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(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine

Product Name
(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine
CAS No.
87583-89-9
Chemical Name
(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine
Synonyms
Dimethylcyclohexanediamine;2S)-N;(S,S)-(+)-N,N;N\'-BisMethyl-1;ohexane-1,2-diamine;(1S,2S)-(+)-N,N'2-cyclohexane-diaMine;(1S,2S)-(+)-N,N'-DimethyL;(1S,2S)-N,N'-Dimethyl-1,2-cyc;N,N'-Dimethyl-1R,2R-Diaminocyclohexane
CBNumber
CB7244380
Molecular Formula
C8H18N2
Formula Weight
142.24
MOL File
87583-89-9.mol
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(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine Property

Melting point:
39-44 °C
alpha 
145 º (c=4.47 in chloroform)
Boiling point:
186.8±8.0 °C(Predicted)
Density 
0.902
refractive index 
145 ° (C=4, CHCl3)
Flash point:
74 °C
storage temp. 
2-8°C
form 
Solid
pka
11.04±0.40(Predicted)
color 
Pale brown
optical activity
[α]/D +145±5°, c = 4.47 in chloroform
Water Solubility 
Slightly soluble in water.
BRN 
4304824
InChI
InChI=1S/C8H18N2/c1-9-7-5-3-4-6-8(7)10-2/h7-10H,3-6H2,1-2H3/t7-,8-/m0/s1
InChIKey
JRHPOFJADXHYBR-YUMQZZPRSA-N
SMILES
[C@H]1(NC)CCCC[C@@H]1NC
CAS DataBase Reference
87583-89-9(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 
UN 3259
WGK Germany 
3
HazardClass 
8
PackingGroup 
HS Code 
29213000
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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

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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.

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
669660
Product name
(S,S)-(+)-N,N′-Dimethyl-1,2-cyclohexanediamine
Purity
≥97.0% (GC)
Packaging
1g
Price
$727
Updated
2023/06/20
TCI Chemical
Product number
D2460
Product name
(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine
Purity
>98.0%(GC)
Packaging
1g
Price
$98
Updated
2025/07/31
TCI Chemical
Product number
D2460
Product name
(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine
Purity
>98.0%(GC)
Packaging
5g
Price
$395
Updated
2025/07/31
TCI Chemical
Product number
D2460
Product name
(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine
Purity
>98.0%(GC)
Packaging
100mg
Price
$27
Updated
2025/07/31
TRC
Product number
D456890
Product name
(1S,2S)-(+)-N,N''-Dimethylcyclohexane-1,2-diamine
Packaging
1g
Price
$75
Updated
2021/12/16
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(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine Chemical Properties,Usage,Production

Chemical Properties

Beige crystal

Uses

It is employed in the synthesis of 6-substituted 1-oxoindanoyl isoleucine conjugates and modeling studies with the coi1-jaz co-receptor complex of lima bean.

Uses

(S,S)-(+)-N,N′-Dimethyl-1,2-cyclohexanediamine can be used:

  • To synthesize derivatives of α-diazophosphonic acid, which are employed in O-H and N-H insertion reactions.
  • As a starting material for the synthesis of α-chloro-α-alkylphosphonic acids.
  • To prepare C2 symmetrical diamine enantiomers of C60 with chirospectrosopic properties.

Synthesis

51066-08-1

74-89-5

61798-24-1

The reaction was catalyzed by 2.5 g of inorganic boric acid with epoxycyclohexane (98.2 g, 1.0 mol) and monomethylamine (35% aqueous solution, 1.0 mol) at 50 °C for 2 hours. After the reaction was completed, it was cooled to 0 °C, and 0% sulfuric acid solution (1.0 mol) was slowly added dropwise, controlling the temperature not to exceed 40 °C during the dropwise addition. Subsequently, the temperature was raised to 110 °C to remove water under atmospheric pressure until no water flowed out and the reaction system gradually became viscous. After the addition of 85 mL of cyclobutanesulfone, it was changed to vacuum distillation, and the temperature was gradually increased to 140 °C and maintained for 7-8 h until the moisture content was reduced to 0.38%. Cool the reaction solution to 0 ℃, dropwise add sodium hydroxide aqueous solution to adjust the pH to 12-13. slowly warmed to 75 ℃, the reaction solution gradually clarified, cooled to room temperature and separated the upper layer of liquid 81.9 g, GC purity of 95.2%, the yield of the first two steps was 70%. Add the upper liquid with 35% aqueous methylamine (1.12 mol) and 1.4g of inorganic boric acid into the autoclave, sealed and heated to 90 ℃ overnight, the reaction was completed (external standard yield of 96%). After cooling, the water and the pre-fraction were removed by distillation under reduced pressure to obtain pure N,N'-dimethyl-1,2-cyclohexanediamine. Combining the former fractions, a total of 88.6 g of colorless liquid with 89% yield was obtained, which was nearly white solid after cooling, and the GC purity was 99.2%.

