8.51055

DMAP

4-(Dimethylamino)pyridine Novabiochem^®

• Synonyme(s) : DMAP, 4-Dimethylaminopyridine
• Formule empirique (notation de Hill): C₇H₁₀N₂
• Numéro CAS: 1122-58-3
• Poids moléculaire : 122.17
• Numéro MDL: MFCD00006418
• Code UNSPSC : 12352005
• Numéro de classement CE : 214-353-5
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Gamme de produits: Novabiochem^®
• Pureté: ≥99.0% (GC)
• Forme: powder
• Température d'inflammation spontanée: 420 °C
• Puissance: 140 mg/kg LD₅₀, oral (Rat); 90 mg/kg LD₅₀, skin (Rabbit)
• Capacité de réaction: reaction type: Coupling Reactions
• Fabricant/nom de marque: Novabiochem^®
• pH: 11 (20 °C, 60 g/L in H₂O)
• Point d'ébullition: 138-140 °C/24 hPa
• Pf: 110-112 °C
• Température de transition: flash point 124 °C
• Masse volumique apparente: 520 kg/m³
• Application(s): peptide synthesis
• Température de stockage: 2-30°C
• InChI: 1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3/p+1
• Clé InChI: VHYFNPMBLIVWCW-UHFFFAOYSA-O

Description

Description générale

4-(Dimethylamino)pyridine (DMAP) is a catalyst for esterification and amidation reagents ^[1,2,3].

Literature references

^[1] S. S. Wang, et al. (1981) Int. J. Peptide Protein Res., 18, 459.
^[2] J.-P. Gamet, et al. (1984) Tetrahedron, 40, 1995.
^[3] K. Takeda, et al. (1991) Synthesis, 1991, 689.

Application

• Copolymerization of β‐butyrolactones using DMAP as initiator: This research focuses on the use of DMAP in the ring-opening polymerization of β‐butyrolactones, analyzing its efficiency as a catalyst (Palenzuela et al., 2024).
• Halogen-Bond-Promoted Direct Cross-Coupling: This article details the use of DMAP in a catalytic process for the cross-coupling of alkyl bromides with coumarins, emphasizing its role under light illumination (Guo et al., 2024).
• Enantiospecific Analysis of Carboxylic Acids: Discusses the superior efficacy of DMAP compared to other catalysts like Et3N in the enantiospecific analysis of carboxylic acids (Mo et al., 2024).

Liaison

Replaces: 01-62-0004

Remarque sur l'analyse

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (GC, area%): ≥ 99.0 % (a/a)
Melting range (lower value): ≥ 110 °C
Melting range (upper value): ≤ 113 °C

Informations légales

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS05,GHS06,GHS08,GHS09
• Mention d'avertissement: Danger
• Mentions de danger: H301 + H331 - H310 - H315 - H318 - H370 - H411
• Conseils de prudence: P262 - P273 - P280 - P301 + P310 - P302 + P352 + P310 - P305 + P351 + P338
• Classification des risques: Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1
• Organes cibles: Nervous system
• Code de la classe de stockage: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 255.2 °F
• Point d'éclair (°C): 124 °C