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185582

Sigma-Aldrich

N,N-Dimethylbenzylamine

≥99%

Synonym(s):

N-Benzyldimethylamine, BDMA, DMBA

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100 ML
$35.20
500 ML
$94.20

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

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Quality Level

200

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.[1][2] It reacts with Os3(CO)12 to form triosmium clusters[3]. Anodic oxidation of N,N-dimethylbenzylamine has been studied in methanol-tetra-n-butylammonium fluoroborate and in methanol-potassium hydroxide[4].

Application

N,N-Dimethylbenzylamine was used in the synthesis of bis[(N,N-dimethylamino)benzyl] selenide[5]. It has been used as catalyst during curing reaction of formulations of diglycidyl ether of bisphenol A and tetrahydrophthalic anhydride[6].

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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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Certificates of Analysis (COA)

Lot/Batch Number
STBK6664
SDBB1033
STBL4229
STBL3577
STBK4264

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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)
Synthesis of waterborne polyurethane acrylate-modified epoxy resin
H Liu, et al.
IOP Conference Series: Materials Science and Engineering, 770, 012062-012062 (2020)
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
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. 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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