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Sigma-Aldrich

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

97%

Sinonimo/i:

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
CHF 204.00
25 ML
CHF 701.00
100 ML
CHF 2’430.00

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5 ML
CHF 204.00
25 ML
CHF 701.00
100 ML
CHF 2’430.00

About This Item

Formula empirica (notazione di Hill):
C8H18N2
Numero CAS:
Peso molecolare:
142.24
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

CHF 204.00


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Livello qualitativo

Saggio

97%

Indice di rifrazione

n20/D 1.472 (lit.)

P. ebollizione

78-80 °C/18 mmHg (lit.)

Densità

0.902 g/mL at 25 °C (lit.)

Gruppo funzionale

amine

Stringa SMILE

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
JRHPOFJADXHYBR-HTQZYQBOSA-N

Descrizione generale

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

Applicazioni

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]

Pittogrammi

CorrosionExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

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


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Certificati d'analisi (COA)

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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)
"A General Copper-Promoted Coupling of Sulfoximines with Vinyl Bromides"
Dehli.RJ and Bolm C
Advanced Synthesis & Catalysis, 347(2-3), 239-242 (2005)
"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)
"An improved Ullmann?Ukita?Buchwald?Li conditions for CuI-catalyzed coupling reaction of 2-pyridones with aryl halides"
Tetrahedron, 61(11), 2931-2939 (2005)

Questions

1–2 of 2 Questions  
  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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