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tert-Butoxy bis(dimethylamino)methane

Product Name
tert-Butoxy bis(dimethylamino)methane
CAS No.
5815-08-7
Chemical Name
tert-Butoxy bis(dimethylamino)methane
Synonyms
1-tert-Butoxy-N,N,N',N'-tetramethylmethanediamine;TERT-BUTOXYBIS(DIMETHYLAMINO)METHANE;[(tert-butoxy)(diMethylaMino)Methyl]diMethylaMine;T-BUTOXYBIS(DIMETHYLAMINO)METHANE;BUTOXYBIS(DIMETHYLAMINO)METHANE;5815/8/7;Bredereck'sreagen;BREDERECKS REAGENT;BREDERECK'S REAGENT;Bredereck's reagent
CBNumber
CB0122973
Molecular Formula
C9H22N2O
Formula Weight
174.28
MOL File
5815-08-7.mol
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tert-Butoxy bis(dimethylamino)methane Property

Boiling point:
50-55 °C/15 mmHg (lit.)
Density 
0.844 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.422(lit.)
Flash point:
106 °F
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Chloroform (Sparingly), DMSO (Sparingly), Methanol (Slightly)
pka
5.46±0.38(Predicted)
form 
Liquid
color 
Clear pale yellow
Specific Gravity
0.844
BRN 
1901973
Stability:
Hygroscopic
InChI
InChI=1S/C9H22N2O/c1-9(2,3)12-8(10(4)5)11(6)7/h8H,1-7H3
InChIKey
HXRAMSFGUAOAJR-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(N(C)C)N(C)C
CAS DataBase Reference
5815-08-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,F
Risk Statements 
10-36/37/38
Safety Statements 
26
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
F 
10
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
20425
Product name
tert-Butoxy bis(dimethylamino)methane
Purity
technical
Packaging
10ML
Price
$304
Updated
2024/03/01
Sigma-Aldrich
Product number
20425
Product name
tert-Butoxy bis(dimethylamino)methane
Purity
technical
Packaging
50ML
Price
$1350
Updated
2024/03/01
Alfa Aesar
Product number
H27861
Product name
tert-Butoxybis(dimethylamino)methane, tech. 90%
Packaging
1g
Price
$43.65
Updated
2024/03/01
Alfa Aesar
Product number
H27861
Product name
tert-Butoxybis(dimethylamino)methane, tech. 90%
Packaging
5g
Price
$114.65
Updated
2024/03/01
Sigma-Aldrich
Product number
384216
Product name
tert-Butoxy bis(dimethylamino)methane
Packaging
1g
Price
$31.5
Updated
2024/03/01
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tert-Butoxy bis(dimethylamino)methane Chemical Properties,Usage,Production

Description

Bredereck's reagent, chemically known as tert-Butoxy bis(dimethylamino)methane, is a versatile reagent. It can be used for a-methylation, a-methylenation, and a-amidation of multiple carbonyl systems or compounds with active CH groups. The advantage is the in situ generation of strongly basic alkanes (t-BuO-) and the generation of the corresponding iminium ions by thermal decomposition. After the Mannich reaction of the carbonyl substrate with the in situ generated iminium ion, the dimethylamine is eliminated from the adduct B- in the final step to give the condensation product, which can be converted into various types of compounds.

Chemical Properties

Clear pale yellow liquid

Uses

Reactant for:• ;Preparation of pyrroloquinazolines as photochemotherapeutic agents1• ;Enanatioslective formal synthesis of the Cinchona alkaloid quinine via stereoselective intermolecular radical addition2• ;Synthesis of camptothecin via intramolecular isomuenchnone cycloaddition reaction3• ;Aminomethylenation reactions4

Uses

Reactant for:

  • Preparation of pyrroloquinazolines as photochemotherapeutic agents
  • Enanatioslective formal synthesis of the Cinchona alkaloid quinine via stereoselective intermolecular radical addition
  • Synthesis of camptothecin via intramolecular isomuenchnone cycloaddition reaction
  • Aminomethylenation reactions

Uses

Mild enamination reagent; catalyst in ring-opening polymerization reactions.

tert-Butoxy bis(dimethylamino)methane Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from tert-Butoxy bis(dimethylamino)methane manufacturers

Shijiazhuang Leon Chemicals Co.,Ltd
Product
Bredereck’s Reagent 5815-08-7
Price
US $10.00-50.00/kg
Min. Order
1kg
Purity
>90%
Supply Ability
20 tons
Release date
2024-08-13
Shanghai UCHEM Inc.
Product
Bredereck's reagent 5815-08-7
Price
US $11.00-190.00/g
Min. Order
25g
Purity
0.90
Supply Ability
200kg
Release date
2024-04-12
Yujiang Chemical (Shandong) Co.,Ltd.
Product
polyamines
Price
US $1060.00/T
Min. Order
1T
Purity
98%
Supply Ability
20T
Release date
2024-05-11

5815-08-7, tert-Butoxy bis(dimethylamino)methaneRelated Search:

TERT-BUTYL 4-(2-HYDROXYETHYL)PIPERAZINE-1-CARBOXYLATE tert-Butyldimethylsilyl chloride TERT-BUTYL VINYL ETHER Poly(vinyl alcohol) Selenium dioxide Trisodium citrate dihydrate 2,6-DIMETHYL-4-NITROSOPHENOL BREDERECK'S REAGENT METHOXY-BIS(DIMETHYLAMINO)METHANE

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  • 5815/8/7
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  • C9H22N2O
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