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H41544

Sigma-Aldrich

4-Hydroxy-4-methyl-2-pentanone

99%

Sinônimo(s):

Diacetone alcohol

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About This Item

Fórmula linear:
(CH3)2C(OH)CH2COCH3
Número CAS:
123-42-2
Peso molecular:
116.16
Beilstein:
1740440
Número CE:
204-626-7
Número MDL:
MFCD00004471
Código UNSPSC:
12352100
ID de substância PubChem:
24895626
NACRES:
NA.22

densidade de vapor

4 (vs air)

Nível de qualidade

200

pressão de vapor

<1 mmHg ( 20 °C)

Ensaio

99%

Formulário

liquid

Lim. expl.

6.9 %

índice de refração

n20/D 1.423 (lit.)

p.e.

166 °C (lit.)

densidade

0.931 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

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

InChI

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

chave InChI

SWXVUIWOUIDPGS-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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.

Palavra indicadora

Warning

Frases de perigo

H226,H319,H335,H361fd

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

136.4 °F - closed cup

Ponto de fulgor (°C)

58 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análise (COA)

Lot/Batch Number
STBK6855
STBK4583
STBK4141
STBK2632
STBK0904

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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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