1,3,5-tris(cyanomethyl)hexahydro-1,3,5-triazine
desaminomethylporphobilinogendinitrile
B
iminodiacetonitrile
Conditions | Yield |
---|---|
With Montmorillonite K10 In acetonitrile at 180℃; for 0.5h; | A 80% B n/a |
2,2′-iminobis(acetamide)
iminodiacetonitrile
Conditions | Yield |
---|---|
With phosphorus pentoxide under 15.0015 - 37.5038 Torr; for 1h; Temperature; Heating; | 79% |
under 15.0015 - 37.5038 Torr; for 1h; Temperature; Heating; |
2-aminopentanedinitrile
2-aminoacetonitrile
A
rac-N2-(Cyanmethyl)glutamindinitril
B
iminodiacetonitrile
Conditions | Yield |
---|---|
at 80℃; for 16h; Yields of byproduct given; | A 75% B n/a |
Conditions | Yield |
---|---|
With sulfuric acid In methanol at 60℃; for 3h; | 52% |
With hydrogenchloride |
Conditions | Yield |
---|---|
In ethanol reflux, 2.5 h; -20 deg C, 10 h; | 30% |
With phosphoric acid |
2-cyanoaziridine
A
methyl isocyanate
B
N-(methylimino)acetonitrile
C
acetonitrile
D
iminodiacetonitrile
Conditions | Yield |
---|---|
With 3 A molecular sieve at 370℃; under 0.1 Torr; Product distribution; flash vaccum pyrolysis at variation of temp.; | A 9.5% B 10.5% C 6% D n/a |
With 3 A molecular sieve at 370℃; under 0.1 Torr; | A 9.5% B 10.5% C 6% D n/a |
2-cyanoaziridine
A
butanedinitrile
B
(E/Z)-3-aminoprop-2-enenitrile
C
iminodiacetonitrile
Conditions | Yield |
---|---|
With quartz at 630℃; under 0.1 Torr; Product distribution; flash vaccum pyrolysis; | A 3% B 4.8% C 2% |
With quartz at 630℃; under 0.1 Torr; | A 3% B 4.8% C 2% |
Conditions | Yield |
---|---|
With ammonia; water beim folgenden Behandeln mit HCN und wss.HCl; |
Conditions | Yield |
---|---|
With hydrogen cyanide |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
In water at 25℃; Equilibrium constant; effect of pH; |
Conditions | Yield |
---|---|
With ammonia In water at 100℃; for 0.333333h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
With hexamethylenetetramine; oxygen at 45℃; for 12h; Time; Temperature; |
Conditions | Yield |
---|---|
Stage #1: iminodiacetonitrile With sodium hydroxide In water at 100 - 110℃; for 1h; Stage #2: iminodiacetic acid hydrochloride With dihydrogen peroxide; pyrographite at 80 - 100℃; for 0.5h; Stage #3: With formaldehyd; phosphoric acid at 110℃; for 3h; Reagent/catalyst; | 98.5% |
hydrogen cyanide
acetaldehyde
iminodiacetonitrile
methylglycinenitrile-N,N-diacetonitrile
Conditions | Yield |
---|---|
With sulfuric acid In water at 60 - 80℃; for 2.25h; pH=1.2 - 1.8; Product distribution / selectivity; | 98% |
Stage #1: iminodiacetonitrile With sulfuric acid In water at 60℃; pH=1.8; Stage #2: hydrogen cyanide; acetaldehyde In water at 60 - 80℃; for 2.25h; pH=1.2; | |
With sulfuric acid In water at 60 - 80℃; for 2.25h; pH=~ 1.2 - 1.8; |
Conditions | Yield |
---|---|
With ammonia; hydrogen; potassium hydroxide In ethanol at 80℃; under 90009 Torr; Pressure; Reagent/catalyst; Solvent; Temperature; Time; | A 1.03% B 97.53% |
Conditions | Yield |
---|---|
With sodium hydroxide at 60 - 65℃; for 1h; Time; | 97.25% |
With water; calcium hydroxide at 25℃; for 5h; | 90% |
With Alcaligenes faecalis ZJUTBX11 cells encapsulated in alginate-chitosan-alginate membrane liquid core capsules In aq. buffer at 35℃; pH=7.5; Kinetics; Reagent/catalyst; pH-value; Enzymatic reaction; |
