEX/DURATION            : male 42 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
   Reproductive - Paternal Effects - other effects on male
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   62,262,1982

TYPE OF TEST

Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}

其他信息

  • 上游原料:碳酸钾 --> 2,3-丁二酮 --> 2,5-二甲基呋喃 --> 乙基乙酰乙酸钠 --> 纯碘
  • 毒性分级:中毒
  • 2,5-Hexanedione is a neurotoxic metabolite of n-hexanes and methyl n-butyl ketone. 2,5-Hexanedione is also used as the starting material for diels-alder cycloaddition reactions, such as a reactions with amines to form 2,5-dimethylpyrroles.
  • 灭火剂:泡沫、干粉、二氧化碳、砂土、1211
  • 类别:易燃液体
  • 方法一:由2,5-二甲基呋喃水解而得。另一个合成方法是乙酰乙酸乙酯钠与纯碘反应生成二乙酰琥珀酸二乙酯,再将其与10%氢氧化钠溶液进行水解。用无水碳酸钾使反应液饱和,析出丙酮基丙酮。用乙醚提取,从提取液蒸去乙醚后,蒸馏剩余物,收集192-194℃馏分得无色产品。国外市售的纯度97%商品,溶点-6-5℃,沸点191℃,相对密度0.973,闪点78℃。
  • 用途二:氨基甲酸酯类化合物和丙酮基丙酮(110-13-4)反应,得到N-取代2.5—二甲基吡咯,具有优良的抗UV性能,和橡胶、塑料及各种树酯具有很好的相溶性。
  • Acros Organics:2,5-已二酮 Acetonylacetone, 97%(110-13-4)
  • 刺激数据:眼睛- 兔子 100 毫克 重度
  • 海关编码:29141990
  • 图谱信息:2,5-己二酮(110-13-4)核磁图( 1 HNMR) 2,5-己二酮(110-13-4)红外图谱(IR2) 2,5-己二酮(110-13-4)核磁图( 13 CNMR) 2,5-己二酮(110-13-4)质谱(MS) 2,5-己二酮(110-13-4)红外图谱(IR1)
  • 外观性质:水样、透明、低挥发性液体, 会逐渐转变为黄色。
  • 蒸气压:0.43 mm Hg ( 20 °C)
  • 储运特性:库房通风低温干燥
  • 可燃性危险特性:遇明火、高温、强氧化剂可燃;燃烧排放刺激烟雾
  • 急性毒性:口服- 大鼠 LD50: 2076 毫克/ 公斤; 口服- 小鼠 LD50: 2386 毫克/ 公斤
  • Alfa Aesar:2,5-己烷二酮,97% 2,5-Hexanedione, 97%(110-13-4)
  • MOL 文件:110-13-4.mol
  • TCI Shanghai:2,5-己二酮 Acetonylacetone,>;95.0%(GC)(110-13-4)
  • F:8
  • 下游产品:维生素 C --> 3,3-二甲基丙烯酸甲酯 --> 2,5-二甲基吡咯 --> 2,5-二甲基噻吩 --> 5-甲基异恶唑-3-甲酸
  • Sigma Aldrich:110-13-4(sigmaaldrich)
  • 能与水、乙醇、乙醚混溶。久置逐渐变黄。
  • 用途一:用作合成树脂、硝基喷漆、着色剂、印刷油墨等的高沸点溶剂,皮革鞣制剂,橡胶硫化促进剂以及杀虫剂、药物原料。
  • 2,5-己二酮价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 L0444401 Lancaster 97% 25g 254元 2011/04/16 H0101 丙酮基丙酮 Acetonylacetone 25ML 255元 2011/04/16 H0101 丙酮基丙酮 Acetonylacetone 500ML 1450元
  • MSDS 信息:丙酮基丙酮(110-13-4).msds

系列性分类


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