References

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

(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine Preparation Products And Raw materials

Raw materials

Preparation Products

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(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine Suppliers

Carbosynth
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United Kingdom
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6005
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Tokyo Chemical Industry UK Ltd.
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Fluorochem Ltd
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VWR International
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solutions@vwr.com
Country
United Kingdom
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6548
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View Lastest Price from (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine manufacturers

Shanghai UCHEM Inc.
Product
(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine 87583-89-9
Price
US $52.00-119.00/g
Min. Order
5g
Purity
0.98
Supply Ability
100kg
Release date
2023-12-08
PNP Biotech Co. Ltd
Product
(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine 87583-89-9
Price
US $0.00/KG
Min. Order
25KG
Purity
95%
Supply Ability
Inquiry
Release date
2022-09-26
Career Henan Chemical Co
Product
(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine 87583-89-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2019-06-28

87583-89-9, (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamineRelated Search:


  • TRANS-(1S,2S)-N,N'-BISMETHYL-1,2-CYCLOHEXANE-DIAMINE
  • (1S,2S)-N,N'-BISMETHYL-1,2-CYCLOHEXANE-DIAMINE
  • (1S,2S)-(+)-1,2-BIS(METHYLAMINO)CYCLOHEXANE
  • Dimethylcyclohexanediamine
  • (1S)-trans-1,2-Bis(methylamino)cyclohexane, (S,S)-N,Nμ-Dimethyl-1,2-diaminocyclohexane
  • (S,S)-(+)-N,Nμ-Dimethyl-1,2-cyclohexanediamine
  • (1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine,98%
  • (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine
  • (S,S)-N,N'-Dimethyl-1,2-diaminocyclohexane
  • N,N'-Dimethyl-1R,2R-Diaminocyclohexane
  • 2-cyclohexane-diaMine
  • 2S)-N
  • N\'-BisMethyl-1
  • N,N'-Dimethyl-(1S,2S)-1,2-Cyclohexanediamine
  • 1,2-Cyclohexanediamine, N1,N2-dimethyl-, (1S,2S)-
  • (S,S)-(+)-N,N
  • (S,S)-(+)-N,N'-Dimethyl-1,2-cyclohexanediamine >=97.0% (GC)
  • (1S,2S)-(+)-trans-1,2-Bis(methylamino)cyclohexane
  • (1S,2S)-N,N'-Dimethyl-1,2-cyc
  • (S,S)-N,N'-Dimethyl-1,2-diaminocyclohex
  • (S,S)-N,N'-Dimethyl-1,2-diaminocyclohexane (Oxaliplatin)
  • (1,2,S)-(+)-N,N-DIMETHYLCYCLOHEXANE-1,2-DIAMINE
  • (1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine&gt
  • (1S,2S)-(+)-N,N'-DimethyL
  • ohexane-1,2-diamine
  • (1S,2S)-N1,N2-Dimethyl-1,2-cyclohexanediamine
  • (1S,2S)-N,N'-Dimethylcyclohexane-1,2-diamine
  • TRANS-(1S,2S)-N,N'-BISMETHYL-1,2-CYCLOHEXANEDIAMINE
  • (1S,2S)-N,N'-Dimethyl-1,2-diaminocyclohexane
  • (<i>S</i>,<i>S</i>)-(+)-<i>N</i>,<i>N</i>′-Dimethyl-1,2-cyclohexanediamine
  • (1S,2S)-(+)-N,N&#39
  • (S,S)-(+)-N,N′-Dimethyl-1,2-cyclohexanediamine, CAS 87583-89-9
  • 87583-89-9
  • Enantiomer Excess & Absolute Conefiguration Determination
  • e.e. / Absolute Conefiguration Determination (NMR)
  • Chiral Building Blocks
  • Amines (Chiral)
  • Chiral Nitrogen
  • DACH&Trost Series
  • Isoquinolines ,Quinolines ,Quinaldines
  • API intermediates
  • Amines (Chiral)
  • Analytical Chemistry
  • Chiral Building Blocks
  • e.e. / Absolute Configuration Determination (NMR)
  • Enantiomer Excess & Absolute Configuration Determination
  • Synthetic Organic Chemistry