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N,N-Dimethylformamide di-tert-butyl acetal

Product Name
N,N-Dimethylformamide di-tert-butyl acetal
CAS No.
36805-97-7
Chemical Name
N,N-Dimethylformamide di-tert-butyl acetal
Synonyms
1,1-di-tert-butoxy-N,N-dimethylmethanamine;N,N-DIMETHYLFORMAMIDE DI-TERT-BUTYL ACETAL;N,N-Di-tert-butoxytrimethylamine;1,1-DI-TERT-BUTOXYTRIMETHYLAMINE;Di-tert-butoxyMethyl-diMethyl-aMine;Di-tert-butoxy(dimethylamino)methane;[bis(tert-butoxy)methyl]dimethylamine;N,N-Dimethyldi-tert-butoxymethanamine;N,N-DIMETHYLFORMAMIDE DI-T-BUTYL ACETAL;N,N-Dimethyldi(tert-butyloxy)methanamine
CBNumber
CB5296219
Molecular Formula
C11H25NO2
Formula Weight
203.32
MOL File
36805-97-7.mol
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N,N-Dimethylformamide di-tert-butyl acetal Property

Boiling point:
56-57 °C8 mm Hg(lit.)
Density 
0.848 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.413(lit.)
Flash point:
93 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Miscible with toluene and benzene.
form 
clear liquid
pka
5.34±0.50(Predicted)
color 
Colorless to Almost colorless
Specific Gravity
0.848
Sensitive 
Moisture Sensitive
BRN 
969629
InChI
InChI=1S/C11H25NO2/c1-10(2,3)13-9(12(7)8)14-11(4,5)6/h9H,1-8H3
InChIKey
DBNQIOANXZVWIP-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(OC(C)(C)C)N(C)C
CAS DataBase Reference
36805-97-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
10-36/37/38
Safety Statements 
26-36
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
F 
10-21
HazardClass 
3
PackingGroup 
III
HS Code 
29221990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
40263
Product name
N,N-Dimethylformamide di-tert-butyl acetal
Purity
technical, ≥90% (GC)
Packaging
10ml
Price
$406
Updated
2024/03/01
Sigma-Aldrich
Product number
40263
Product name
N,N-Dimethylformamide di-tert-butyl acetal
Purity
technical, ≥90% (GC)
Packaging
50mL
Price
$876
Updated
2024/03/01
Sigma-Aldrich
Product number
395005
Product name
N,N-Dimethylformamide di-tert-butyl acetal
Purity
for GC derivatization
Packaging
5ml
Price
$91.7
Updated
2022/05/15
Sigma-Aldrich
Product number
395005
Product name
N,N-Dimethylformamide di-tert-butyl acetal
Purity
for GC derivatization
Packaging
10x1ml
Price
$207
Updated
2022/05/15
TCI Chemical
Product number
D1303
Product name
N,N-Dimethylformamide Di-tert-butyl Acetal [for Esterification]
Purity
>98.0%(N)
Packaging
5mL
Price
$115
Updated
2024/03/01
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N,N-Dimethylformamide di-tert-butyl acetal Chemical Properties,Usage,Production

Uses

Reagent used for the preparation of indolizines via intermolecular cyclization of picolinium salts.

Uses

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

Synthesis Reference(s)

Synthetic Communications, 15, p. 723, 1985 DOI: 10.1080/00397918508063864

General Description

N,N-Dimethylformamide di-tert-butyl acetal is an derivatizing reagent.

Synthesis

A mixture of 59.5 g (0.5 mol) of N, N-dimethylformamide dimethyl acetal and 147 mL (1.5 mol) of dry tert-butanol in a three-necked flask (250 mL) fitted with a thermometer magnetic stirrer, nitrogen inlet and a 33 x 1.9 cm silvered vacuum jacketed Goodloe column which was equipped with a reflux controlled take-off distilling head was heated at reflux for 1 hr, then 300 mg of 2,4,6-tri-tert-butylphenol was added. The reaction mixture was heated at 100-115°C for 48 hrs, during which time, at the rate of two drops/min, 56 mL of distillate was collected. Another 50 mL (0.52 mol) of tert-butanol was added to the reaction mixture, and the removal of methanol was continued for an additional 42 hrs to afford 64 mL of distillate. Distillation of the crude product with a similar but smaller column (20 x 1.4 cm) gave 53.2 g (52%) of N, N-Dimethylformamide di-tert-butyl acetal[1].

References

[1] Mohacsi, E. “A New Synthetic Method for the Preparation of N,N-Dimethylformamide DI-Tert-Butyl Acetal.” Synthetic Communications 15 1 (1985): 723–725.

N,N-Dimethylformamide di-tert-butyl acetal Preparation Products And Raw materials

Raw materials

Preparation Products

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N,N-Dimethylformamide di-tert-butyl acetal Suppliers

Americas 1 Belgium 1 Canada 2 China 106 Europe 1 Germany 6 India 6 Japan 3 Switzerland 2 The Netherlands 1 United Kingdom 9 United States 25 Global 163
Wuxi Kehua Biological Technology Co., Ltd.
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0510-0510-86838766
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2258830676@qq.com
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China
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Shijiazhuang Le 'en Fine Chemical Co. LTD
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15203111882
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Aikon International Limited
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025-58851090 13611564524
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(6)02557626880
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J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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jkinfo@jkchemical.com
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PharmaBlock Sciences (Nanjing),Inc.
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025-86918202 4000255188
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sales@pharmablock.com
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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021-61259108 18621169109
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86-21-61259102
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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saleschina@alfa-asia.com
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China
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
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021-67121385
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Sales-CN@TCIchemicals.com
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China
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Ark Pharm, Inc.
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847-367-3680
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sales@arkpharminc.com
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Energy Chemical
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View Lastest Price from N,N-Dimethylformamide di-tert-butyl acetal manufacturers

Shijiazhuang Leon Chemicals Co.,Ltd
Product
N,N-DIMETHYLFORMAMIDE DI-TERT-BUTYL ACETAL 36805-97-7
Price
US $1.00-1.00/kg
Min. Order
1kg
Purity
90%
Supply Ability
10 tons
Release date
2024-08-13
Career Henan Chemical Co
Product
1,1-Di-tert-butoxytrimethylamine 36805-97-7
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2019-07-05

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  • 36805-97-7
  • CH32NCHOCH332
  • CH32NCHOCCH332
  • C11H25NO2
  • GC Derivatizing Reagents
  • Esterification & Alkylation (GC Derivatizing Reagents)
  • N,N-Dimethylformamide Dialkylacetals (GC Derivatizing Reagents)
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  • N,N-Dimethylformamide Dialkylacetals (GC Derivatizing Reagents)