Conditions | Yield |
---|---|
With hydrogen isocyanide; sulfuric acid In hydrogen cyanide; water | 97% |
Conditions | Yield |
---|---|
Stage #1: 1,2-dichloro-ethane; iminodiacetonitrile With calcium oxide In 5,5-dimethyl-1,3-cyclohexadiene at 105 - 115℃; for 9.5h; Large scale; Stage #2: With sodium hydroxide In water at 70 - 80℃; for 9h; Reagent/catalyst; Solvent; Temperature; Large scale; | 96.83% |
1-Bromo-2-chloroethane
iminodiacetonitrile
ethylenediaminetetraacetic acid
Conditions | Yield |
---|---|
Stage #1: 1-Bromo-2-chloroethane; iminodiacetonitrile With calcium oxide In 5,5-dimethyl-1,3-cyclohexadiene at 105 - 115℃; for 9h; Stage #2: With sodium hydroxide In water at 70 - 80℃; for 8.5h; | 95.47% |
iminodiacetonitrile
N-nitroso-bis(cyanomethyl)amine
Conditions | Yield |
---|---|
With sulfuric acid; sodium nitrite In water at 0 - 30℃; for 2.5h; Temperature; | 95% |
With sulfuric acid; sodium nitrite In water at 0 - 30℃; for 2.5h; | 89% |
With sulfuric acid; sodium nitrite |
Conditions | Yield |
---|---|
Stage #1: iminodiacetonitrile With sodium hydroxide In water at 45 - 50℃; for 1h; Stage #2: With phosphorus trichloride Stage #3: formaldehyd at 115 - 120℃; for 2h; | 93.8% |
Stage #1: iminodiacetonitrile With hydrogenchloride; sulfuric acid In water at 80 - 160℃; under 1500.15 - 15001.5 Torr; for 6h; Inert atmosphere; Autoclave; Stage #2: formaldehyd With phosphonic Acid In water for 3h; Pressure; Temperature; Inert atmosphere; Autoclave; Reflux; | 90.52% |
Conditions | Yield |
---|---|
With pyridine; triethylamine at 0 - 20℃; for 4.33333h; | 93% |
With benzene at 110 - 120℃; | |
With pyridine | |
With benzene | |
With potassium carbonate In dichloromethane; water for 2h; Ambient temperature; |
iminodiacetonitrile
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 35℃; | 92% |
2-amino-benzenethiol
iminodiacetonitrile
bis(1,3-benzothiazol-2-ylmethyl)amine
Conditions | Yield |
---|---|
With quinoline In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 1h; | 91% |
In ethylene glycol Heating; |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 20℃; for 1h; pH=2; | 89.4% |
trifluoroacetic anhydride
iminodiacetonitrile
N-(trifluoroacetyl)iminodiacetonitrile
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; for 24.3333h; | 89% |
iminodiacetonitrile
2,2'-imino-bis-acetamide oxime
Conditions | Yield |
---|---|
With hydroxylamine In methanol; water at 20℃; for 48h; | 88.7% |
With hydroxylamine In methanol |
iminodiacetonitrile
2,2'-azanediylbis(N'-hydroxyacetimidamide)
Conditions | Yield |
---|---|
With hydroxylamine In methanol; water | 88.7% |
valproyl chloride
iminodiacetonitrile
2-Propyl-pentanoic acid bis-cyanomethyl-amide
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane; water for 2h; Ambient temperature; | 86% |
cyclohexanylcarbonyl chloride
iminodiacetonitrile
Cyclohexanecarboxylic acid bis-cyanomethyl-amide
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane; water for 2h; Ambient temperature; | 85% |
With potassium carbonate In dichloromethane; water for 2h; Ambient temperature; |
iminodiacetonitrile
Conditions | Yield |
---|---|
Stage #1: iminodiacetonitrile With hydrogenchloride In methanol; water at 0℃; Stage #2: With silver(I) hexafluorophosphate In methanol; acetonitrile | 81% |
