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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:
103-83-3
Molecular Weight:
135.21
Beilstein/REAXYS Number:
1099620
EC Number:
203-149-1
MDL number:
MFCD00008329
UNSPSC Code:
12352100
PubChem Substance ID:
24851151
NACRES:
NA.22

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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Indirect ortho functionalization of substituted toluenes through ortho olefination of N, N-dimethylbenzylamines tuned by the acidity of reaction conditions
G Cai, et al.
Journal of the American Chemical Society, 129, 7666-7673 (2007)
Wilson Beita-Sandí et al.
Water research, 170, 115323-115323 (2019-12-04)
In this work, we investigated the effect of bromide ion (Br-) on NDMA formation using model precursor compounds, wastewater effluents and surface waters. Previous studies showed that Br- reacts with chloramines and forms bromochloramine, a reactive compound responsible for NDMA
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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