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633089

Sigma-Aldrich

trans-N,N′-Dimethylcyclohexane-1,2-diamine

97%

Synonym(s):

N,N′-Dimethyl-trans-1,2-cyclohexanediamine, rel-(1R,2R)-N1,N2-Dimethyl-1,2-cyclohexanediamine, trans-1,2-Bis(methylamino)cyclohexane, trans-N,N′-Dimethyl-1,2-cyclohexanediamine, trans-N,N′-Dimethyl-1,2-diaminocyclohexane

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5 ML
HUF 87,680.00
25 ML
HUF 300,800.00
100 ML
HUF 1,044,000.00

HUF 87,680.00

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5 ML
HUF 87,680.00
25 ML
HUF 300,800.00
100 ML
HUF 1,044,000.00

About This Item

Empirical Formula (Hill Notation):
C8H18N2
CAS Number:
67579-81-1
Molecular Weight:
142.24
MDL number:
MFCD03001702
UNSPSC Code:
12352100
PubChem Substance ID:
24882536
NACRES:
NA.22

HUF 87,680.00

Please contact Customer Service for Availability
Request a Bulk Order

Quality Level

100

Assay

97%

refractive index

n20/D 1.472 (lit.)

bp

78-80 °C/18 mmHg (lit.)

density

0.902 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CN[C@@H]1CCCC[C@H]1NC

InChI

1S/C8H18N2/c1-9-7-5-3-4-6-8(7)10-2/h7-10H,3-6H2,1-2H3/t7-,8-/m1/s1

InChI key

JRHPOFJADXHYBR-HTQZYQBOSA-N

General description

trans-N,N′-Dimethylcyclohexane-1,2-diamine is a ligand used to promote N-alkenylation and N-alkylation reactions of amides. [1] [2]

Application

trans-N,N′-dimethylcyclohexane-1,2-diamine can be used as a ligand in the synthesis of the following products via copper catalyzed C-N coupling reactions:
  • vinylsulfoximines obtained from NH sulfoximes and vinyl bromides[3]
  • N-arylpyridones obtained via reaction between 2-substituted pyridines and aryl halides[4]
  • N-aryl amines obtained via reaction between amines and aryl iodides/aryl bromides[5]

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2049V
WXBF0569V
WXBF2294V
MKCR7039
WXBD8443V

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"Cu-catalyzed Goldberg and Ullmann reactions of aryl halides using chelating N-and O-based ligands"
Altman AR and Buchwald LS
Nature Protocols, 2(10), 2474-2479 (2007)
Regioselective copper-catalyzed N (1)-(hetero) arylation of protected histidine
Sharma, et al.
Organic & Biomolecular Chemistry, 14, 8937-8941 (2016)
Copper-catalyzed one-pot N-alkenylation and N-alkylation of amides: an efficient synthesis of substituted 2, 3-dihydropyrroles
Zhou, Xiaobo and Zhang, et al.
Tetrahedron Letters, 48, 7236-7239 (2007)
"An improved Ullmann?Ukita?Buchwald?Li conditions for CuI-catalyzed coupling reaction of 2-pyridones with aryl halides"
Tetrahedron, 61(11), 2931-2939 (2005)
"A General Copper-Promoted Coupling of Sulfoximines with Vinyl Bromides"
Dehli.RJ and Bolm C
Advanced Synthesis & Catalysis, 347(2-3), 239-242 (2005)

Questions

1–2 of 2 Questions  

  1. 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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  2. 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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