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| CAS No.: | 101-77-9 |
|---|---|
| Name: | 4,4'-Methylenedianiline |
| Molecular Structure: | |
|
|
|
| Formula: | C13H14N2 |
| Molecular Weight: | 198.268 |
| Synonyms: | Aniline,4,4'-methylenedi- (8CI);Aniline, p,p'-methylenebis- (3CI);4,4'-Diaminobiphenyl methane;4,4'-Diaminodiphenylenemethane;4,4'-Diaminodiphenylmethane;4,4'-Diphenylmethanediamine;4,4'-Methylenebis(aniline);4,4'-Methylenebis(benzenamine);Benzenamine,4,4'-methylenebis-;4,4'-Methylenedibenzenamine;4,4'-Methylenediphenylamine;4-(4-Aminobenzyl)aniline;4-(p-Aminobenzyl)aniline;Acmex H 84BM;Ancamine 1692;AralditeR 972;Bis(4-aminophenyl)methane;Bis(aminophenyl)methane;Bis(p-aminophenyl)methane;DEH 50;Di-(4-aminophenyl)methane;Diaminodiphenylmethane;Dianilinemethane;Dianilinomethane; |
| EINECS: | 202-974-4 |
| Density: | 1.143 g/cm3 |
| Melting Point: | 89-91 °C(lit.) |
| Boiling Point: | 398 °C at 760 mmHg |
| Flash Point: | 226.3 °C |
| Solubility: | Slightly soluble. <0.1 g/100 mL at 19 oC |
| Appearance: | white to yellow or beige flakes or crystals |
| Hazard Symbols: |
 T, N
|
| Risk Codes: | 45-39/23/24/25-43-48/20/21/22-51/53-68 |
| Safety: | 53-45-61 |
| Transport Information: | UN 2651 6.1/PG 3 |
| PSA: | 52.04000 |
| LogP: | 3.60420 |
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- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 1219080-61-1IMIDAZOLE-2-BORONIC ACID
| Conditions | Yield |
|---|---|
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran; water at 20℃; for 0.5h; | 93% |
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; | 93% |
| With hydrazine In methanol at 50℃; | 93% |
- 71840-36-3
chloromethylmercurioacetaldehyde
A
- 24007-66-7
N-(4-aminobenzyl)aniline
B
- 101-77-9
4,4'-diamino diphenyl methane
C
- 75-07-0
acetaldehyde
| Conditions | Yield |
|---|---|
| With aniline at 20℃; for 0.333333h; | A 1% B 88% C 41% |
- 71840-36-3
chloromethylmercurioacetaldehyde
- 62-53-3
aniline
A
- 24007-66-7
N-(4-aminobenzyl)aniline
B
- 101-77-9
4,4'-diamino diphenyl methane
C
- 75-07-0
acetaldehyde
| Conditions | Yield |
|---|---|
| at 20℃; for 0.333333h; | A 1% B 88% C 41% |
| at 20℃; for 0.333333h; Product distribution; reactions of aromatic amines with monochloroalkylmercury(II) compounds; | A 1% B 88% C 41% |
| Conditions | Yield |
|---|---|
| With Iron(III) nitrate nonahydrate In methanol at 20℃; for 24h; | 88% |
| Conditions | Yield |
|---|---|
| at 20℃; for 1h; | A 39% B 87% |
- 5293-94-7
bis(chloromethyl)mercury
- 62-53-3
aniline
A
- 101-77-9
4,4'-diamino diphenyl methane
B
- 121-69-7
N,N-dimethyl-aniline
C
- 100-61-8
N-methylaniline
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 20℃; for 12h; | A 84% B 14% C 18% |
- 1817-74-9
bis(4-nitrophenyl)methane
A
- 726-17-0
4-(4-nitrophenyl)methylaniline
B
- 101-77-9
4,4'-diamino diphenyl methane
| Conditions | Yield |
|---|---|
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; | A 17% B 83% |
- 622-14-0
N,N'-diphenylmethylenediamine
A
- 1208-52-2
2,4'-diaminodiphenylmethane
B
- 101-77-9
4,4'-diamino diphenyl methane
| Conditions | Yield |
|---|---|
| With zeolite H-CBV 760 at 80℃; Activation energy; Reagent/catalyst; Concentration; Temperature; | A n/a B 82% |
- 101-77-9
4,4'-diamino diphenyl methane
| Conditions | Yield |
|---|---|
| With sodium hydroxide; water In butan-1-ol at 230℃; under 41254.1 Torr; for 4h; | 81% |
- 142-04-1
aniline hydrochloride
- 129075-89-4
4-[(benzotriazol-1-yl)methyl]phenylamine
- 101-77-9
4,4'-diamino diphenyl methane
| Conditions | Yield |
|---|---|
| In methanol; water for 72h; Heating; | 80% |
- 2343-89-72-Propenoic acid,2-fluoro-, methyl ester
- 74610-55-2Tylosin tartrate
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- 55837-20-2Halofuginone
- 5337-93-91-Propanone,1-(4-methylphenyl)-
- 1116-76-31-Octanamine,N,N-dioctyl-
- 50-01-1Guanidine hydrochloride
- 121-69-7N,N-Dimethylaniline
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
- Total:29 Page 1 of 1 1
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Chemistry
Structure of 4,4'-Methylenedianiline (CAS NO.101-77-9):
IUPAC Name: 4-[(4-aminophenyl)methyl]aniline
Empirical Formula: C13H14N2
Molecular Weight: 198.2637
EINECS: 202-974-4
Index of Refraction: 1.66
Molar Refractivity: 64.03 cm3
Molar Volume: 173.3 cm3
Polarizability: 25.38×10-24cm3
Surface Tension: 53.9 dyne/cm
Density: 1.143 g/cm3
Flash Point: 226.3 °C
Enthalpy of Vaporization: 64.85 kJ/mol
Melting Point: 89-91 °C(lit.)
