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4-Dimethylaminopyridine (4-DMAP)

4-Dimethylaminopyridine (4-DMAP)

CAS Number: 1122-58-3

Molecular Formula: C7H10N2

Acylation & Nucleophilic CatalystAPI Synthesis ReagentPeptide Coupling ReagentHigh potency reagentSteglich EsterificationLamivudine Intermediate

About 4-Dimethylaminopyridine (4-DMAP)

4-Dimethylaminopyridine (DMAP, CAS 1122-58-3) is a highly efficient and versatile Nucleophilic Catalyst critical for driving complex organic transformations in CDMO and fine chemical synthesis. Functioning as a derivative of pyridine, DMAP is a powerful tertiary amine base, utilised in catalytic amounts to dramatically...

4-Dimethylaminopyridine (4-DMAP) Specifications

CAS Number
1122-58-3
Molecular Formula
C7H10N2
Molecular Weight
122.171
IUPAC Name
N,N-dimethylpyridin-4-amine
Canonical SMILES
CN(C)C1=CC=NC=C1
InChI Key
VHYFNPMBLIVWCW-UHFFFAOYSA-N
InChI
1S/C6H4N2/c7-5-6-1-3-8-4-2-6/h1-4H
PubChem CID
14284
EINECS Number
214-353-5
MDL Number
MFCD00006418
UNSPSC Code
41116107
HSN No
29333990 or 29333919
Molecular Weight
122.171
Physical State
White to yellow crystalline powder
Density
1.012 g/cm3
Boiling Point
162ºC (50 mmHg)
Melting Point
108-113ºC
Flash Point
110ºC
Refractive Index
n20/D 1.431
Water Solubility
76 g/L (25ºC)
GHS Hazard Statements
H301 (98.9%): Toxic if swallowed H310 (70.3%): Fatal in contact with skin H314 (32.2%): Causes severe skin burns and eye damage H315 (59.4%): Causes skin irritation H318 (32.8%): Causes serious eye damage H319 (49.4%): Causes serious eye irritation H331 (36%): Toxic if inhaled H335 (37.9%): May cause respiratory irritation H370 (17%): Causes damage to organs H411 (36%): Toxic to aquatic life with long-lasting effects
Precautionary Statement Codes
P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P308+P316, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P363, P391, P403+P233, P405, and P501

Acylation & Esterification Catalyst

Steglich Esterification and acylation reactions of sterically hindered alcohols, which are difficult to complete with other catalysts.

Amide & Peptide Coupling

Used as an additive (often with coupling reagents like EDCI) to facilitate the formation of amide bonds, which is crucial for peptide synthesis and complex API backbones

Protecting Group Chemistry

Catalyses the silylation of alcohols (e.g., using TBSCI) and Boc protections, key steps in multi-step organic synthesis

API Manufacturing

Used as a key reagent in the synthesis routes: Anti-HIV Drugs: Abacavir, Lamivudine, Zidovudine Anti-Cancer Agents: Docetaxel, Paclitaxel Other API: Ivacaftor (Cystic Fibrosis), Montelukast (Anti-Asthma), Rosuvastatin (Anti-Cholesterol)

Polymer & Material Science

(Polymerisation Catalyst) In the synthesis of polyesters and polyamides. Wood Modification: Catalyses the esterification of hydroxyl groups in wood flour/fibre surfaces to improve compatibility with hydrophobic matrices. (Wood Modification) Catalyzes the esterification of hydroxyl groups in wood flour/fiber surfaces to improve compatibility with hydrophobic matrices

Specialized Organic

Baylis-Hillman Reaction: Serves as a superior base mediator (often yielding better results than DABCO for carbon-carbon bond-forming reactions). Steglich Rearrangement: Used as a powerful catalyst for the rearrangement of $\text{O}$-acylated lactols to $\text{C}$-acylated lactols.

4-Dimethylaminopyridine (4-DMAP) FAQs

Minimum Order Quantity

25 kg (evaluation) · 1 MT (commercial)

Lead Time

3 – 5 weeks estimated

Delivery Terms

FOB*

Packaging

20 L pails, 200 L HDPE drums, 1000 L IBC

US Availability

US Facility Inventory

Documentation

US SDS · COA · TDS · Specification sheet

US Regulatory & Quality Information

TSCA status*

US SDS / HazCom*

GHS classification*

ISO 9001:2015 site*

DOT shipping classification*

FDA status*

EPA status*

California Prop 65*

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Regulatory compliance

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