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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;N,N-Dimethyldi-tert-butoxymethanamine;[bis(tert-butoxy)methyl]dimethylamine;N,N-DIMETHYLFORMAMIDE DI-T-BUTYL ACETAL;N,N-Dimethyldi(tert-butyloxy)methanamine
CBNumber:
CB5296219
Molecular Formula:
C11H25NO2
Molecular Weight:
203.32
MDL Number:
MFCD00015002
MOL File:
36805-97-7.mol
MSDS File:
SDS
Last updated:2024-08-14 09:25:04

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

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.
pka 5.34±0.50(Predicted)
form clear liquid
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Warning
Hazard statements  H226-H315-H319-H335
Precautionary statements  P210-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  10-36/37/38
Safety Statements  26-36
RIDADR  UN 1993 3/PG 3
WGK Germany  3
10-21
HazardClass  3
PackingGroup  III
HS Code  29221990
NFPA 704
2
2 0

N,N-Dimethylformamide di-tert-butyl acetal price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 40263 N,N-Dimethylformamide di-tert-butyl acetal technical, ≥90% (GC) 36805-97-7 10ml $406 2024-03-01 Buy
Sigma-Aldrich 40263 N,N-Dimethylformamide di-tert-butyl acetal technical, ≥90% (GC) 36805-97-7 50mL $876 2024-03-01 Buy
Sigma-Aldrich 395005 N,N-Dimethylformamide di-tert-butyl acetal for GC derivatization 36805-97-7 5ml $91.7 2022-05-15 Buy
Sigma-Aldrich 395005 N,N-Dimethylformamide di-tert-butyl acetal for GC derivatization 36805-97-7 10x1ml $207 2022-05-15 Buy
TCI Chemical D1303 N,N-Dimethylformamide Di-tert-butyl Acetal [for Esterification] >98.0%(N) 36805-97-7 5mL $115 2024-03-01 Buy
Product number Packaging Price Buy
40263 10ml $406 Buy
40263 50mL $876 Buy
395005 5ml $91.7 Buy
395005 10x1ml $207 Buy
D1303 5mL $115 Buy

N,N-Dimethylformamide di-tert-butyl acetal Chemical Properties,Uses,Production

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

Uses

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

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.

865-47-4
2013-91-4
5762-56-1
5815-08-7
36805-97-7
Synthesis of N,N-Dimethylformamide di-tert-butyl acetal from Potassium tert-butoxide and [(dimethylamino)methylene]dimethylammonium methyl sulphate
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View Lastest Price from N,N-Dimethylformamide di-tert-butyl acetal manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N,N-DIMETHYLFORMAMIDE DI-TERT-BUTYL ACETAL pictures 2024-09-12 N,N-DIMETHYLFORMAMIDE DI-TERT-BUTYL ACETAL
36805-97-7
US $1.00-1.00 / kg 1kg 90% 10 tons Shijiazhuang Leon Chemicals Co.,Ltd
1,1-Di-tert-butoxytrimethylamine pictures 2019-07-07 1,1-Di-tert-butoxytrimethylamine
36805-97-7
US $1.00 / KG 1KG 99% 100kg Career Henan Chemical Co
N,N-DIMETHYLFORMAMIDE DI-TERT-BUTYL ACET AL, DERIVATIZATION GRADE 1,1-Di-tert-butoxytrimethylamine, 1,1-Di-tert-butoxy-N,N-dimethylmethylamine N,N-Dimethyl-1,1-bis[(2-methylpropan-2-yl)oxy]methanamine Di-tert-butoxy(dimethylamino)methane N,N-Dimethyldi(tert-butyloxy)methanamine N,N-Dimethyldi-tert-butoxymethanamine N,N-Dimethylformamide di-tert-butyl acetal, tech. 90% N,N-Dimethylformamide Di-tert-butyl Acetal [for Esterification] N,N-Dimethylformamide di-tert-butyl acetal,1,1-Di-tert-butoxy-N,N-dimethylmethylamine, 1,1-Di-tert-butoxytrimethylamine Di-tert-butoxyMethyl-diMethyl-aMine N,N-Di-tert-butoxytrimethylamine N,N-Dimethylformamide Di-tert-butyl Acetal  N,N-Dimethylformamide di-tert-butyl acetal, technical, 90% N,N-DiMethylforMaMide Di-tert-butyl Acetal [for Esterification], 98.0%(N) N,N-DIMETHYLFORMAMIDE DI-T-BUTYL ACETAL N,N-DIMETHYLFORMAMIDE DI-TERT-BUTYL ACET AL, TECH., 90+% 1,1-bis(1,1-dimethylethoxy)-n,n,n-trimethylamine 1,1-Di-tert-butoxy-N,N-dimethylmethylamine 1,1-DI-TERT-BUTOXYTRIMETHYLAMINE [bis(tert-butoxy)methyl]dimethylamine Di-tert-butyl dimethylformamide acetal (DMF di-tert-butyl acetal) N,N-Dimethylformamide Di-tert-butyl Acetal [for Esterification]> Methanamine, 1,1-bis(1,1-dimethylethoxy)-N,N-dimethyl- 1,1-di-tert-butoxy-N,N-dimethylmethanamine N,N-DIMETHYLFORMAMIDE DI-TERT-BUTYL ACETAL 36805-97-7 CH32NCHOCH332 CH32NCHOCCH332 C11H25NO2 GC Derivatizing Reagents Esterification & Alkylation (GC Derivatizing Reagents) N,N-Dimethylformamide Dialkylacetals (GC Derivatizing Reagents) Building Blocks Analytical Standards Alphabetic Analytical Chromatography Product Catalog Organic Building Blocks DID - DIN Acetals/Ketals/Ortho Esters Oxygen Compounds Analytical Chemistry Esterification & Alkylation (GC Derivatizing Reagents) GC Derivatizing Reagents N,N-Dimethylformamide Dialkylacetals (GC Derivatizing Reagents)