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185582

Sigma-Aldrich

N,N-Dimethylbenzylamine

≥99%

Synonym(s):

N-Benzyldimethylamine, BDMA, DMBA

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About This Item

Linear Formula:
C6H5CH2N(CH3)2
CAS Number:
Molecular Weight:
135.21
Beilstein/REAXYS Number:
1099620
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99%

form

liquid

refractive index

n20/D 1.501 (lit.)

bp

183-184 °C/765 mmHg (lit.)

mp

−75 °C (lit.)

solubility

water: soluble

density

0.9 g/mL at 25 °C (lit.)

functional group

amine
phenyl

SMILES string

CN(C)Cc1ccccc1

InChI

1S/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3

InChI key

XXBDWLFCJWSEKW-UHFFFAOYSA-N

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General description

N,N-Dimethylbenzylamine is commonly used as a reagent in organic synthesis and also serves as a catalyst in the synthesis of polyurethane foams and epoxy resins. It reacts with Os3(CO)12 to form triosmium clusters. Anodic oxidation of N,N-dimethylbenzylamine has been studied in methanol-tetra-n-butylammonium fluoroborate and in methanol-potassium hydroxide.

Application

N,N-Dimethylbenzylamine was used in the synthesis of bis[(N,N-dimethylamino)benzyl] selenide. It has been used as catalyst during curing reaction of formulations of diglycidyl ether of bisphenol A and tetrahydrophthalic anhydride.

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Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Synthesis of waterborne polyurethane acrylate-modified epoxy resin
H Liu, et al.
IOP Conference Series: Materials Science and Engineering, 770, 012062-012062 (2020)
Products and mechanisms in the anodic oxidation of N, N-dimethylbenzylamine in methanol.
Barry JE, et al.
The Journal of Organic Chemistry, 39(18), 2695-2699 (1974)
Combined use of sepiolite and a hyperbranched polyester in the modification of epoxy/anhydride coatings: A study of the curing process and the final properties.
Foix D, et al.
Progress in Organic Coatings, 75, 364-372 (2012)
Unsaturated nitrogen-containing ligands in triosmium clusters derived from trimethylamine and N, N-dimethylbenzylamine.
Choo YC and Deeming AJ.
Journal of Organometallic Chemistry, 133(1), 123-138 (1977)
Mirjana Rodošek et al.
Polymers, 12(3) (2020-03-11)
Versatile product protective coatings that deliver faster drying times and shorter minimum overcoat intervals that enable curing at faster line speeds and though lower energy consumption are often desired by coating manufacturers. Product protective coatings, based on silsesquioxane-modified diglycidyl ether

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