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Merck
CN

40263

N,N-Dimethylformamide di-tert-butyl acetal

technical, ≥90% (GC)

Synonym(s):

1,1-Di-tert-butoxy-N,N-dimethylmethylamine, 1,1-Di-tert-butoxytrimethylamine

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About This Item

Linear Formula:
(CH3)2NCH[OC(CH3)3]2
CAS Number:
Molecular Weight:
203.32
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
253-222-7
Beilstein/REAXYS Number:
969629
MDL number:
Assay:
≥90% (GC)
Form:
liquid
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grade

technical

Quality Level

assay

≥90% (GC)

form

liquid

bp

56-57 °C/8 mmHg (lit.)

density

0.848 g/mL at 25 °C (lit.)

functional group

amine, ether

SMILES string

CN(C)C(OC(C)(C)C)OC(C)(C)C

InChI

1S/C11H25NO2/c1-10(2,3)13-9(12(7)8)14-11(4,5)6/h9H,1-8H3

InChI key

DBNQIOANXZVWIP-UHFFFAOYSA-N

Application

N,N-Dimethylformamide di-tert-butyl acetal may be used in the synthesis of following:
  • (S)-2-(1-tert-butoxycarbonyl-2-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenyl}ethylamino)benzoic acid methyl ester
  • 3-O-tert-butylmorphine
  • tert-butylesters of pyrrole- and indolecarboxylic acids

Other Notes

Review; synthesis of tert-butyl esters.


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pictograms

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signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

95.0 °F - closed cup

flash_point_c

35 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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U. Widmer
Synthesis, 135-135 (1983)
E Mohacsi et al.
Journal of medicinal chemistry, 25(10), 1264-1266 (1982-10-01)
3-O-tert-Butylmorphine (5) was prepared from 6-O-acetylmorphine (3) via alkylation with N,N-dimethylformamide di-tert-butyl acetal, followed by hydrolytic removal of the 3-(dimethylamino)-2-propenoate group. The same process was used to prepare the tert-butyl ether of levorphanol (6), (-)-3-tert-butoxy-N-methylmorphinan (8). Both 5 and 8
Convenient synthesis of pyrrole-and indolecarboxylic acid tert-butylesters.
Ludwig J and Lehr M.
Synthetic Communications, 34(20), 3691-3695 (2004)



Global Trade Item Number

SKUGTIN
40263-10ML-F04061837014994
40263-50ML-F04061831985931