p-toluenesulfonyl chloride
iminodiacetonitrile
N,N-Bis-cyanomethyl-4-methyl-benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine 1.) 0 deg C, 3 h, 2.) room temperature, 2 h; | 78% |
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether at 0℃; Inert atmosphere; | 76% |
With hydrogenchloride |
Conditions | Yield |
---|---|
With Sphingomonas wittichii nitrilase NIT158; water In aq. phosphate buffer at 37℃; for 24h; pH=7.3; pH-value; Temperature; Solvent; Enzymatic reaction; enantiospecific reaction; | A 73% B n/a |
1,3,5-trichloro-2,4,6-triazine
iminodiacetonitrile
2,2'-[(4-{[2-(λ2-azanylidene)-2λ3-ethyl](cyanomethyl)amino}-6-chloro-1,3,5-triazin-2-yl)azanediyl]diacetonitrile
Conditions | Yield |
---|---|
With benzoyl chloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 20h; Inert atmosphere; | 65% |
Toluene-4-sulfonic acid 2-(5-methyl-2,4-dioxo-6-phenylsulfanyl-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-ethyl ester
iminodiacetonitrile
Conditions | Yield |
---|---|
With pyridine for 24h; | 58% |
iminodiacetonitrile
2,2′-iminobis(acetamide)
Conditions | Yield |
---|---|
Stage #1: iminodiacetonitrile With hydrogenchloride In isopropyl alcohol at 50℃; for 15h; Stage #2: With ammonium hydroxide In water pH=10; | 45% |
With sulfuric acid; acetic acid |
Chemical Name: Iminodiacetonitrile
IUPAC NAME: 2-(Cyanomethylamino)acetonitrile
CAS No.: 628-87-5
EINECS: 211-058-3
RTECS: AM0650000
RTECS Class: Drug
Molecular Formula: C4H5N3
Molecular Weight: 95.1 g/mol
Melting Point: 69-71 °C(lit.)
Density: 1.054 g/cm3
Flash Point: 157.9 °C
Boiling Point: 337.5 °C at 760 mmHg
Following is the structure of Iminodiacetonitrile(628-87-5):
Product Categories about Iminodiacetonitrile(628-87-5) are C1 to C5 ; Cyanides/Nitriles ; Nitrogen Compounds
The chemical synonymous of Iminodiacetonitrile(628-87-5) are 1,1’-Imidodiacetonitrile ; 2,2’-Iminobis-acetonitril ; 2,2’-Iminobisacetonitrile ; Acetonitrile, 2,2'-iminobis- ; Di(cianometil)ammina
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | Farmaco, Edizione Scientifica. Vol. 17, Pg. 753, 1962. | |
rabbit | LDLo | skin | 1500mg/kg (1500mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: OTHER CHANGES BEHAVIORAL: FOOD INTAKE (ANIMAL) | National Technical Information Service. Vol. OTS0536765, |
rat | LD50 | oral | 710mg/kg (710mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR GASTROINTESTINAL: OTHER CHANGES | National Technical Information Service. Vol. OTS0536765, |
Reported in EPA TSCA Inventory.
Poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.
Hazard Note: Irritant
Hazard Codes:
Xn: Harmful
Xi: Irritant
Risk Statements about Iminodiacetonitrile(628-87-5):
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements about Iminodiacetonitrile(628-87-5):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37: Wear suitable protective clothing and gloves.
S37/39: Wear suitable gloves and eye/face protection.
Attentions:
1. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
2. Handling: Avoid contact with skin and eyes. Avoid ingestion and inhalation. Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas.
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