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Safety Information

140244

Sigma-Aldrich

N,N-Dimethylformamide dineopentyl acetal

99%

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)2NCH[OCH2C(CH3)3]2
CAS Number:
4909-78-8
Molecular Weight:
231.37
Beilstein:
741992
EC Number:
225-536-4
MDL number:
MFCD00008851
UNSPSC Code:
12352100
PubChem Substance ID:
24848460
NACRES:
NA.22

Quality Level

100

Assay

99%

form

liquid

refractive index

n20/D 1.412 (lit.)

bp

85-87 °C/10 mmHg (lit.)

density

0.829 g/mL at 25 °C (lit.)

functional group

amine
ether

SMILES string

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

InChI key

KEXFRBIOHPDZQM-UHFFFAOYSA-N

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Application

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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

140244-10G:
140244-VAR:
140244-BULK:
140244-50G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBD1940V
S31960
02317KD
12921TC
S26402

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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
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, 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
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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