Uses
ChemicalBook > CAS DataBase List > Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine

Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine

Uses
Product Name
Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine
CAS No.
67579-81-1
Chemical Name
Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine
Synonyms
(1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine;t-DMACH;trans-N1,N2-DiMethylcyclohexane-1,2-diaMine;trans-N,N;TRANS-1,2-BIS(METHYLAMINO)CYCLOHEXANE;TRANS-N,N'-DIMETHYLCYCLOHEXANE-1,2-DIAMINE;trans-N,N'-DimethyL;TRANS-N,N'-DIMETHYLCYCLOHEXANE;(1R,2R)-rel-N1,N2-Dimethyl-1,2-cycloh;trans-N,N'-DiMethylcyclohexane-1,2-diaMin
CBNumber
CB5674518
Molecular Formula
C8H18N2
Formula Weight
142.24
MOL File
67579-81-1.mol
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Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine Property

Melting point:
4°C
Boiling point:
83 °C / 13mmHg
Density 
0.89
refractive index 
n20/D1.472(lit.)
Flash point:
60℃
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
form 
liquid
pka
11.04±0.40(Predicted)
color 
colorless to pale yellow
Sensitive 
air sensitive
InChI
InChI=1/C8H18N2/c1-9-7-5-3-4-6-8(7)10-2/h7-10H,3-6H2,1-2H3/t7-,8-/s3
InChIKey
JRHPOFJADXHYBR-HTQZYQBOSA-N
SMILES
[C@@H]1(NC)CCCC[C@H]1NC |&1:0,7,r|
CAS DataBase Reference
67579-81-1(CAS DataBase Reference)
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Safety

Hazard Codes 
C
Risk Statements 
36/37/38-34-22
Safety Statements 
26-36/37/39-45
RIDADR 
2735
WGK Germany 
3
HazardClass 
8
PackingGroup 
Ⅱ
HS Code 
2921309990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
633089
Product name
trans-N,N′-Dimethylcyclohexane-1,2-diamine
Purity
97%
Packaging
5ml
Price
$225
Updated
2024/03/01
Sigma-Aldrich
Product number
633089
Product name
trans-N,N′-Dimethylcyclohexane-1,2-diamine
Purity
97%
Packaging
25ml
Price
$772
Updated
2024/03/01
TCI Chemical
Product number
D2946
Product name
trans-N,N'-Dimethylcyclohexane-1,2-diamine
Purity
>98.0%(T)
Packaging
1g
Price
$31
Updated
2024/03/01
TCI Chemical
Product number
D2946
Product name
trans-N,N'-Dimethylcyclohexane-1,2-diamine
Purity
>98.0%(T)
Packaging
5g
Price
$90
Updated
2024/03/01
Strem Chemicals
Product number
07-0270
Product name
trans-N,N'-Dimethyl-1,2-cyclohexanediamine, 98%
Packaging
500mg
Price
$60
Updated
2024/03/01
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Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine Chemical Properties,Usage,Production

Uses

Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine used with CuI to form a general and highly efficient catalyst for the N-amidation of aryl and heteroaryl iodides, bromides and in some cases, unactivated aryl chlorides. The catalyst system is also used for the N-arylation of indoles.

Description

Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine is a useful research chemical for organic synthesis and other chemical processes.

Uses

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
  • N-arylpyridones obtained via reaction between 2-substituted pyridines and aryl halides
  • N-aryl amines obtained via reaction between amines and aryl iodides/aryl bromides

Synthesis

Cyclohexene oxide (1) was reacted with 25–30% aqueous methylamine (1.5 equiv.) in a sealed reactor to form trans-2-(methylamino)cyclohexanol 2 at 80 °C within 5h. Compound 2 was subjected to Mitsunobu reaction at room temperature, followed by adjusting the pH from 2 to 10 to yield 7-methyl-7-azabicyclo[4.1.0]-heptane 3, which was directly subjected to the following reaction without purification. Ring-opening reactions of compound 3 with a methylamine aqueous solution were completed in a sealed reactor at 110 °C after 6h to yield Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine.

Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine Preparation Products And Raw materials

Raw materials

Preparation Products

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Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine Suppliers

Americas 1 Australia 1 Canada 1 China 183 Europe 3 Germany 2 India 5 Ireland 1 Italy 1 Japan 1 United Kingdom 7 United States 28 Global 234
TCI Chemicals (India) Pvt. Ltd.
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India
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6768
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Clearsynth Labs
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View Lastest Price from Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine manufacturers

Shanghai UCHEM Inc.
Product
trans-N,N'-Dimethyl-1,2-cyclohexanediamine 67579-81-1
Price
US $17.00-114.00/g
Min. Order
5g
Purity
0.98
Supply Ability
25kg
Release date
2024-04-12
Career Henan Chemical Co
Product
Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine 67579-81-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2019-06-24

