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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
Molecular Weight:
179.22
MDL Number:
MFCD00043904
MOL File:
1631-25-0.mol
MSDS File:
SDS
Last updated:2026-06-04 16:00:12

N-Cyclohexylmaleimide Properties

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
pka -2.26±0.20(Predicted)
form powder to lump
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)
FDA UNII 3BD6JKD4Q7
EPA Substance Registry System 1H-Pyrrole-2,5-dione, 1-cyclohexyl- (1631-25-0)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)Environment (GHS09)
GHS06,GHS09
Signal word  Danger
Hazard statements  H301-H315-H317-H319-H335-H410
Precautionary statements  P261-P273-P280-P301+P310-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39
RIDADR  2811
WGK Germany  3
Hazard Note  Irritant
TSCA  TSCA listed
HazardClass  6.1
PackingGroup  II
HS Code  29251900
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 3
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1A
STOT SE 3
REACH Registrations Active
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
1
3 0

N-Cyclohexylmaleimide price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 381543 N-Cyclohexylmaleimide 97% 1631-25-0 5g $162 2026-04-30 Buy
TCI Chemical C1044 N-Cyclohexylmaleimide >98.0%(GC) 1631-25-0 25g $37 2026-04-30 Buy
TCI Chemical C1044 N-Cyclohexylmaleimide >98.0%(GC) 1631-25-0 100g $90 2026-04-30 Buy
Apolloscientific OR7279 N-Cyclohexylmaleimide 98% 1631-25-0 5g $21 2026-06-04 Buy
Apolloscientific OR7279 N-Cyclohexylmaleimide 98% 1631-25-0 25g $37 2026-06-04 Buy
Product number Packaging Price Buy
381543 5g $162 Buy
C1044 25g $37 Buy
C1044 100g $90 Buy
OR7279 5g $21 Buy
OR7279 25g $37 Buy

N-Cyclohexylmaleimide Chemical Properties,Uses,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

Maleic anhydride

108-31-6

Cyclohexylamine

108-91-8

N-Cyclohexylmaleimide

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

Global( 252)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai tuojing new materials technology co., ltd. 021-56389801-802 13122713670 tchemtech@163.com China 19 58
Guangzhou Shanghe Chemical Technology Co., Ltd 13352869970 13352869970 272907493@qq.com China 1122 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TAIYUAN RHF CO.,LTD. +86 351 7031519 sales@RHFChem.com China 2334 56
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Ark Pharm, Inc. 847-367-3680 sales@arkpharminc.com United States 1669 56
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Suzhou Highfine Biotech Co., Ltd 0512-69209928 18796809688 zhouyingxiang@highfine.com China 472 75

View Lastest Price from N-Cyclohexylmaleimide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Cyclohexylmaleimide pictures 2026-09-02 N-Cyclohexylmaleimide
1631-25-0
$10.00 1KG 99% Henan Fengda Chemical Co., Ltd
N-Cyclohexylmaleimide pictures 2019-07-06 N-Cyclohexylmaleimide
1631-25-0
$1.00 1KG 98% 1 Career Henan Chemical Co
2-amino-4-(2-chlorophenyl)-3-thiophenecarboxylic acid methyl ester Cyclohexylmaleimide 1H-Pyrrole 2,5-Dione ,1-Cyclohexyl ChemicalbookTIMTEC-BBSBB005910 N-CYCLOHEXYLMALEIC IMIDE N-CYCLOHEXYLMALEIMIDE TIMTEC-BB SBB005910 ASISCHEM D13289 1-CYCLOHEXYL-PYRROLE-2,5-DIONE AKOS MSC-0038 N-Cyclohexylmaleinimide 1-cyclohexyl-3-pyrroline-2,5-quinone N-Cyclohexyl maleimide(CHMI) N-Cyclohexylmaleimide 97% 1-Cyclohexyl-3-pyrroline-2,5-dione N-Cyclohexylmaleimide > 1631-25-0/N-Cyclohexylmaleimide N-Cyclohexylmaleimide 1-CYCLOHEXYL-1H-PYRROLE-2,5-DIONE 1631-25-0 Organic Building Blocks Cyclic Imides Carbonyl Compounds Building Blocks N-Substituted Maleimides, Succinimides & Phthalimides N-Substituted Maleimides Intermediates of Dyes and Pigments N-Substituted Maleimides N-Substituted Maleimides, Succinimides & Phthalimides Carbonyl Compounds Cyclic Imides Organic Building Blocks