Boiling Point: 398 °C at 760 mmHg
Vapour Pressure: 1.52E-06 mmHg at 25°C
Water Solubility: Slightly soluble. <0.1 g/100 mL at 19 ºC
Physical Appearance: white to yellow or beige flakes or crystals
Product Categories: Industrial/Fine Chemicals;Aromatic Hydrocarbons (substituted) & Derivatives;Diphenylmethanes (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
Uses
4,4'-Methylenedianiline (CAS NO.101-77-9) is used in the production of insulating materials, dyes and diisocyanate, polyurethane rubber, class H adhesives, epoxy resin curing agent, etc.
Toxicity Data With Reference
| 1. | eye-rbt 100 mg/24H MOD | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,481. | ||
| 2. | mmo-sat 250 μg/plate | MUREAV Mutation Research. 67 (1979),123. | ||
| 3. | mma-sat 50 μg/plate | MUREAV Mutation Research. 67 (1979),123. | ||
| 4. | dnd-rat-ipr 370 μmol/kg | CRNGDP Carcinogenesis. 2 (1981),1317. | ||
| 5. | sce-mus-ipr 9 mg/kg | MUREAV Mutation Research. 108 (1983),225. | ||
| 6. | orl-man TDLo:8420 μg/kg:CNS,LIV | BMJOAE British Medical Journal. 1 (1966),514. | ||
| 7. | orl-man TDLo:8420 μg/kg | BMJOAE British Medical Journal. 1 (1966),514. | ||
| 8. | orl-rat LD50:347 mg/kg | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,71. | ||
| 9. | ipr-rat LD50:193 mg/kg | ZHYGAM Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. 20 (1974),393. | ||
| 10. | scu-rat LD50:200 mg/kg | NATWAY Naturwissenschaften. |
Consensus Reports
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 39 ,1986,p. 347.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 4 ,1974,p. 79.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Community Right-To-Know List. Reported in EPA TSCA Inventory.
Safety Profile
Confirmed carcinogen with experimental tumorigenic data. Human poison by ingestion. Poison by subcutaneous and intraperitoneal routes. Human systemic effects by ingestion: rigidity, jaundice, other liver changes. An eye irritant. Mutation data reported. It is not rapidly absorbed through the skin. Combustible when exposed to heat or flame. When heated to decomposition it emits highly toxic fumes of aniline and NOx.
Hazard Codes: 
T,
N
Risk Statements: 45-39/23/24/25-43-48/20/21/22-51/53-68
R45:May cause cancer.
R39:Danger of very serious irreversible effects.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R48:Danger of serious damage to health by prolonged exposure.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R68:Possible risk of irreversible effects.
Safety Statements: 53-45-61
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 2651 6.1/PG 3
WGK Germany: 3
RTECS: BY5425000
HazardClass: 6.1
PackingGroup: III
Standards and Recommendations
ACGIH TLV: TWA 0.1 ppm (skin); Animal Carcinogen
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD
Analytical Methods
For occupational chemical analysis use OSHA: #ID-57 or NIOSH: 4,4′-Methylenedianiline (MDA), 5029.
Specification
4,4'-Methylenedianiline , its cas register number is 101-77-9. It also can be called 4,4'-Diaminodiphenylmethan ; 4,4'-Methylenebis(benzeneamine) ; 4-(4-Aminobenzyl)aniline ; Ancamine TL ; Aniline, 4,4'-methylenedi- ; Benzenamine, 4,4'-methylenebis- ; Bis(4-aminophenyl)methane ; Bis-p-aminofenylmethan ; Curithane ; Dadpm ; Di-(4-aminophenyl)methane ;
Diaminodiphenylmethane ; Methylenebis(aniline) ; Sumicure M ; p,p'-Diaminodifenylmethan ; p,p'-Methylenedianiline ; p-Toluidine, alpha-(p-aminophenyl)- .