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294942

Sigma-Aldrich

N,N-Dicyclohexylmethylamine

97%

Synonym(s):

N-Methyldicyclohexylamine

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About This Item

Linear Formula:
(C6H11)2NCH3
CAS Number:
Molecular Weight:
195.34
Beilstein:
2074991
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

97%

refractive index

n20/D 1.49 (lit.)

bp

265 °C (lit.)

density

0.912 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CN(C1CCCCC1)C2CCCCC2

InChI

1S/C13H25N/c1-14(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h12-13H,2-11H2,1H3

InChI key

GSCCALZHGUWNJW-UHFFFAOYSA-N

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Application

N,N-Dicyclohexylmethylamine has been employed as:
  • catalyst during O-phenylation of tertiary alcohol with organobismuth(V) compounds[1]
  • base during Pd-catalyzed 5-endo-trig cyclization of 1-(o-bromophenyl)-2-methylprop-2-en-1-ol[2]

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Sriram Kumar et al.
Nature communications, 11(1), 2960-2960 (2020-06-13)
Nucleic acid-based materials enable sub-nanometer precision in self-assembly for fields including biophysics, diagnostics, therapeutics, photonics, and nanofabrication. However, structural DNA nanotechnology has been limited to substantially hydrated media. Transfer to organic solvents commonly used in polymer and peptide synthesis results
Copper (II)-catalyzed O-phenylation of alcohols with organobismuth (V) reagents.
Sakurai N, et al.
ARKIVOC (Gainesville, FL, United States), 7, 254-264 (2007)
Heck-type reactions of allylic alcohols: Part IV:(2-Substituted)-1-indanones via 5-endo-trig cyclizations.
Zawisza AM, et al.
J. Mol. Catal. A: Chem., 283(1), 140-145 (2008)

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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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