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Merck
CN

185582

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851151
EC Number:
203-149-1
Beilstein/REAXYS Number:
1099620
MDL number:
MFCD00008329
Assay:
≥99%
Form:
liquid

Key Documents

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assay

≥99%

form

liquid

InChI key

XXBDWLFCJWSEKW-UHFFFAOYSA-N

InChI

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

SMILES string

CN(C)Cc1ccccc1

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

Quality Level

200

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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

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5748
STBK6664
STBL4229
SDBB1033
STBL3577

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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
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)
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)
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