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40766

N,N-Dimethylmethyleneiminium chloride

≥95.0% (AT)

Synonym(s):

Böhme′s salt, Böhme′s salt, Dimethylformiminium chloride, Methylenedimethylammonium chloride

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5 g

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$109.00
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About This Item

Linear Formula:
CH2=N+(CH3)2Cl-
CAS Number:
Molecular Weight:
93.56
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
250-142-4
Beilstein/REAXYS Number:
505955
MDL number:
Assay:
≥95.0% (AT)
Form:
powder

$109.00


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Quality Segment

assay

≥95.0% (AT)

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

146-148 °C (lit.)

functional group

amine

SMILES string

[Cl-].C[N+](C)=C

InChI

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

InChI key

ZJTROANVDZIEGB-UHFFFAOYSA-M

Application

Reacant for:
Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors
Mannich reactions
Preparation of cyanotetrahydrooxo-β-carbolines via cyclocondensation reactions
Asymmetric synthesis of phalarine via stereospecific Pictet-Spengler cyclocondensation and traceless chirality transfer from L-tryptophan
Synthesis of functionalized diarylpyrrolizines as inhibitors of microsomal prostaglandin E2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LOX)
Synthesis of (±)-phalarine with the rearrangement of an azaspiroindolenine and Gassman oxindole preparation as key steps
N,N-Dimethylmethyleneiminium chloride (Böhme′s salt) is a dimethylaminomethylating agent that can be used as one of the key reagents in the following applications:
  • Electrophilic aminomethylation of aldehydes and ketones to synthesize corresponding Mannich products, also known as Mannich reaction.
  • Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors.
  • Preparation of cyanotetrahydrooxo-β-carbolines via cyclocondensation of cyanomethyl indole-2-carboxylate with ammonia.
  • Asymmetric synthesis of phalarine via stereospecific Pictet-Spengler cyclocondensation and traceless chirality transfer from L-tryptophan.
  • Synthesis of functionalized diarylpyrrolizines as inhibitors of microsomal prostaglandin E2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LOX).
  • Synthesis of (±)-phalarine with the rearrangement of an azaspiroindolenine and Gassman oxindole preparation as key steps.

Other Notes

"Mannich-reagent" for direct use; higher yields of purer products were achieved in shorter times compared with the classical "Mannich reaction"; in-situ preparation of the reactive triflate with TMS-triflate

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This Item
483893D15800339030
description

≥95.0% (AT)

description

technical grade, 90%

description

95%

description

≥98.0% (GC)

assay

≥95.0% (AT)

assay

90%

assay

95%

assay

≥98.0% (GC)

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

-

reaction suitability

-

reaction suitability

-

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

-

form

liquid

form

liquid

mp

146-148 °C (lit.)

mp

146-148 °C (lit.)

mp

-

mp

-

functional group

amine

functional group

amine

functional group

amine

functional group

amine


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Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point (°F)

179.6 °F - closed cup

Flash Point (°C)

82 °C - closed cup

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves



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