6864-37-5

Basic information

• Product Name: Dimethyldicyane
• Synonyms: 3,3’-Dimethyl-4,4’-diaminodicyclohexylmethane;4,4’-methylenebis[2-methyl-cyclohexanamin;4,4’-methylenebis[2-methyl-Cyclohexanamine;BIS(4-AMINO-3-METHYLCYCLOHEXYL)METHANE;2,2'-DIMETHYL-4,4'-METHYLENEBIS(CYCLOHEXYLAMINE);4,4'-DIAMINO-3,3'-DIMETHYLDICYCLOHEXYLMETHANE;4,4'-METHYLENEBIS(1-AMINO-2-METHYLCYCLOHEXANE);4,4'-METHYLENEBIS(2-METHYLCYCLOHEXYLAMINE)
• CAS NO: 6864-37-5
• Molecular Formula: C₁₅H₃₀N₂
• Molecular Weight: 238.41
• EINECS: 229-962-1
• Product Categories: Nitrogen Compounds;Organic Building Blocks;Polyamines;ZX MACM
• Mol File: 6864-37-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: -7°C
• Boiling Point: 93-100 °C(lit.)
• Flash Point: >230 °F
• Appearance: COLOURLESS TO YELLOW LIQUID
• Density: 0.94 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.08Pa at 20℃
• Refractive Index: n20/D 1.499(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: 3.6g/l
• PKA: 11.03±0.70(Predicted)
• Explosive Limit: 0.5-2.8%(V)
• Water Solubility: 2.01g/L at 20℃
• CAS DataBase Reference: Dimethyldicyane(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethyldicyane(6864-37-5)
• EPA Substance Registry System: Dimethyldicyane(6864-37-5)

Safety Data

• Hazard Codes: T,C,N
• Statements: 22-23/24-35-51/53
• Safety Statements: 26-36/37/39-45-61
• RIDADR: UN 2927 6.1/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 6864-37-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless transparent viscous liquid

Uses

Different sources of media describe the Uses of 6864-37-5 differently. You can refer to the following data:
1. 4,4′-Methylenebis(2-methylcyclohexylamine) (MMCA) may be used:in the synthesis of fully aliphatic polyimidesin the synthesis of fully aliphatic polyimide-siloxanes (APISiO)to prepare epoxy resin with trimethylolpropane triglycidyl ether, used for the characterization of the structural organization in dragline silk by transmission X-ray microscopy (STXM).
2. 4,4'-Methylenebis(2-methylcyclohexylamine) can be used as epoxy curing agents.

General Description

4,4′-Methylenebis(2-methylcyclohexylamine) is an alicyclic diamine.

Hazard

Moderately toxic by inhalation.

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by inhalation.When heated to decomposition it emits toxic vapors ofNOx.

Synthetic route

3,3'-dimethyl-4,4'-diaminodiphenylmethane (838-88-0) → bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5)

Conditions	Yield
With ruthenium on aluminium oxide; ammonium aluminium sulfate; hydrogen In tetrahydrofuran at 160℃; under 60006 Torr; for 4h; Acidic conditions; Large scale;	99.4%
With 1,4-dioxane; ruthenium(IV) oxide at 120 - 125℃; under 102971 - 154457 Torr; Hydrogenation;
With cobalt(III) oxide; sodium carbonate; calcium oxide at 200 - 220℃; under 110326 Torr; Hydrogenation;

3,3'-dimethyl-4,4'-diaminodiphenylmethane (838-88-0) → (4-amino-3-methylcyclohexyl)(4-amino-3-methylphenyl)methane (1201895-82-0) + bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5)

Conditions	Yield
With hydrogen; silica gel at 230℃; under 75007.5 - 202520 Torr; for 9h; Product distribution / selectivity; Autoclave; Inert atmosphere;

bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) + 4-fluorobenzoyl chloride (403-43-0) → N,N'-bis(4-fluorobenzamide)-3,3'-dimethyldicyclohexyl methane

Conditions	Yield
With sodium dodecyl-sulfate; sodium hydroxide In dichloromethane; water at 5 - 10℃; for 8h;	82.7%

bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) + terephthalaldehyde, (623-27-8) → C31H38N2O2

