5,5-Dimethyl-1,3-cyclohexanedione 5,5-二甲基-1,3-环己二酮

CAS 126-81-8 MFCD00001588

化学结构图

126-81-8
SMILES: CC1(C)CC(=O)CC(=O)C1

化学属性

Mol. FormulaC8H12O2
Mol. Weight140
Melting Point146-148
TSCAYes
Density1.016
Solubility0.416 G/100 ML (25 ºC)
Boiling Point164-166
Appearance 白色至绿黄色针状或柱状结晶。熔点148-149℃。溶于甲醇、乙醇、氯仿、苯、乙酸及50%醇水混合液。干燥结晶性质稳定,但其溶液甚至在遮光下也能分解氧化。该品溶液遇三氯化铁呈红色。
Stability对光和热敏感

别名和识别编码

Chemical Name5,5-Dimethyl-1,3-cyclohexanedione
Synonym 1,1-Dimethyl-3, 1,1-Dimethyl-3,5-cyclohexanedione 1,1-Dimethyl-3,5-diketocyclohexane 1,3-Cyclohexanedione, 5,5-dimethyl- 1,3-Cyclohexanedione,5,5-dimethyl- 3-Cyclohexanedione,5,5-dimethyl-1 3-二酮 5,5-DIMETHYL- 5,5-DIMETHYL-1,3-DIOXOCYCLOHEXANE 5,5-DIMETHYLDIHYDRORESORCINOL 5,5-Dimethyl-1,3-cyclohexanedione 5,5-Dimethylcyclohexan-1,3-dion 5,5-Dimethyldihydroresorcinol 5,5-Dimethyldinydroresorcinol 5,5-Dimethylhydroresorcinol 5,5-dimethyl-cyclohexa-1,3-dione Cyclomethone DIMEDON DIMETHYLDIHYDRORESORCINOL Methone 二甲基二氢间苯二酚 双 双美酮 达米东 达美酮 醛试剂
Beilstein Registry Number471489
PubChem Substance ID31358
CAS Number126-81-8
EC Number204-804-4
MDL NumberMFCD00001588
Reaxys-RN471489
Merck Number3242
Chemical Name Translation5,5-二甲基-1,3-环己二酮
LabNetwork Molecule IDLN00199437
InChIInChI=1S/C8H12O2/c1-8(2)4-6(9)3-7(10)5-8/h3-5H2,1-2H3
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分类

  • Aldehydes, Analytical Reagents, Analytical/Chromatography, Derivatization Reagents, Derivatization Reagents HPLC, HPLC Derivatization Reagents, by Application, UV-VIS
  • {SNA} Aldehydes, Derivatization Reagents, Derivatization Reagents HPLC, HPLC Derivatization Reagents, by Application, UV-VIS, 分析/色谱, 分析试剂
  • {uni_hamburg} no charge; carbocycle; alicycle; 6RingOnly; 6ring; ketone; 1fragment
  • {SNA} Building Blocks, C7 to C8, Carbonyl Compounds, Chemical Synthesis, Ketones, Organic Building Blocks

产品应用

  • Used in the synthesis of fused 3-methylfurans via furannulation.

相关文献及参考

  • Beilstein:7,559
  • Undergoes an example of an oxidative addition of 1,3-dicarbonyl compounds, mediated by CAN (Cerium(IV)­ ammonium nitrate, A12882), to give an alkene, e.g. with 2-methyl-2-pentene, the product is a fused dihydrofuran derivative: J. Chem. Soc., Perkin 1, 187 (1995):
  • A comparative study has shown that CAN is superior to Mn(OAc)3 for this type of reaction: J. Chem. Soc., Perkin 1, 1487 (1996).
  • Short: EINECS
  • Short: III/5a
  • Classical reagent for the identification and isolation of aldehydes: J. Org. Chem., 11, 95 (1946).
  • For conditions leading to exclusive 2-monomethylation, see: Synth. Commun., 3, 347 (1973). For direct nitration at the 2-position, see review on ɑ-nitroketones: Synthesis, 261 (1980).

安全信息

Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECSGV0345000
WGK Germany2
Signal word Warning
GHS Symbol
Safety Statements
  • 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;
  • 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;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • 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
Hazard Codes Xi
Storage condition 2-8°C
TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NCNSA6 National Academy of Sciences, National Research Council,
   Chemical-Biological Coordination Center, Review.  (Washington, DC)
   Volume(issue)/page/year: 5,28,1953

其他信息

  • 方法一:由丙二酸二乙酯先与异丙烯丙酮,再与氢氧化钾反应制得。
  • Sigma Aldrich:126-81-8(sigmaaldrich)
  • 海关编码:29142900
  • 检测方法:HPLC,NMR
  • 5,5-Dimethyl-1,3-cyclohexanedione has been used in the synthesis of fused 3-methylfurans via furannulation.
  • Alfa Aesar:5,5-二甲基-1,3-环已二酮,98% Dimedone, 98%(126-81-8)
  • 白色至绿黄色针状或柱状结晶。溶于甲醇;乙醇;氯仿;苯;乙酸及50%醇水混合液。干燥结晶性质稳定,但其溶液甚至在遮光下也能分解氧化。该品溶液遇三氯化铁呈红色。 熔点:146-148 °C
  • 下游产品:3,3-二甲基戊二酸
  • 溶于甲醇;乙醇;氯仿;苯;乙酸及50%醇水混合液。干燥结晶性质稳定,但其溶液甚至在遮光下也能分解氧化。该品溶液遇三氯化铁呈红色。
  • F:8-9
  • Acros Organics:5,5-二甲基-1,3-环已二酮 5,5-Dimethyl-1,3-cyclohexanedione, 99%(126-81-8)
  • TCI Shanghai:5,5-二甲基-1,3-环己二酮 Dimedone,>;99.0%(T)(126-81-8)
  • 用途三:该品能与醛类形成不溶的缩合物,而酮类则没有这一特征,因此用来分离或检验醛类。该品还可用作呱啶的催化剂和色层分析试剂。
  • 用途二:该品能与醛类形成不溶的缩合物,而酮类则没有这一特征,因此用来分离或检验醛类。该品还可用作呱啶的催化剂和色层分析试用剂。
  • MSDS 信息:5,5-Dimethyl-1,3-cyclohexanedione(126-81-8).msds
  • 5,5-二甲基-1,3-环己二酮价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30065625 醛试剂 50g 96元 2011/08/23 K3849001 5,5-二甲基-1,3-环己二酮;醛试剂; 1,1-二甲基环己烷-3,5-二酮; 达米东; 5,5-二甲基二氢间苯二酚; 1,1-二甲基-3,5-环己二酮 10g 219元 2011/04/16 D0701 双甲酮 Dimedone 25G 405元
  • MOL 文件:126-81-8.mol
  • 存储注意事项:光敏感
  • 上游原料:丙二酸 --> 二乙酯
  • 用途一:用作测定醛的特种试剂及色谱分析试剂
  • 图谱信息:5,5-二甲基-1,3-环己二酮(126-81-8)红外图谱(IR2) 5,5-二甲基-1,3-环己二酮(126-81-8)核磁图( 13 CNMR) 5,5-二甲基-1,3-环己二酮(126-81-8)红外图谱(IR1) 5,5-二甲基-1,3-环己二酮(126-81-8)质谱(MS)

系列性分类


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