1761-71-3

Basic information

• Product Name: 4,4'-Diaminodicyclohexyl methane
• Synonyms: BIS-(P-AMINOCYCLOHEXYL)METHANE;BIS(4-AMINOCYCLOHEXYL)METHANE;4,4'-DIAMINODICYCLOHEXYLMETHANE;4,4'-METHYLENEBIS(CYCLOHEXYLAMINE);4,4-METHYLENEBIS(CYCLOHEXYLAMINE);4,4'-METHYLENEBIS(AMINOCYCLOHEXANE);PACM20;TIMTEC-BB SBB008433
• CAS NO: 1761-71-3
• Molecular Formula: C₁₃H₂₆N₂
• Molecular Weight: 210.36
• EINECS: 217-168-8
• Mol File: 1761-71-3.mol
• Article Data: 22

Chemical Properties

• Melting Point: 60-65°C
• Boiling Point: 330-331°C
• Flash Point: >230 °F
• Appearance: yellowish white liquid or brown solid paste
• Density: 0.95 g/mL at 25 °C(lit.)
• Vapor Pressure: <0.1 mm Hg ( 38 °C)
• Refractive Index: 1.5032 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 10.87±0.70(Predicted)
• Water Solubility: Insoluble (
• BRN: 2079179
• CAS DataBase Reference: 4,4'-Diaminodicyclohexyl methane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Diaminodicyclohexyl methane(1761-71-3)
• EPA Substance Registry System: 4,4'-Diaminodicyclohexyl methane(1761-71-3)

Safety Data

• Hazard Codes: T+,N,C
• Statements: 26-34-51/53-48/22-43-35-22
• Safety Statements: 26-28-36/37/39-45-61-50-14
• RIDADR: UN 2928 6.1/PG 2
• WGK Germany: 2
• RTECS: GX1530000
• F: 10-34
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1761-71-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 1761-71-3 differently. You can refer to the following data:
1. 4,4'-Methylenebis(cyclohexylamine) is a potential high inhibitive and high temperature resistant shale inhibitor.
2. 4,4'-Diaminodicyclohexyl methane be used as organic intermediates and epoxy curing agents.
3. 4,4'-Diaminodicyclohexylmethane is used as epoxy curing agents. It is a versatile intermediate to produce leather, rubber products, plastics, dyes, and photo sensitive polymers. It is used in manufacturing diisocyanates and polyamides. It is also used as lubricant additive as and corrosion inhibitor.

Chemical Properties

Beige solidified mass or fragments

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 1156, 1953 DOI: 10.1021/ja01101a044

General Description

Yellowish white liquid or brown solid paste.

Air & Water Reactions

Sensitive to decomposition in air and light . Insoluble in water.

Reactivity Profile

4,4'-Diaminodicyclohexyl methane neutralizes acids in weakly exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides.

Health Hazard

ACUTE/CHRONIC HAZARDS: 4,4'-Diaminodicyclohexyl methane is corrosive.

Fire Hazard

4,4'-Diaminodicyclohexyl methane is probably combustible.

Flammability and Explosibility

Nonflammable

Upstream product

• 101-77-9 4,4'-diamino diphenyl methane 
• 1208-52-2 2,4'-diaminodiphenylmethane 
• 6582-52-1 2,2'-methylenedianiline 
• 26628-67-1 N-Methyl-4,4'-methylenedianiline 

Downstream Products

• 13474-64-1 bis-(4-dimethylamino-cyclohexyl)-methane 
• 6693-29-4 trans,trans-4,4′-diaminocyclohexylmethane 
• 6693-30-7 cis,trans-4,4′-diaminocyclohexylmethane 
• 6693-31-8 cis,cis-4,4′-diaminocyclohexylmethane 
• 13622-90-7 trans,trans-4,4'-diisocyanato dicyclohexylmethane 
• 81529-52-4 4,4'-bis-(1,2,4-triazolidine-3,5-dion-4-yl)-dicyclohexylmethane 
• 63896-13-9 4,4'-methylene-di(cyclohexylcarbamate) dimethyl ester 
• 99305-42-7 dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate 
• 136210-30-5 C₂₉H₅₀N₂O₈ 
• 439680-99-6 phenyl N-[4-({4-[(phenoxycarbonyl)amino]cyclohexyl}methyl)cyclohexyl]carbamate 

Relevant articles and documents

Ru/g-C3N4as an efficient catalyst for selective hydrogenation of aromatic diamines to alicyclic diamines

A series of Ru/g-C3N4materials with highly dispersed Ru were firstly prepared by an ultrasonic impregnation method using carbon nitride as a support. The catalysts were characterized by various techniques including BET and elemental analysis, ICP-AES, XPS, XRD, CO2-TPD and TEM. The results demonstrated that Ru/g-C3N4materials with a mesoporous structure and highly dispersed Ru were successfully prepared. The chemo-selective hydrogenation ofp-phenylenediamine (PPDA) to 1,4-cyclohexanediamine (CHDA) over Ru/g-C3N4as a model reaction was investigated in detail. PPDA conversion of 100% with a CHDA selectivity of more than 86% could be achieved under mild conditions. It can be inferred that the carbon nitride support possessed abundant basic sites and the Ru/g-C3N4-Tcatalysts provided suitable basicity for the aromatic ring hydrogenation. Compared to the N-free Ru/C catalyst, the involvement of nitrogen species in Ru/g-C3N4remarkably improved the catalytic performance. In addition, the recyclability of the catalyst demonstrated that the aggregation of Ru nanoparticles was responsible for the decrease of the catalytic activity. Furthermore, this strategy also could be expanded to the selective hydrogenation of other aromatic diamines to alicyclic diamines.

4-((4-(dimethylamino)cyclohexyl)methyl)cyclohexanol, and preparation method and application thereof

The invention provides 4-((4-(dimethylamino)cyclohexyl)methyl)cyclohexanol, and a preparation method and an application thereof. According to the method, 4-((4-(dimethylamino)cyclohexyl)methyl)cyclohexanol is synthesized by reaction of a byproduct 4-((4-cyclohexylamino)methyl)cyclohexanol in an HMDA reaction process with formaldehyde and hydrogen under the action of a catalyst. The obtained 4-((4-(dimethylamino)cyclohexyl)methyl)cyclohexanol is purified and then can be used as a reactive catalyst for polyurethane foaming. The HMDA by-product is effectively utilized, the production cost is greatly reduced and resources are rationally utilized. 4-((4-(dimethylamino)cyclohexyl)methyl)cyclohexanol as the novel reactive catalyst is used for preparing polyisocyanurate/polyurethane and the like,has the characteristics of low odor and strong yellowing resistant ability, and the product has low VOC.

METHOD FOR PRODUCING (4-AMINOBENZYL) CYCLOHEXYLAMINE

PROBLEM TO BE SOLVED: To industrially produce (4-aminobenzyl) cyclohexylamine as a main product. SOLUTION: An aromatic ring hydrogenation reaction of methylenedianiline is performed with a catalyst comprising metal selected from the group consisting of rhodium, ruthenium, palladium, iridium, nickel, and cobalt under the condition of a hydrogen pressure in a reaction vessel of less than 5 MPa. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT