• Name

  BREDERECK'S REAGENT

• EINECS 227-383-9
• CAS No. 5815-08-7
• Article Data1
• CAS DataBase
• Density 0.844
• Solubility
• Melting Point
• Formula C9H22 N2 O
• Boiling Point 50-55 °C15 mm Hg(lit.)
• Molecular Weight 174.286
• Flash Point 41 ºC
• Transport Information UN 1993
• Appearance Clear pale yellow liquid
• Safety 1901973
• Risk Codes R10;R36/37/38   
• Molecular Structure
• Hazard Symbols
• Synonyms Methanediamine,1-tert-butoxy-N,N,N',N'-tetramethyl- (7CI,8CI);1-(1,1-Dimethylethoxy)-N,N,N',N'-tetramethylmethanediamine;1-tert-Butoxy-N,N,N',N'-tetramethylmethanediamine;Bis(dimethylamino)-tert-butoxymethane; Bis(dimethylamino)methyl tert-butylether; Bredereck's reagent; C-tert-Butoxy-N,N,N',N'-tetramethylmethanediamine;t-Butoxybis(dimethylamino)methane; tert-Butoxybis(dimethylamino)methane;tert-Butoxymethylenebis(dimethylamine)
• PSA 15.71000
• LogP 1.20830

Synthetic route

865-47-4

potassium tert-butylate

2013-91-4

N,N,N',N'-tetramethylformamidinium methyl sulfate

5815-08-7

tert-Butoxybis(dimethylamino)methane

Conditions

Conditions	Yield
In diethyl ether for 1h;	67%

2214-82-6

Bis(dimethylamino)acetonitrile

865-47-4

potassium tert-butylate

5815-08-7

tert-Butoxybis(dimethylamino)methane

Conditions

Conditions	Yield
In diethyl ether

865-47-4

potassium tert-butylate

N,N,N',N'-tetramethylformamidinium hexafluorophosphate

A

5762-56-1

tris(dimethylamino)methane

B

5815-08-7

tert-Butoxybis(dimethylamino)methane

C

36805-97-7

N,N-dimethylformamide di-tert-butyl acetal

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; for 1h;

...Expand

865-47-4

potassium tert-butylate

2013-91-4

N,N,N',N'-tetramethylformamidinium methyl sulfate

A

5762-56-1

tris(dimethylamino)methane

B

5815-08-7

tert-Butoxybis(dimethylamino)methane

C

36805-97-7

N,N-dimethylformamide di-tert-butyl acetal

Conditions

Conditions	Yield
In tetrahydrofuran at 60℃; for 1h;

...Expand

865-47-4

potassium tert-butylate

3218-35-7

N,N,N',N'-Tetramethylformamidinium-(p-toluolsulfonat)

A

5762-56-1

tris(dimethylamino)methane

B

5815-08-7

tert-Butoxybis(dimethylamino)methane

C

36805-97-7

N,N-dimethylformamide di-tert-butyl acetal

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; for 1h;

...Expand

5762-56-1

tris(dimethylamino)methane

36805-97-7

N,N-dimethylformamide di-tert-butyl acetal

5815-08-7

tert-Butoxybis(dimethylamino)methane

Conditions

Conditions	Yield
at 20℃; Product distribution / selectivity;

865-47-4

potassium tert-butylate

N,N,N',N'-tetramethylformamidinium hexafluorophosphate

5815-08-7

tert-Butoxybis(dimethylamino)methane

Conditions

Conditions	Yield
In tetrahydrofuran at 20 - 60℃; for 4.5h; Inert atmosphere;

5815-08-7

tert-Butoxybis(dimethylamino)methane

81614-72-4

5-(2,4-difluorophenoxy)-6-nitroindan

82505-46-2

[6-(2,4-Difluoro-phenoxy)-5-nitro-indan-(1E)-ylidenemethyl]-dimethyl-amine

Conditions

Conditions	Yield
at 155 - 160℃; for 2h;	100%

5815-08-7

tert-Butoxybis(dimethylamino)methane

632365-56-1

benzyl 3-phenoxyphenyl ketone

632365-57-2

C23H21NO2

Conditions

Conditions	Yield
In toluene at 20 - 60℃; for 16h;	100%

5815-08-7

tert-Butoxybis(dimethylamino)methane

325708-09-6

7-Methyl-4-nitrobenzo[b]furan

603305-64-2

N,N-[dimethyl] (2-(4-nitrobenzofur-7-yl)vinyl)amine

Conditions

Conditions	Yield
for 0.666667h; Heating / reflux;	100%
for 0.666667h; Heating / reflux;	100%

874199-33-4

tert-butyl 1-(4-bromothiophen-2-yl)-4-oxocyclohexylcarbamate

5815-08-7

tert-Butoxybis(dimethylamino)methane

874199-34-5

(E)-tert-butyl 1-(4-bromothiophen-2-yl)-3-((dimethylamino)methylene)-4-oxocyclohexylcarbamate

Conditions

Conditions	Yield
In toluene at 20 - 80℃;	100%
In toluene at 20 - 80℃;

1444-65-1

(RS)-2-phenylcyclohexanone

5815-08-7

tert-Butoxybis(dimethylamino)methane

1172638-49-1

2-[1-dimethylaminometh-(Z)-ylidene]-6-phenylcyclohexanone

Conditions

Conditions	Yield
at 110℃; for 1.25h; Neat (no solvent);	100%

632352-56-8

(±)-tert-butyl 4-oxo-3-phenylpiperidine-1-carboxylate

5815-08-7

tert-Butoxybis(dimethylamino)methane

1172638-56-0

3-[1-dimethylaminometh-(Z)-ylidene]-4-oxo-5-phenylpiperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
at 110℃; for 2h; Neat (no solvent);	100%

1-tert-Butoxy-N,N,N',N'-tetramethylmethanediamine Chemical Properties

1-tert-Butoxy-N,N,N',N'-tetramethylmethanediamine Safety Profile