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Merck
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140244

Sigma-Aldrich

N,N-Dimethylformamide dineopentyl acetal

99%

Sinonimo/i:

1,1-Dineopentyloxy-N,N-dimethylmethylamine, 1,1-Dineopentyloxytrimethylamine

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About This Item

Formula condensata:
(CH3)2NCH[OCH2C(CH3)3]2
Numero CAS:
4909-78-8
Peso molecolare:
231.37
Beilstein:
741992
Numero CE:
225-536-4
Numero MDL:
MFCD00008851
Codice UNSPSC:
12352100
ID PubChem:
24848460
NACRES:
NA.22

Saggio

99%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.412 (lit.)

P. eboll.

85-87 °C/10 mmHg (lit.)

Densità

0.829 g/mL at 25 °C (lit.)

Stringa SMILE

CN(C)C(OCC(C)(C)C)OCC(C)(C)C

InChI

1S/C13H29NO2/c1-12(2,3)9-15-11(14(7)8)16-10-13(4,5)6/h11H,9-10H2,1-8H3
KEXFRBIOHPDZQM-UHFFFAOYSA-N

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Applicazioni

N,N-Dimethylformamide dineopentyl acetal was used in the esterification of Nα-9-fluorenylmethyloxycarbonylamino acids(Fmoc). It was used in the synthesis of 1,3-dialkyl, benzyl and cyclohexyl barbiturate derivatives. It was used as reagent during the synthesis of L-serine and L-cystine stereospecifically labeled with deuterium at the β-position.

Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H226,H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

125.6 °F - closed cup

Punto d’infiammabilità (°C)

52 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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R D Budd
Clinical toxicology, 16(2), 189-199 (1980-04-01)
Procedures are described for the on-column gas chromatographic synthesis of various N-alkyl-N-alkyl barbiturates where groups added to the nitrogens are benzyl, cyclohexyl, or straight chains with 1 to 10 carbons. The 1,3-dialkyl barbiturates having methyl, ethyl, n-propyl, n-butyl, cyclohexyl, isopropyl
F Albericio et al.
International journal of peptide and protein research, 23(4), 342-349 (1984-04-01)
The attachment of Fmoc-amino acids onto p- alkoxybenzyl alcohol resins via DCC-DMAP coupling suffers from two different problems: formation of dimers and racemization. The use of N,N-dimethylformamide dineopentyl acetal for the preparation of Fmoc- aminoacyloxybenzyl handles is the basis of
Preparation of l-serine and l-cystine stereospecifically labeled with deuterium at the ?-position.
Oba M, et al.
Tetrahedron Asymmetry, 17(12), 1890-1894 (2006)
F Albericio et al.
International journal of peptide and protein research, 26(1), 92-97 (1985-07-01)
Several Fmoc-amino acids have been esterified by use of N,N-dimethylformamide dineopentyl acetal to 2,4,5-trichlorophenyl 3'-(4''-hydroxymethyl-phenoxy)propionate, and the resultant handle derivatives were purified and then quantitatively coupled onto aminomethyl supports. Compared to literature methodology, the present procedure is preferred because: (i)

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