Conditions	Yield
In tetrahydrofuran at 70℃; for 27h; Inert atmosphere; Schlenk technique;	70%

1-Bromonaphthalene (90-11-9) + bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) → C35H42N2

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene for 1h; Inert atmosphere; Reflux;	50%

formaldehyd (50-00-0) + bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) → bis-(4-dimethylamino-3-methyl-cyclohexyl)-methane (97423-00-2)

Conditions	Yield
With methanol; water; nickel at 100℃; under 44130.5 Torr; Hydrogenation;

undec-10-enoyl chloride (38460-95-6) + bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) → Undec-10-enoic acid [2-methyl-4-(3-methyl-4-undec-10-enoylamino-cyclohexylmethyl)-cyclohexyl]-amide (61796-67-6)

Conditions	Yield
With triethylamine
With triethylamine In tetrahydrofuran

C33H17Cl2N6O12S3(3-)*3Na(1+) + bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) → C81H62Cl2N14O24S6(6-)*6Na(1+)

Conditions	Yield
With sodium hydroxide In water at 50 - 60℃; for 2h; pH=5.7 - 6.3;

1-(2-aminoethyl)pyrrolidine (7154-73-6) + 1-(2-aminoethyl)piperidine (27578-60-5) + aminoethylpiperazine (140-31-8) + 4-(2-AMINOETHYL)MORPHOLINE (2038-03-1) + 3-(2-Methyl-piperidino)-propylamin (25560-00-3) + 4-(3-Aminopropyl)morpholine (123-00-2) + 3-(1H-imidazol-1-yl)propan-1-amine (5036-48-6) + 1-(3-aminopropyl)-2-pyrrolidone (7663-77-6) + 5-(4-chlorophenyl)-2-furaldehyde (34035-03-5) + 4,4'-diaminodicyclohexylmethane (1761-71-3) + bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) + 1-Aminopiperidine (2213-43-6) + 1-aminopyrrolidine hydrochloride (63234-71-9) + 1-azepanylamine (5906-35-4) + (S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0) + N-(2-aminoethyl)benzeneamine (1664-40-0) + (3R)-quinuclidin-3-amine dihydrochloride (6530-09-2, 119904-90-4, 120538-52-5, 123536-14-1, 124577-62-4, 126358-22-3, 137661-30-4, 137661-31-5) + N,N-dimethylethylenediamine (108-00-9) + 1-amino-3-(dimethylamino)propane (109-55-7) + 2-(2-AMINOETHYL)-1-METHYLPYRROLIDINE (51387-90-7) + 3-dibutylaminopropylamine (102-83-0) → C15H19ClN2O (849908-66-3) + C15H17ClN2O + C16H21ClN2O (849908-70-9) + C17H18ClN3O (940358-24-7) + C16H19ClN2O + C19H19ClN2O + C18H23ClN2O (849908-71-0) + C17H21ClN2O2 + C17H21ClN2O (849908-67-4) + C17H21ClN2O + C17H21ClN2O2 (880815-24-7) + C17H22ClN3O + C18H21ClN2O + C18H23ClN2O (849908-65-2) + C18H21ClN2O2 (932172-19-5) + N-((5-(4-chlorophenyl)furan-2-yl)methyl)-3-morpholinopropan-1-amine (875001-79-9) + C20H27ClN2O (849908-68-5) + C22H33ClN2O (849908-69-6) + C24H33ClN2O (849908-81-2) + C26H37ClN2O (849908-75-4)

Conditions	Yield
With polymer-bound trimethyl ammonium cyanoborohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 24 - 36h; Polystyrene; Combinatorial reaction / High throughput screening (HTS);

...Expand

bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) + dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid (2421-28-5) → Reaxys ID: 18804844

Conditions	Yield
In ISOPROPYLAMIDE at 150℃; for 2h;

bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) + terephthalaldehyde, (623-27-8) → C43H48N4

