2,2,6,6-Tetramethyl-3,5-heptanedione

HCID 70700CAS 1118-71-4
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)(C)C(=O)CC(=O)C(C)(C)C
InChIKey
YRAJNWYBUCUFBD-UHFFFAOYSA-N
Molecular formula
C11H20O2
Average molar mass
184.27 g/mol
Monoisotopic mass
184.14632988

Names & identifiers

Preferred name
2,2,6,6-Tetramethyl-3,5-heptanedione
IUPAC
2,2,6,6-tetramethylheptane-3,5-dione
English name
2,2,6,6-Tetramethyl-3,5-heptanedione
Molecular formula
C11H20O2
Molecular weight
184.28

Names & synonyms

1118-71-4Dipivaloylmethane2,2,6,6-Tetramethyl-3,5-heptanedione3,5-Heptanedione, 2,2,6,6-tetramethyl-DTXSID7049396R8UI909HOYNSC-1742962,2,6,6,-tetramethyl-3,5-heptanedioneDTXCID4029355RefChem:134758214-268-32,2,6,6-Tetramethylheptane-3,5-dione
Show more names
2,2,6,6-Tetramethyl heptanedione2,2,6,6-Tetramethyl-3,5-heptadionebutan-1-ol,propan-2-ol,titaniumdpm-h5-heptanedione6-Tetramethyl-3
MFCD000088482,2,6,6-tetramethyl-heptane-3,5-dioneUNII-R8UI909HOY1,3-Di-tert-butyl-1,3-propanedione; Dipivaloylmethane; NSC 174296dipivaloyl methaneEINECS 214-268-3TMHDNSC 174296

Database identifiers

CAS
1118-71-4
PubChem CID
70700
DTXSID
DTXSID7049396
ChEMBL
CHEMBL3186481
UNII
R8UI909HOY
EC Number
214-268-3
Nikkaji
J4.487C

Properties

Computed structural properties

XLogP
2.6
Topological polar surface area
34.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
13

Physicochemical properties

Melting point
400 °C · >400 °C (decomp)
Boiling point
72 · 72-73 °C/6 mmHg (lit.)
Density
0.883 g/mL · 0.883 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.459(lit.)
Flash point
153 °F · 153 °F
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 1993 / PGIII
hs_code
29141900
risk_code
22-40-36/37/38

Chemistry & industry

Applications · 4 items

Usessuzuki reaction

Uses2,2,6,6-tetramethyl-3,5-heptanedione was used in the synthesis of α-aryl-β-diketones1 and dicyanamidobenzene-bridge diruthenium complex.

Uses2,2,6,6-Tetramethyl-3,5-heptanedione is a beta diketone with antibacterial activity.

General DescriptionAcylation, a replacement to silylation, allows the conversion of compounds that consist of active hydrogens (-OH, -SH and -NH) into esters, thioesters, and amides via the action of a carboxylic acid or derivative. The carbonyl group adjacent to the halogenated carbons is known to improve the electron capture detector (ECD) response. Acylation has several advantages:It enhances the stability of compounds by protecting unstable groups.It may confer volatility on substances like carbohydrates or amino acids, that have several polar groups that they are non-volatile and usually decompose on heating.It facilitates the separations not possible with underivatized compounds.Compounds are detectable at very low levels with an ECD.2,2,6,6-Tetramethyl-3,5-heptanedione is a reagent used to form fragmentation-directing derivatives for GC/MS analysis.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

Definition2,2,6,6-Tetramethyl-3,5-heptanedioneis a stable, anhydrous reagent. It undergoes O-additions and C-additions. In various reactions, it acts as an air-stable ligand for metal catalysts. Furthermore, it serves as a substrate for heterocycles.

Related reactions

350 records
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Linked notes

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