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N-Cyclohexylmaleimide

Product Name
N-Cyclohexylmaleimide
CAS No.
1631-25-0
Chemical Name
N-Cyclohexylmaleimide
Synonyms
1-CYCLOHEXYL-1H-PYRROLE-2,5-DIONE;AKOS MSC-0038;ASISCHEM D13289;Cyclohexylmaleimide;TIMTEC-BB SBB005910;N-CYCLOHEXYLMALEIMIDE;N-Cyclohexylmaleinimide;N-CYCLOHEXYLMALEIC IMIDE;N-Cyclohexylmaleimide 97%;N-Cyclohexylmaleimide >
CBNumber
CB7215207
Molecular Formula
C10H13NO2
Formula Weight
179.22
MOL File
1631-25-0.mol
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N-Cyclohexylmaleimide Property

Melting point:
89-91 °C (lit.)
Boiling point:
132 °C / 17mmHg
Density 
1.226±0.06 g/cm3(Predicted)
vapor pressure 
80Pa at 25℃
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Insoluble in water
form 
powder to lump
pka
-2.26±0.20(Predicted)
color 
White to Almost white
Water Solubility 
260mg/L at 25℃
InChI
InChI=1S/C10H13NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h6-8H,1-5H2
InChIKey
BQTPKSBXMONSJI-UHFFFAOYSA-N
SMILES
N1(C2CCCCC2)C(=O)C=CC1=O
LogP
2.57 at 23℃
CAS DataBase Reference
1631-25-0(CAS DataBase Reference)
EPA Substance Registry System
1H-Pyrrole-2,5-dione, 1-cyclohexyl- (1631-25-0)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
RIDADR 
2811
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29251900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
381543
Product name
N-Cyclohexylmaleimide
Purity
97%
Packaging
5g
Price
$152
Updated
2025/07/31
TCI Chemical
Product number
C1044
Product name
N-Cyclohexylmaleimide
Purity
>98.0%(GC)
Packaging
25g
Price
$37
Updated
2025/07/31
TCI Chemical
Product number
C1044
Product name
N-Cyclohexylmaleimide
Purity
>98.0%(GC)
Packaging
100g
Price
$90
Updated
2025/07/31
TRC
Product number
C992308
Product name
N-Cyclohexylmaleimide
Packaging
500mg
Price
$60
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK248154
Product name
N-Cyclohexylmaleimide
Purity
98%
Packaging
5g
Price
$36
Updated
2021/12/16
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N-Cyclohexylmaleimide Chemical Properties,Usage,Production

Uses

N-Cyclohexylmaleimide (CHMI, NCMI) may be used for the preparation of hyperbranched copolymers of p-(chloromethyl)styrene (CMS) and NCMI, via atom transfer radical copolymerization reaction.

Synthesis Reference(s)

Synthetic Communications, 20, p. 1607, 1990 DOI: 10.1080/00397919008053079

General Description

N-Cyclohexylmaleimide (CHMI, NCMI) is a cyclic imide. Diels-Alder reactions of 9-hydroxymethylanthracene with CHMI catalyzed by hydrophobic nanospace confined within the self-assembled Pd6 open cage bearing triimidazole walls have been reported. It undergoes Diels-Alder reactions with various aromatic hydrocarbons promoted by self-assembled coordination cage. This cage acts as nanometer-sized molecular flask and hence promotes this reaction. CHMI is reported to undergo radical polymerization readily under various polymerization conditions to afford poly(CHMI), having excellent thermal stability.

Flammability and Explosibility

Not classified

Synthesis

108-31-6

108-91-8

1631-25-0

1. In a 100 L reactor equipped with a thermometer, water separator, cooler and stirrer, 40 kg of xylene was added as solvent. Subsequently, 2 kg of silica gel as carrier, 2 kg (17.3 mol) o-phosphoric acid, 30 g (0.19 mol) of zinc acetate and 30 g (0.14 mol) of 2,4-dimethyl-6-tert-butylphenol were added sequentially. 200 g (1.96 mol) of triethylamine was added to neutralize the reaction system, followed by the slow addition of 4 kg (43.0 mol) of cyclohexylamine over 5 min to form the amine salt. 2. 4.4kg of maleic anhydride was added to the reactor over 5 minutes. The reaction temperature was maintained at 140°C and the resulting water was removed by azeotropic distillation along with xylene through a water separator. The reaction was maintained at this temperature for 3 hours. 3. After 3 hours of reaction, an additional 200g of maleic anhydride was added and the reaction was continued for another 3 hours. Upon completion of the reaction, the reaction mixture was cooled to 30°C and the catalyst layer was removed by layer separation. 4. The xylene solution layer was transferred to a neutralization tank, 500 g of 5% aqueous sodium carbonate solution was added, stirred for 20 minutes and then allowed to stand for 20 minutes to stratify the solution. Separate and discard the aqueous layer. 5. Add 500g of water to the organic layer, stir for 20 minutes and leave for 20 minutes, separate again and discard the aqueous layer. 6. The purified organic layer was transferred to a concentration tank and gradually heated under reduced pressure to 50°C, 100°C and finally distilled at 20°C to remove xylene. After complete evaporation of the solvent, 7.1 kg of light white solid product was obtained. 7. The purity of the product N-cyclohexylmaleimide was 98% by liquid chromatography analysis, based on a 97% yield of cyclohexylamine.

References

[1] Patent: EP2311804, 2011, A2. Location in patent: Page/Page column 7-8
[2] Patent: US2011/124882, 2011, A1. Location in patent: Page/Page column 5
[3] Patent: JP6273389, 2018, B1. Location in patent: Paragraph 0044-0054
[4] Patent: JP6336192, 2018, B1. Location in patent: Paragraph 0054; 0055; 0057; 0059; 0060; 0061-0066
[5] Molecules, 2018, vol. 23, # 11,

N-Cyclohexylmaleimide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Cyclohexylmaleimide Suppliers

Shanghai tuojing new materials technology co., ltd.
Tel
021-56389801-802 13122713670
Fax
021-56389802
Email
tchemtech@163.com
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China
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Guangzhou Shanghe Chemical Technology Co., Ltd
Tel
13352869970; 13352869970
Email
272907493@qq.com
Country
China
ProdList
1140
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58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
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96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Fax
+86 351 7031519
Email
sales@RHFChem.com
Country
China
ProdList
2338
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
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Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
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Suzhou Highfine Biotech Co., Ltd
Tel
0512-69209928 18796809688
Fax
0512-68417696
Email
zhouyingxiang@highfine.com
Country
China
ProdList
475
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75
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View Lastest Price from N-Cyclohexylmaleimide manufacturers

Henan Fengda Chemical Co., Ltd
Product
N-Cyclohexylmaleimide 1631-25-0
Price
US $10.00-0.80/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-12
Career Henan Chemical Co
Product
N-Cyclohexylmaleimide 1631-25-0
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1
Release date
2018-08-06

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