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633089

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

Name: trans-N,N′-Dimethylcyclohexane-1,2-diamine
Brand: ALDRICH
Price: 2383.14 CNY

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 EA

¥2,383.14

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5 EA

¥2,383.14

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

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Sigma-Aldrich

671274

(R,R)-(−)-N,N′-Dimethyl-1,2-cyclohexanediamine

Sigma-Aldrich

270016

(±)-trans-1,2-Diaminocyclohexane

Sigma-Aldrich

D157805

N,N′-Dimethylethylenediamine

Sigma-Aldrich

03140

Copper(I) iodide

Sigma-Aldrich

669660

(S,S)-(+)-N,N′-Dimethyl-1,2-cyclohexanediamine

Sigma-Aldrich

346721

(1R,2R)-(−)-1,2-Diaminocyclohexane

Sigma-Aldrich

346713

(1S,2S)-(+)-1,2-Diaminocyclohexane

Sigma-Aldrich

328774

Tris(dibenzylideneacetone)dipalladium(0)

Sigma-Aldrich

132551

1,2-Diaminocyclohexane, mixture of cis and trans

Sigma-Aldrich

701602

[1,1′-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II)

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

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This Item	23201	23206	23207
23202 节省空间型存放架	23201 节省空间型存放架	23206 节省空间型存放架	23207 节省空间型存放架
material red polypropylene rack	material red polypropylene rack	material red polypropylene rack	material red polypropylene rack
compatibility for use with 17 mm diameter vial (90 vials per rack)	compatibility for use with 21-23 mm diameter vial (36 vials per rack)	compatibility for use with 29 mm diameter vial (50 vials per rack)	compatibility for use with 11-12 mm diameter vial (50 vials per rack)
description vial size: 7 mL	description vial size: 15-22 mL	description -	description vial size: 2 mL
packaging pkg of 5 ea	packaging pkg of 5 ea	packaging pkg of 5 ea	packaging pkg of 5 ea
rack L × W × H 320 mm × 170 mm × 30 mm	rack L × W × H 320 mm × 90 mm × 30 mm	rack L × W × H 336 mm × 175 mm × 30 mm	rack L × W × H 192 mm × 100 mm × 23 mm

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

GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Precautionary Statements

P270 - P280 - P301 + P312 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338

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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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)

"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)

"A General Copper-Promoted Coupling of Sulfoximines with Vinyl Bromides"

Dehli.RJ and Bolm C

Advanced Synthesis & Catalysis, 347(2-3), 239-242 (2005)

"An improved Ullmann?Ukita?Buchwald?Li conditions for CuI-catalyzed coupling reaction of 2-pyridones with aryl halides"

Tetrahedron, 61(11), 2931-2939 (2005)

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Key Documents

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

97%

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About This Item

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Properties

Quality Level

Assay

refractive index

bp

density

functional group

SMILES string

InChI

InChI key

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This Item

Description

General description

Application

Safety Information

Pictograms

Signal Word

Hazard Statements

Precautionary Statements

Hazard Classifications

Storage Class Code

WGK

Personal Protective Equipment

Documentation

Certificates of Analysis (COA)

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