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H41544

Sigma-Aldrich

4-Hydroxy-4-methyl-2-pentanone

99%

Sinonimo/i:

Diacetone alcohol

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About This Item

Formula condensata:
(CH3)2C(OH)CH2COCH3
Numero CAS:
123-42-2
Peso molecolare:
116.16
Beilstein:
1740440
Numero CE:
204-626-7
Numero MDL:
MFCD00004471
Codice UNSPSC:
12352100
ID PubChem:
24895626
NACRES:
NA.22

Densità del vapore

4 (vs air)

Livello qualitativo

200

Tensione di vapore

<1 mmHg ( 20 °C)

Saggio

99%

Stato

liquid

Limite di esplosione

6.9 %

Indice di rifrazione

n20/D 1.423 (lit.)

P. ebollizione

166 °C (lit.)

Densità

0.931 g/mL at 25 °C (lit.)

Stringa SMILE

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

InChI

1S/C6H12O2/c1-5(7)4-6(2,3)8/h8H,4H2,1-3H3
SWXVUIWOUIDPGS-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

4-Hydroxy-4-methyl-2-pentanone is commonly used as a solvent in various industries, including paints, coatings, adhesives, and printing inks.

Applicazioni

4-Hydroxy-4-methyl-2-pentanone can be used to synthesize:
  • Diolmonoesters by reacting with aldehydes via tandem aldol-transfer–Tischtschenko reaction catalyzed by trimethylaluminum.
  • Aldol-transfer products such as β-hydroxy ketones by reacting with various aldehydes in the presence of L-proline as a catalyst.
  • Mono-α-arylated ketones and esters via Pd catalyzed reaction with aryl halides and aryl triflates, respectively.

It can also be used as a complexing agent to synthesize double-metal cyanide (DMC) catalysts by reacting with metal salt (MX) and cyanometalate compounds.

Avvertenze

Warning

Indicazioni di pericolo

H226,H319,H335,H361fd

Classi di pericolo

Eye Irrit. 2 - Flam. Liq. 3 - Repr. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

136.4 °F - closed cup

Punto d’infiammabilità (°C)

58 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
STBK6855
STBK4583
STBK4141
STBK2632
STBK0904

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Supelco

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Sigma-Aldrich

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Sigma-Aldrich

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I Magneron et al.
Environmental science & technology, 37(18), 4170-4181 (2003-10-04)
The OH-initiated oxidation of two VOCs directly emitted to the atmosphere through their use as industrial solvents, hexylene glycol (HG, (CH3)2C(OH)CH2CH(OH)CH3) and diacetone alcohol (DA, (CH3)2C(OH)CH2C(O)CH3), has been studied in two photoreactors: a 140 L Teflon bag irradiated by lamps
Harriet L R Cooper et al.
Archives of biochemistry and biophysics, 507(1), 111-118 (2010-11-16)
The diagnostic substrate tetramethylcyclopropane (TMCP) has been reexamined as a substrate with three drug- and xenobiotic-metabolizing cytochrome P450 enzymes, human CYP2E1, CYP3A4 and rat CYP2B1. The major hydroxylation product in all cases was the unrearranged primary alcohol along with smaller
Tandem aldol-transfer-Tischtschenko reaction of aldehydes and ?-hydroxyketones catalyzed by trimethylaluminum
Simpura I and Nevalainen V
Tetrahedron Letters, 42(23), 3905-3907 (2001)
Synthesis of Polycarbonate Polyols by Double-Metal Cyanide Catalyzed Copolymerization of Epoxide with Carbon Dioxide
Lim J, et al.
Journal of Nanoscience and Nanotechnology, 17(10), 7507-7514 (2017)
S Chandrasekhar et al.
Chemical communications (Cambridge, England), (21)(21), 2450-2451 (2004-10-30)
We demonstrate for the first time, L-proline as a chiral catalyst for transfer aldol reaction between aldehydes and diacetone alcohol.
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