(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE

Product Name: (DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE
CAS No.: 20353-93-9
Chemical Name: (DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE
Synonyms: gold'S;gold's reagent;gold's reagent;Gold'sReagent>Gold's Reagent 95%;Gold′s Reagent, CAS 20353-93-9;(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE;[3-(DIMETHYLAMINO)-2-AZAPROP-2-EN-1-YLIDENE]DIMETHYLAMMONIUM CHLORIDE;(([(Dimethylamino)methylidene]amino)methylidene)dimethylazanium chloride;N-((((Dimethylamino)methylene)amino)methylene)-N-methylmethanaminium chloride
CBNumber: CB2286725
Molecular Formula: C6H14ClN3
Formula Weight: 163.65
MOL File: 20353-93-9.mol

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(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE Property

Melting point:: 100-102 °C (lit.)
solubility: soluble in Methanol
form: powder to crystal
color: Light orange to Yellow to Green
InChI: InChI=1S/C6H14N3.ClH/c1-8(2)5-7-6-9(3)4;/h5-6H,1-4H3;1H/q+1;/p-1
InChIKey: DEIBXAPEZDJDRC-UHFFFAOYSA-M
SMILES: N(C)(C)/C=N/C=[N+](/C)\C.[Cl-]

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37/39
WGK Germany: 3
HS Code: 2925.29.9000
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 289078
Product name: Gold’s Reagent
Purity: 95%
Packaging: 25g
Price: $81.4
Updated: 2025/07/31

TCI Chemical

Product number: G0393
Product name: Gold's Reagent
Purity: >97.0%(HPLC)(T)
Packaging: 5g
Price: $52
Updated: 2025/07/31

TCI Chemical

Product number: G0393
Product name: Gold's Reagent
Purity: >97.0%(HPLC)(T)
Packaging: 25g
Price: $170
Updated: 2025/07/31

TRC

Product number: B400375
Product name: Gold's Reagent
Packaging: 100mg
Price: $60
Updated: 2021/12/16

Chem-Impex

Product number: 37220
Product name: (Dimethylaminomethyleneaminomethylene)dimethylammoniumchloride,95%(Assaybytitration,HPLC)
Purity: 95%(Assaybytitration,HPLC)
Packaging: 1G
Price: $22.4
Updated: 2021/12/16

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(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE Chemical Properties,Usage,Production

Uses

Gold′s Reagent was used in the synthesis of 4-hydroxyquinazoline by reacting with ortho aminobenzoic acids.

Uses

[[[(Dimethylamino)methylene]amino]methylene]dimethylammonium Chloride is a β-dimethylaminomethylenating agent for ketones and amines; yields enamino derivatives of esters and lactones; converts Grignard reagents to aldehydes.

Synthesis

The Preparative Method of [[[(Dimethylamino)methylene]amino]methylene]dimethylammonium Chloride: a 1 L, one-necked, round-bottomed flask is equipped with a Claisen adapter, mechanical stirrer, reflux condenser, and mineral oil bubbler. The flask is charged with cyanuric chloride (73.8 g, 0.4 mol) (Caution: cyanuric chloride is a lachrymator and causes burns on contact with the skin), N,N-Dimethylformamide (175.4 g, 2.4 mol) and 1,4-dioxane (100 mL). The resulting solution is stirred and heated at 85 °C for 2-3 h while a considerable amount of carbon dioxide is evolved. When gas evolution is minimal, the reaction mixture is allowed to cool to room temperature; the product rapidly solidifies (eq 1). The flask which contains the solid product is connected to an isopropyl alcohol/dry ice trap and the solvent is removed by evacuating the system to approximately 0.05 mmHg. The crude product weighs 186-187 g (95% yield). Another method of isolating the product is by rapid filtration and washing with acetone.

Precautions

Gold's reagent is very hygroscopic and should be handled under a moisture-free environment. If kept dry, it has a substantial shelf-life. Store in desiccator over anhydrous calcium sulfate.

(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE Suppliers

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20353-93-9, (DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDERelated Search:

POTASSIUM FERRATE(VI) BENZYLIDENE-2-NAPHTHYLAMINE Formamidine hydrochloride ESCHENMOSER'S SALT (DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE

(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE

[3-(DIMETHYLAMINO)-2-AZAPROP-2-EN-1-YLIDENE]DIMETHYLAMMONIUM CHLORIDE

gold'S

[3-(Dimethylamino)-2-azaprop-2-en-1-ylidene]dimethylammonium chloride, (Dimethylaminomethyleneaminomethylene)dimethylammonium chloride

(([(Dimethylamino)methylidene]amino)methylidene)dimethylazanium chloride

Gold's Reagent 95%

Gold'sReagent&gt

N-((((Dimethylamino)methylene)amino)methylene)-N-methylmethanaminium chloride

gold's reagent

Gold′s Reagent, CAS 20353-93-9

gold's reagent

({[(Dimethylamino)methylidene]amino}methylidene)dimethylazanium chloride - [D88369]

20353-93-9

CH32NCHNCHNCH32Cl

Nitrogen Compounds

Imines/Amidines

Organic Building Blocks

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