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MilliporeSigma

D34108

Dibenzylamine

97%

Synonym(s):

(N-Benzylaminomethyl)benzene, Bibenzylamine, DBA, Dibenzylamine (8CI), N,N-Dibenzylamine, N-(Phenylmethyl)benzenemethanamine, N-Benzyl-1-phenylmethanamine, N-Benzylbenzylamine

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5 G

$46.80

100 G

$53.00

500 G

$121.00

$46.80


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About This Item

Linear Formula:
(C6H5CH2)2NH
CAS Number:
Molecular Weight:
197.28
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-117-7
Beilstein/REAXYS Number:
909664
MDL number:

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Product Name

Dibenzylamine, 97%

InChI key

BWLUMTFWVZZZND-UHFFFAOYSA-N

InChI

1S/C14H15N/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2

SMILES string

C(NCc1ccccc1)c2ccccc2

assay

97%

form

liquid

refractive index

n20/D 1.574 (lit.)

bp

300 °C (lit.)

mp

−26 °C (lit.)

density

1.026 g/mL at 25 °C (lit.)

Quality Level

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1 of 4

This Item
555460263508407712
assay

97%

assay

97%

assay

97%

assay

≥99.5%

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

form

liquid

form

-

form

liquid

form

liquid

refractive index

n20/D 1.574 (lit.)

refractive index

n20/D 1.5040 (lit.)

refractive index

n20/D 1.464 (lit.)

refractive index

n20/D 1.543 (lit.)

mp

−26 °C (lit.)

mp

-

mp

-

mp

10 °C (lit.)

bp

300 °C (lit.)

bp

224-225 °C/760 mmHg (lit.)

bp

-

bp

184-185 °C (lit.)

Application


  • Environmental monitoring in shale gas wastewater: Dibenzylamine was identified among the hazardous substances in shale gas wastewater, with research characterizing its concentration and distribution in the Upper Yangtze River, contributing to improved environmental management practices (Tang et al., 2024).

  • Advancements in organic synthesis: Dibenzylamine was used in a novel synthetic strategy for (L)-Monomethyl Tyrosine via bulky ′forced-traceless′ regioselective Pd-catalyzed C(sp(2))-H activation, showcasing its utility in pharmaceutical compound development (Illuminati et al., 2023).

  • Application in crystallography: The crystal structure of di-benzyl-ammonium was elucidated, providing insights into molecular interactions and potential applications in material science and drug design (Traoré et al., 2023).

  • Utilization in green chemistry: Dibenzylamine facilitated a green approach towards Triazole forming reactions, aiming to develop anticancer drugs by minimizing environmental impact and enhancing reaction efficiency (Rastogi et al., 2023).


General description

Dibenzylamine is mainly used in the production of rubber accelerators, which play a key role in the vulcanization process. [1] It is used as a precursor in the nitrosative cleavage of tertiary amines, aiding in various chemical reactions.[2] It also serves as an intermediate in the synthesis of palladium complexes.[3]

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1C

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

289.4 °F - closed cup

flash_point_c

143 °C - closed cup

ppe

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


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Palladium-Assisted Formation of Carbon- Carbon Bonds. 8.1 Synthesis and Reactivity toward Internal Alkynes, Carbon Monoxide, and Isocyanides of Orthopalladated Dibenzylamine Complexes
Vicente et al.
Organometallics, 18, 2683-2693 (1999)
Thermal decomposition of the rubber vulcanization agent, zinc dibenzyldithiocarbamate, and its potential role in nitrosamine formation in hams processed in elastic nettings
Helmick et al.
Journal of Agricultural and Food Chemistry, 42, 2541-2544 (1994)
Determination of low concentrations of dibenzylamine in human plasma and urine by gas chromatography with a nitrogen-phosphorus detector.
M B Calvo et al.
Journal of chromatography, 490(1), 206-212 (1989-05-05)
B Doepner et al.
Naunyn-Schmiedeberg's archives of pharmacology, 364(1), 9-13 (2001-08-04)
Ventricular myocytes of the mouse ventricle were voltage clamped with a patch-clamp technique in the whole-cell configuration. At depolarizing voltage pulses, these myocytes develop a large voltage-dependent K+ outward current. Application of the drug dibenzylamine (DBA) to the bath solution
M Manoach et al.
Heart and vessels, 2(1), 36-40 (1986-01-01)
In previous studies, we showed that dibenzepin HCl (D) and other tricyclic antidepressants (TCAD), given either before or during occlusion of the left anterior descending artery (LAD), decreased the incidence of ventricular fibrillation (VF) following occlusion and reperfusion. Moreover, once

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/418/501/product-dating-information-06-25-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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