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'-DimethyL;Intermediate Impurity 71;TRANS-N,N'-DIMETHYLCYCLOHEXANE;N,N-Dimethylcyclohexanediamine;(1R,2R)-rel-N1,N2-Dimethyl-1,2-cycloh
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: $232
Updated: 2025/07/31

Sigma-Aldrich

Product number: 633089
Product name: trans-N,N′-Dimethylcyclohexane-1,2-diamine
Purity: 97%
Packaging: 25ml
Price: $796
Updated: 2025/07/31

TCI Chemical

Product number: D2946
Product name: trans-N,N'-Dimethylcyclohexane-1,2-diamine
Purity: >98.0%(T)
Packaging: 1g
Price: $31
Updated: 2025/07/31

TCI Chemical

Product number: D2946
Product name: trans-N,N'-Dimethylcyclohexane-1,2-diamine
Purity: >98.0%(T)
Packaging: 5g
Price: $90
Updated: 2025/07/31

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.

References

[1] Patent: CN106478431, 2017, A. Location in patent: Paragraph 0011; 0012; 0013; 0014; 0015; 0016; 0017; 0018

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

Raw materials

Preparation Products

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View Lastest Price from Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine 67579-81-1
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-02-22

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'-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-methyl[2-(methylamino)cyclohexyl]amine

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

N,N-Dimethylcyclohexanediamine

Intermediate Impurity 71

67579-81-1

C6H10NHCH32

Chiral Nitrogen

DACH&Trost Series

Chiral Reagents

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