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8.51055
DMAP
4-(Dimethylamino)pyridine Novabiochem®
Synonym(s):
DMAP, 4-Dimethylaminopyridine
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About This Item
Recommended Products
Quality Level
product line
Novabiochem®
Assay
≥99.0% (GC)
form
powder
autoignition temp.
420 °C
potency
140 mg/kg LD50, oral (Rat)
90 mg/kg LD50, skin (Rabbit)
reaction suitability
reaction type: Coupling Reactions
manufacturer/tradename
Novabiochem®
pH
11 (20 °C, 60 g/L in H2O)
bp
138-140 °C/24 hPa
mp
110-112 °C
transition temp
flash point 124 °C
bulk density
520 kg/m3
application(s)
peptide synthesis
storage temp.
2-30°C
SMILES string
[N+](=C1C=CNC=C1)(C)C
InChI
1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3/p+1
InChI key
VHYFNPMBLIVWCW-UHFFFAOYSA-O
General description
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).
Linkage
Analysis Note
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
Legal Information
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1
Target Organs
Nervous system
Storage Class Code
6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Flash Point(F)
255.2 °F
Flash Point(C)
124 °C
Certificates of Analysis (COA)
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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