CAS 123-54-6|Acetylacetone|acetylacetone|pentane-2,4-dione|2,4-PENTANEDIONE|Hacac|ACETYLACETONE|2,4-戊二酮|2,4-Pentanedione|Acetylacetone|乙酰丙酮|AcAc|Pentane-2,4-dione|2,4-Pentanedione|2,4-戊烷二...

基本信息

化学结构

分子式

C₅H₈O₂

分子量

100.11582

精确质量

100.0524295

电荷

InChI

InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3

InChIKey

YRKCREAYFQTBPV-UHFFFAOYSA-N

Canonic Smiles

CC(=O)CC(=O)C

Isomeric Smiles

O=C(CC(=O)C)C

计算属性

JChem

LogD (pH = 7.4)

0.30

LogD (pH = 5.5)

0.33

Log P

0.33

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

8.59

极化表面积

34.14

极化性

10.18

摩尔折射率

26.09

LOG S

0.06

数据来源

名称和标识

别名

Acetylacetone2,4-PENTANEDIONEHacacACETYLACETONE2,4-戊二酮2,4-PentanedioneAcetylacetone乙酰丙酮AcAcPentane-2,4-dione2,4-Pentanedione2,4-戊烷二酮2,4-pentadioneHacacacetylacetoneacetoacetoneacetyl 2-propanoneAcetylacetone2,4-Dioxopentane2,4-dioxopentane2,4-pentanedioneCH3-CO-CH2-CO-CH3acetylacetonepentan-2,4-dioneACAC

IUPAC传统名

acetylacetone

IUPAC标准名

pentane-2,4-dione

名称和标识

数据登录号

MDL号

Beilstein号

EC号

CAS号

PubChem SID

248458592489887324846889248451011620427458148155

KEGG ID

CHEBI ID

美国药典/FDA物质标识码

Chemspider ID

维基百科标题

CHEMBL

PubChem CID

默克索引号

专利号

US2007135475EP0842936US2003216600WO2007126896US2008033055EP0784936WO2005121157WO2006009431EP1260505WO2005044795

BRENDA数据库

3.6.1.91.1.1.41.1.1.11.1.1.B41.14.13.841.13.11.502.6.1.431.4.3.54.1.1.44.1.2.461.6.1.25.3.2.13.1.3.21.1.3.301.1.1.149

ACToR数据库

123-54-6

SABIO-RK数据库

10640954412220

MetaboLights数据库

MTBLS673MTBLS2372MTBLS612MTBLS3935MTBLS3854

BKMS React数据库

107993111961

SureChEMBL数据库

SCHEMBL1608

UniProt数据库

Q51796Q93TJ5Q8GNT2Q9ZNN8

Rhea数据库

CompTox数据库

BindingDB数据库

EnzymePortal数据库

HMDB数据库

BRENDA Ligand数据库

PDB数据库

IntEnz数据库

Reaxys Registry

PubMed文献链接

MetaCyc数据库

Gmelin ID

NMRShiftDB数据库

数据登录号

化合物性质

药理学性质

human ... ACHE(43), BCHE(590), CES1(1066)

化合物性质

分子相关蛋白质

分子图谱

暂无数据

点击上传数据

描述信息

MP Biomedicals

02151812

Purity: ~99%
Used to form derivatives of amino acids for peptide synthesis. Also used in colorimetric triglyceride assays.
1 ml = approx. 0.97 g
This product may darken during storage.

Wikipedia

Acetylacetone

Sigma Aldrich

00900

Other Notes
Fe(III) 络合滴定指示剂1；用于蛋白质中胍基（例如 Arg）2和氨基改性3,4

10916

Other Notes
根据要求提供批量采购价
包装
1 kg in poly bottle

516937

Legal Information
Wacker Chemie 公司生产

P7754

Application
过渡金属螯合剂
包装
1 L in glass bottle
100, 500 mL in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

ChEBI

CHEBI:14750

A beta-diketone that is pentane in which the hydrogens at positions 2 and 4 are replaced by oxo groups.

描述信息

参考文献

PubChem文献

数据源提供

• Strong bases, e.g. NaNH₂, form the dianion which reacts with electrophiles, e.g. alkyl halides, esters, acyl halides, Michael acceptors, etc., at the less-stabilized terminal carbon: J. Org. Chem., 26, 1716 (1961); Tetrahedron Lett., 357 (1970); J. Org. Chem., 39, 2289 (1974); Org. Synth. Coll., 5, 848 (1973). For arylation at the 1-position, see Diphenyliodonium chloride, A15149. For reviews of dimetallation, see: Org. React., 17, 155 (1969); Synthesis, 509 (1977).

• A simple procedure for the synthesis of methyl ketones involves alkylation at the 3-position with an alkyl halide using K₂CO₃ in EtOH, with in situ acetyl cleavage: Org. Synth. Coll., 5, 767 (1973). Knoevenagel condensation with aldehydes in THF in the presence of K₂CO₃ also occurs with acetyl cleavage, providing a simple route to alkenyl ketones: Chem. Lett., 1325 (1978). With K₂CO₃ and TBAB, selective one-pot monoalkylation or dialkylation with different alkyl groups can be achieved: Synthesis, 688 (1989). 3-Arylation with aryl bromides takes place in the presence of Cu(I) or Cu(II) salts in DMF: Chem. Lett., 597 (1982); Org. Synth. Coll., 6, 36 (1988).

参考文献

生物活性

PubChem BioAssay

生物活性

PubChem BioAssay

名称和标识

别名

IUPAC传统名

acetylacetone

IUPAC标准名

pentane-2,4-dione

参考文献

PubChem文献

数据源提供

描述信息

MP Biomedicals

02151812

Purity: ~99%
Used to form derivatives of amino acids for peptide synthesis. Also used in colorimetric triglyceride assays.
1 ml = approx. 0.97 g
This product may darken during storage.

Wikipedia

Acetylacetone

Sigma Aldrich

00900

Other Notes
Fe(III) 络合滴定指示剂1；用于蛋白质中胍基（例如 Arg）2和氨基改性3,4

10916

Other Notes
根据要求提供批量采购价
包装
1 kg in poly bottle

516937

Legal Information
Wacker Chemie 公司生产

P7754

Application
过渡金属螯合剂
包装
1 L in glass bottle
100, 500 mL in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

ChEBI