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D34108

Sigma-Aldrich

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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About This Item

Linear Formula:
(C6H5CH2)2NH
CAS Number:
103-49-1
Molecular Weight:
197.28
Beilstein:
909664
EC Number:
203-117-7
MDL number:
MFCD00004770
UNSPSC Code:
12352100
PubChem Substance ID:
24893752
NACRES:
NA.22
Pricing and availability is not currently available.

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.)

SMILES string

C(NCc1ccccc1)c2ccccc2

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

InChI key

BWLUMTFWVZZZND-UHFFFAOYSA-N

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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]

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).


Signal Word

Danger

Hazard Statements

H302,H314,H410

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

289.4 °F - closed cup

Flash Point(C)

143 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR6283
MKBV9999V
MKBK8317V
MKBG7546V
MKBF0522V

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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)
Jong M Rho et al.
Epilepsia, 43(4), 358-361 (2002-04-16)
To investigate whether ketone bodies are directly anticonvulsant. We tested the effects of acetoacetate (ACA), acetone, and both stereoisomers, D-(-)- and L-(+), of beta-hydroxybutyrate (BHB) on sensory-evoked seizures in Frings audiogenic seizure-susceptible mice. We found that these ketone bodies, with
Federica Barbieri et al.
Investigational new drugs, 21(4), 413-420 (2003-10-31)
The development of multidrug-resistance (MDR) in neoplastic cells is often responsible for the therapy failure and poor outcome of a number of human cancers. MDR may be associated with the expression of the multidrug transporter glycoprotein p170, encoded by the
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
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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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