67579-81-1, Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamineRelated Search:

TRANS-4-(TRIFLUOROMETHYL)CYCLOHEXANAMINE trans-1,2-Bis(methylamino)cyclohexane, (R,R)-(-)-N,Nμ-Dimethyl-1,2-diaminocyclohexane (1R,2R)-(+)-1,2-DIAMINOCYCLOHEXANE-N,N'-BIS(2'-DIPHENYLPHOSPHINOBENZOYL) (1R,2R)-(+)-1,2-DIAMINOCYCLOHEXANE-N,N'-BIS(2-DIPHENYLPHOSPHINO-1-NAPHTHOYL) N,N'-Dimethyl-1,2-cyclohexanediamine Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine 1,2-Cyclohexylenedinitrilotetraacetic acid (1S)-trans-1,2-Bis(methylamino)cyclohexane, (S,S)-N,Nμ-Dimethyl-1,2-diaminocyclohexane (+/-)-TRANS-1,2-BIS(2-MERCAPTOACETAMIDO)CYCLOHEXANE TRANS-1,2-DIAMINOCYCLOHEXANE-N,N,N',N'-TETRAACETIC ACID MONOHYDRATE (-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) (+/-)-TRANS-1,2-BIS(THIOACETATEACETAMIDO)CYCLOHEXANE (+)-U-50488 HYDROCHLORIDE (+/-)-TRANS-1,2-BIS(CHLOROACETAMIDO)CYCLOHEXANE (1R,2R)-N,N,N''N''-TETRAMETHYL-1,2-CYCLOHEXANEDIAMINE (+/-)-(5ALPHA,7ALPHA,8BETA)-3,4-DICHLORO-N-METHYL-N-(7-[1-PYRROLIDINYL]-1-OXASPIRO[4.5]DEC-8-YL)BENZENEACETAMIDE MESYLATE trans-(-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamidehydrochloride (4AR,8AR)-DECAHYDRO-QUINOXALINE

  • trans-N,N
  • trans-(1R,2R)-N,N'-BisMethyl-1,2-cyclohexanedia
  • 1,2-CyclohexanediaMine,N1,N2-diMethyl-, (1R,2R)-rel-
  • trans-N,N'-DiMethylcyclohexane-1,2-diaMin
  • rel-(1R,2R)-N1,N2-DiMethylcyclohexane-1,2-diaMine
  • trans-N1,N2-DiMethylcyclohexane-1,2-diaMine
  • (1R,2R)-rel-N1,N2-DiMethylcyclohexane-1,2-diaMine
  • TRANS-1,2-BIS(METHYLAMINO)CYCLOHEXANE
  • TRANS-N,N'-DIMETHYLCYCLOHEXANE-1,2-DIAMINE
  • trans-N,N'-Dimethyl-1,2-cyclohexanediamine,98%
  • TRANS-N,N''-DIMETHYL-1,2-CYCLOHEXANEDIAMINE
  • (1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine
  • (1R,2R)-rel-N1,N2-Dimethyl-1,2-cyclohexanediamine
  • (+/-)-trans-1,2-Diamino-N,N'-dimethylcyclohexane
  • rel-(1R,2R)-1-N,2-N-diMethylcyclohexane-1,2-diaMine
  • t-DMACH
  • Trans-(1R,2R)-N,N'-bisMehtyl-1,2-cyclohexanediaMine
  • (1R,2R)-rel-N1,N2-Dimethyl-1,2-cyclohexanediamine (Oxaliplatin)
  • (1R,2R)-rel-N1,N2-Dimethyl-1,2-cycloh
  • trans-1,2-Bis(methylamino)cyclohexane (Oxaliplatin)
  • TRANS-N,N'-DIMETHYLCYCLOHEXANE
  • trans-N,N'-Bismethyl-1,2-cyclohexanediamine
  • N,N'-Dimethyl-trans-1,2-cyclohexanediamine
  • trans-N,N'-Dimethylcyclohexane-1,2-diamine&gt
  • trans-N,N'-DimethyL
  • 1,2-Cyclohexanediamine, N,N'-dimethyl-, (1R,2R)-rel-
  • rans-N,N'-dimethylcyclohexane-1,2-diamine
  • Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine ISO 9001：2015 REACH
  • C8H18N2 TRANS-1,2-BIS(METHYLAMINO)CYCLOHEXANE 67579-81-1
  • Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine
  • trans-N,N'-Dimethyl-1,2-cyclohexanediamine
  • trans-N,N'-Dimethylcyclohexane-1,2-diamine
  • trans-N,N'-Bismethyl-1,2-cyclohexanediamine
  • 67579-81-1
  • C6H10NHCH32
  • Chiral Nitrogen
  • DACH&Trost Series
  • Chiral Reagents
  • Miscellaneous Reagents