30354-18-8

Basic information

• Product Name: ESCHENMOSER'S SALT
• Synonyms: ESCHENMOSER SALT;ESCHENMOSER'S SALT;N,N-DIMETHYLMETHYLENEAMMONIUM CHLORIDE;N,N-DIMETHYL-METHYLENEIMINIUM CHLORIDE;dimethylmethylenammonium chloride;N,N-DIMETHYLMETHYLENEAMMONIUM CHLORIDE, TECH., 90%;Methanaminium, N-methyl-N-methylene-, chloride;N,N-dimethylmethyleneammonium bromide
• CAS NO: 30354-18-8
• Molecular Formula: C₃H₈N*Cl
• Molecular Weight: 93.56
• EINECS: 250-142-4
• Mol File: 30354-18-8.mol
• Article Data: 31

Chemical Properties

• Melting Point: 146-148 °C(lit.)
• Flash Point: 180 °F
• Appearance: /
• Storage Temp.: Store below +30°C.
• BRN: 505955
• CAS DataBase Reference: ESCHENMOSER'S SALT(CAS DataBase Reference)
• NIST Chemistry Reference: ESCHENMOSER'S SALT(30354-18-8)
• EPA Substance Registry System: ESCHENMOSER'S SALT(30354-18-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1325 4.1/PG 3
• WGK Germany: 3
• F: 3-10-21
• Hazardous Substances Data: 30354-18-8(Hazardous Substances Data)

Usage

Description

Eschenmoser's Salt, also known as 4,5-dimethoxy-9,9-dimethyl-2,3,7,12-tetraoxa-4,9-disilahexa-cyclopentadecane, is a complex organic compound that serves as a versatile reagent in organic synthesis. It is characterized by its unique structure and ability to facilitate various chemical reactions.

Uses

Used in Organic Synthesis:
Eschenmoser's Salt is used as a versatile reagent for a wide range of applications in organic synthesis. It is particularly useful in the following reactions:
1. Electrophilic aminomethylation of aldehydes and ketones to synthesize corresponding Mannich products, also known as Mannich reaction.
2. Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors.
3. Preparation of cyanotetrahydrooxo-β-carbolines via cyclocondensation of cyanomethyl indole-2-carboxylate with ammonia.
4. Asymmetric synthesis of phalarine via stereospecific Pictet-Spengler cyclocondensation and traceless chirality transfer from L-tryptophan.
5. Synthesis of functionalized diarylpyrrolizines as inhibitors of microsomal prostaglandin E2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LOX).
6. Synthesis of (±)-phalarine with the rearrangement of an azaspiroindolenine and Gassman oxindole preparation as key steps.

InChI:InChI=1/C3H8N.ClH/c1-4(2)3;/h1H2,2-3H3;1H/q+1;/p-1

Upstream product

• 51-80-9 bis-(dimethylamino)methane 
• 50-00-0 formaldehyd 
• 2083-91-2 N,N-Dimethyltrimethylsilylamine 
• 62393-45-7 methoxy bis(dimethylamino)methane 
• 62992-33-0 ethoxy-N,N-dimethylaminomethane 
• 107-30-2 chloromethyl methyl ether 
• 2351-69-1 1-(chloromethoxy)butane 
• 75-36-5 acetyl chloride 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 75-09-2 dichloromethane 

Downstream Products

• 66830-49-7 Dimethylaminomethyl-dicyclohexylarsin 
• 66830-45-3 Dimethylaminomethyl-diphenylarsin 
• 2036-95-5 Benzoesaeure- 
• 15451-14-6 3-dimethylamino-2,2-dimethylpropanal 
• 13119-19-2 [(N,N-dimethylamino)methyl]diphenylphosphine 
• 126004-70-4 bis(dimethylaminomethyl)phenylphosphine 
• 66830-54-4 Dimethylaminomethyl-dicyclohexylphosphin 
• 33797-51-2 eschenmoser's salt 
• 14496-34-5 (furan-2-ylmethyl)dimethylamine 
• 26019-17-0 2-(dimethylaminomethyl)thiophene 
• 14496-35-6 N,N-dimethyl-1-(5-methylfuran-2-yl)methanamine 
• 30457-88-6 2-benzyl-2-propenal 
• 25287-79-0 3-dimethylamino-1,2-diphenyl-propan-1-one hydrochloride 
• 87-52-5 3-(Dimethylaminomethyl)indole 

Relevant articles and documents

Oxygen and temperature sensitivity of blue to green to yellow light-emitting Pt(ii) complexes

The synthesis and photophysical properties of a series of yellow-green to blue-green emitting heteroleptic, cyclometalated Pt(ii)(acac) complexes based on substituted phenylpyridine and tetrahydroquinoline ligands is reported. The luminescence intensities and lifetimes of these compounds were also studied in poly(styrene) films with respect to their responses to oxygen and temperature. Particularly, due to the insensitivity to oxygen quenching, these complexes are promising candidates as inert reference dyes in optical sensors. On the other hand, the Pt(ii) complex with 2-(4-bromophenyl)-5,6,7,8-tetrahydroquinoline as C^N ligand, displays a strong temperature quenching effect. The distinct response to temperature was additionally calibrated after incorporation in poly(vinylidene chloride-co-acrylonitrile) serving as oxygen-blocking matrix copolymer. The resulting yellow-green-emitting temperature sensor signifies an interesting alternative to the available mostly red emitting temperature-sensitive probes.

Preparation method and pharmaceutical application of 3-(dimethylaminomethyl) piperidine-4-alcohol derivative

The invention relates to a preparation method and a pharmaceutical application of 3-(dimethylaminomethyl) piperidine-4-alcohol derivatives. The present invention provides a compound of formula (I) or formula (II) or a pharmaceutically acceptable salt thereof, and a preparation method and a pharmaceutical application thereof, wherein each substituent is as defined in the specification.

3-(dimethylaminomethyl) piperidine-4-alcohol derivative as well as preparation method and pharmaceutical application thereof

The present invention provides compounds of formula (FWBF) or pharmaceutically acceptable salts thereof, in which the substituents are as defined in the specification, as well as a preparation method and pharmaceutical use thereof.

Synthesis of: N -[(dialkylamino)methyl]acrylamides and N -[(dialkylamino)methyl]methacrylamides from Schiff base salts: Useful building blocks for smart polymers

The traditional thermal Mannich reaction is unsuitable for preparing polymerizable N-methylene amino substituted acrylamides and methacrylamides. Herein we provide a facile multi-gram high yield synthesis of these monomeric precursors to stimuli-responsive polymers by the addition of acrylamides and methacrylamides onto in situ generated or freshly isolated methylene Schiff base (iminium) salts. The X-ray crystal structure of the hydrated iminium salt, 1-(hydroxymethyl)azocan-1-ium chloride and monomer·HCl salt (N-[(azocan-1-yl)methyl]prop-2-enamide hydrochloride) is described.