N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
Preparation- Product Name
- N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
- CAS No.
- 93102-05-7
- Chemical Name
- N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
- Synonyms
- N-benzyl-1-methoxy-N-((trimethylsilyl)methyl)methanamine;N-(MethoxyMethyl)-1-phenyl-N-(triMethylsilylMethyl)MethanaMine;N-benzyl(methoxy)-N-((trimethylsilyl)methyl)methanamine;)-N-trimethyL;cas:93102-05-7;-N-(methoxymethyL;N-(Methoxymethyl)-N-(trimethyl;N-(Methoxymethyl)-N-(trimethylsilyl) benzylamine;Benzyl-methoxymethyl-trimethylsilanylmethylamine;N-Benzyl-N-methoxymethyltrimethylsilylmethanamine
- CBNumber
- CB2715045
- Molecular Formula
- C13H23NOSi
- Formula Weight
- 237.41
- MOL File
- 93102-05-7.mol
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine Property
- Boiling point:
- 76 °C0.3 mm Hg(lit.)
- Density
- 0.928 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.492(lit.)
- Flash point:
- 151 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in chloroform, ethyl acetate.
- form
- Liquid
- pka
- 7.29±0.50(Predicted)
- Specific Gravity
- 0.928
- color
- Clear colorless to light yellow
- Hydrolytic Sensitivity
- 2: reacts with aqueous acid
- Sensitive
- Moisture & Light Sensitive
- BRN
- 4311216
- InChIKey
- RPZAAFUKDPKTKP-UHFFFAOYSA-N
- CAS DataBase Reference
- 93102-05-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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.
N-Bromosuccinimide Price
- Product number
- 420697
- Product name
- N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
- Purity
- 96%
- Packaging
- 5g
- Price
- $16.64
- Updated
- 2024/03/01
- Product number
- 420697
- Product name
- N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
- Purity
- 96%
- Packaging
- 25g
- Price
- $136
- Updated
- 2024/03/01
- Product number
- B1938
- Product name
- N-Benzyl-N-(methoxymethyl)-N-trimethylsilylmethylamine
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $35
- Updated
- 2024/03/01
- Product number
- B1938
- Product name
- N-Benzyl-N-(methoxymethyl)-N-trimethylsilylmethylamine
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $140
- Updated
- 2024/03/01
- Product number
- L19412
- Product name
- N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine, 94%
- Packaging
- 1g
- Price
- $38.65
- Updated
- 2024/03/01
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine Chemical Properties,Usage,Production
Preparation
N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine is most conveniently prepared by treatment of benzylamine with chloromethyltrimethylsilane followed by formaldehyde and methanol. Access to higher ether homologs is achieved by replacing methanol with the appropriate alcohol. An alternate procedure involves alkylation of lithium N-benzyltrimethylsilymethylamide with methoxymethyl chloride.
Chemical Properties
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine is clear colorless to light yellow liquid
Physical properties
bp 77–80°C/0.5 mmHg.
Uses
N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine forms azomethine ylides which readily undergo [3+2] cycloaddition to α,?-unsaturated esters affording N-benzyl substituted pyrrolidines in good yields. It reacts with asymmetric 1,3-dipolar cycloadditions in the practical, large-scale synthesis of chiral pyrrolidines. It is used in the the synthesis of 3-carboxy-1-azabicyclo[2.2.1]heptane derivatives, an important class of physiologically active compounds.
Uses
N-Benzyl-N-(methoxymethyl)-
N-trimethylsilylmethylamine (1) is a valuable reagent for in situ
generation of the N-benzyl azomethine ylide (2). It is generally
preferred over alternative silylmethylamine precursors6–8 because
of ease of handling and use. The ylide (2) is most conveniently
generated from (1) using a catalytic amount of trifluoroacetic acid
as described by Achiwa.Alternative catalysts include LiF,
TBAF,Me3SiOTf–CsF, or Me3SiI–CsF. Mechanistic studies
provide evidence that the reactive intermediate generated from
(1) with either CF3CO2H or F? is a 1,3-dipolar species. Reaction
of (2) with alkenes provides an efficient convergent route
to pyrrolidine derivatives. Alkynes afford 3-pyrrolines which can
be converted into pyrroles.The ylide (2) reacts most readily with
electron deficient alkenes and alkynes since this pairing results in
a narrow dipole HOMO–dipolarophile LUMO energy gap.Examples
of suitable dipolarophiles include unsaturated esters,
ketones, imides,nitriles,and sulfones. Cycloaddition occurs
with complete cis stereospecificity (eq 1) which is consistent
with a concerted mechanism. Dipolarophiles containing
an endocyclic double bond afford fused bicyclic pyrrolidines,
whereas substrates with an exocyclic double bond provide access
to spirocyclic systems.
Uses
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine is useful reagent in synthesizing N-benzyl substituted pyrrolidines by [3+2] cycloaddition to α,ßunsaturated esters.
Preparation
most conveniently prepared by treatment of benzylamine with chloromethyltrimethylsilane followed by formaldehyde and methanol.Access to higher ether homologs is achieved by replacing methanol with the appropriate alcohol. An alternate procedure involves alkylation of lithium N-benzyltrimethylsilymethylamide with methoxymethyl chloride.
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine manufacturers
- Product
- N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine 93102-05-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2023-03-08
- Product
- N-(Methoxymethyl)-N-(trimethylsilylmethyl)Benzylamine 93102-05-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- N-(Methoxymethyl)-N-(trimethylsilylmethyl)Benzylamine 93102-05-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09