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran / 27 h / 70 °C / Inert atmosphere; Schlenk technique 2: 9 h / 70 °C / Schlenk technique; Inert atmosphere View Scheme

bis-(4-amino-3-methylcyclohexyl)-methane (6864-37-5) + but-2-enedioic acid diethyl ester (1520-50-9) → C31H54N2O8

Conditions	Yield
With oxygen at 25 - 50℃; for 12h; Reagent/catalyst; Temperature; Inert atmosphere;

Upstream product

• 68643-23-2 SKF 91488 2HCL 
• 68643-22-1 5-ethyltryptamine 
• 6864-32-0 DITRIDECYL FUMARATE 
• 686-43-1 H-VAL-GLY-OH 
• 68643-08-3 (S)-5-HYDROXY-DPAT HYDROBROMIDE 
• 68643-07-2 3-(2-IODOACETAMIDOMETHYL)-PROXYL 
• 68642-64-8 Aminokojic acid 
• 6864-23-9 4-ethoxy-N,6-diethyl-1,3,5-triazin-2-amine 
• 6864-20-6 2,4,6-TRIPHENYLANILINE 
• 68641-85-0 rac-Naproxen 2-Propyl Ester 
• 68641-49-6 Bis(2-oxo-3-oxazolidinyl)phosphinic chloride 
• 68641-16-7 4-BENZYLOXYPHENYLACETIC ACID METHYL ESTER 
• 68641-02-1 1-propanoyl-1,3-dihydro-2H-indol-2-one 
• 68641-01-0 (3Z)-3-[(dimethylamino)methylidene]-2-oxo-1-pentanoyl-2,3-dihydro-1H-indole-5-carbaldehyde 

Downstream Products

• 686-44-2 H-THR-GLY-OH 
• 6864-53-5 2,6,10-TRIMETHYLUNDECANE 
• 68645-45-4 2-(2-Benzylidenehydrazino)-5-sulfobenzoic acid 
• 6864-62-6 phenyl acetoacetate 
• 68647-07-4 2,5-Furandione, polymer with 2,2'-oxybis[ethanol], 2-ethylhexyl ester 
• 68647-13-2 1,3-Benzenedicarboxylic acid, polymer with 2-ethyl-2-(hydroxymethyl)-1,3-propanediol, hexanedioic acid and 2,2,4-trimethyl-1,3-pentanediol, benzoate 
• 68647-16-5 POLY(ETHYLENE GLYCOL) (200) ADIPATE 
• 6864-71-7 3-chloro-1-(4-ethylphenyl)-4-(phenylamino)-1H-pyrrole-2,5-dione 
• 68647-19-8 Phosphoric acid, isooctyl ester, potassium salt 
• 68647-21-2 2,2-bis(2,3-dibromopropoxymethyl)butoxyboronic acid 
• 68647-23-4 ammonium ethyl phosphate 
• 68647-24-5 1-Tridecanol, phosphate, sodium salt 
• 68647-25-6 Ethanol, 2-(2-butoxyethoxy)-, phosphate, potassium salt 
• 6864-72-8 4-{[4-chloro-1-(4-ethylphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]amino}benzoate 

Recommend Products

• 838-88-0  3,3'-dimethyl-4,4'-diaminodiphenylmethane 
• 849908-66-3  C₁₅H₁₉ClN₂O 
• 849908-70-9  C₁₆H₂₁ClN₂O 
• 940358-24-7  C₁₇H₁₈ClN₃O 
• 849908-71-0  C₁₈H₂₃ClN₂O 
• 849908-67-4  C₁₇H₂₁ClN₂O 
• 880815-24-7  C₁₇H₂₁ClN₂O₂ 
• 849908-65-2  C₁₈H₂₃ClN₂O 
• 932172-19-5  C₁₈H₂₁ClN₂O₂ 
• 875001-79-9  N-((5-(4-chlorophenyl)furan-2-yl)methyl)-3-morpholinopropan-1-amine 
• 849908-68-5  C₂₀H₂₇ClN₂O 
• 7154-73-6  1-(2-aminoethyl)pyrrolidine 
• 27578-60-5  1-(2-aminoethyl)piperidine 
• 140-31-8  aminoethylpiperazine