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| CAS No.: | 2638-94-0 |
|---|---|
| Name: | 4,4'-Azobis(4-cyanovaleric acid) |
| Article Data: | 3 |
| Molecular Structure: | |
|
|
|
| Formula: | C12H16N4O4 |
| Molecular Weight: | 280.283 |
| Synonyms: | Pentanoicacid, 4,4'-azobis[4-cyano- (9CI);Valeric acid, 4,4'-azobis[4-cyano- (6CI,8CI);4,4'-Azobis(4-cyanopentanecarboxylic acid);4,4'-Azobis(cyanovaleric acid);4,4'-Azobis[4-cyanopentanoic acid];4,4'-Azobis[4-cyanovaleric acid];ABCVA;ACV-A;Azobis(cyanovaleric acid);NSC 114466;V 501;VA 501;Vazo 68;Vazo68WSP; |
| EINECS: | 220-135-0 |
| Density: | 1.23 g/cm3 |
| Melting Point: | 118-125 °C (dec.)(lit.) |
| Boiling Point: | 503.6 °C at 760 mmHg |
| Flash Point: | 258.3 °C |
| Solubility: | Soluble in water. |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 F
|
| Risk Codes: | 11 |
| Safety: | 15-16-22-24/25-36 |
| Transport Information: | UN 1325 4.1/PG 2 |
| PSA: | 146.90000 |
| LogP: | 1.73276 |
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- 50288-62-5threo-Phenyl-2-piperidyl acetamide
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- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid
| Conditions | Yield |
|---|---|
| With oxone; potassium bromide In water at 20℃; | 26% |
| Conditions | Yield |
|---|---|
| With sulfuric acid; water; hydrazine Behandeln des Reaktionsgemisches mit Brom; optically inactive stereoisomer(ic) of mp: 111 degree; | |
| With sulfuric acid; water; hydrazine Behandeln des Reaktionsgemisches mit Brom; optically inactive stereoisomer(ic) of mp: 128 degree; |
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
- 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid
- 130468-55-2
4-Cyano-4-[1-cyano-3-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-1-methyl-propylazo]-4-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester
| Conditions | Yield |
|---|---|
| With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 37h; | 98% |
| With dicyclohexyl-carbodiimide In 1,4-dioxane at 15 - 20℃; for 16h; |
- 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid
- 17170-81-9
chloride of 4,4'-azo-bis(4-cyanopentanoic) acid chloride
| Conditions | Yield |
|---|---|
| With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3h; | 95.6% |
| With thionyl chloride at 80℃; for 0.666667h; | 93% |
| With phosphorus pentachloride In chloroform at 0 - 20℃; | 84% |
- 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid
| Conditions | Yield |
|---|---|
| In ethyl acetate for 18h; Inert atmosphere; Reflux; | 95.4% |
- 26690-80-2
2-(N-tert-butoxycarbonylamino)ethanol
- 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid
| Conditions | Yield |
|---|---|
| With dmap In acetonitrile at 0 - 20℃; for 24h; | 95% |
| Conditions | Yield |
|---|---|
| With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h; Inert atmosphere; Darkness; | 92% |
- 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid
- 870532-86-8
bis(dodecylsulfanyl thiocarbonyl)disulfide
- 870196-80-8
4-cyano-4-[(dodecylsulfanylthiocarbonyl)-sulfanyl]pentanoic acid
| Conditions | Yield |
|---|---|
| In ethyl acetate for 16h; Heating / reflux; | 91% |
| In ethyl acetate for 22h; Reflux; | 91% |
| In ethyl acetate for 18h; Reflux; | 76% |
| In ethyl acetate for 22h; Reflux; | 4.162 g |
| With ethyl acetate for 20h; Reflux; |
| Conditions | Yield |
|---|---|
| Stage #1: carbon disulfide; 1-thiopropane With potassium hydroxide In water; acetone at 20℃; for 2h; Stage #2: With p-toluenesulfonyl chloride In acetone for 1h; Stage #3: 4,4'-dicyano-4,4'-azo-di-valeric acid at 80℃; | 90% |
- 10219-97-3
bis(ethylsulfanyl thiocarbonyl)disulfide
- 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid
- 1137725-46-2
cyano-4-[(ethylsulfanylthiocarbonyl)sulfanyl]-4-methylbutanoic acid
| Conditions | Yield |
|---|---|
| In ethyl acetate Reflux; Inert atmosphere; | 88% |
| In ethyl acetate for 12h; Reflux; | 87% |
| In ethyl acetate at 80℃; for 13h; Cooling with ice; Sealed tube; Inert atmosphere; | 82% |
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Chemistry
IUPAC Name: 4-cyano-4-(2-cyano-5-hydroxy-5-oxopentan-2-yl)diazenylpentanoic acid
Synonyms of 4,4'-Azobis(4-cyanopentanoic acid) (CAS NO.2638-94-0): 4,4'-Azobis(4-cyanovaleric acid) ; Azobis(cyanovaleric acid) ; Kyselina 4,4'-azo-bis-(4-kyanvalerova)
CAS NO: 2638-94-0
Molecular Formula: C12H16N4O4
Molecular Weight: 280.28
Molecular Structure: 
EINECS: 220-135-0
H bond acceptors: 8
H bond donors: 2
Freely Rotating Bonds: 8
Polar Surface Area: 124.9 Å2
Index of Refraction: 1.546
Molar Refractivity: 71.88 cm3
Molar Volume: 226.9 cm3
Surface Tension: 51.8 dyne/cm
Density: 1.23 g/cm3
Flash Point: 258.3 °C
Enthalpy of Vaporization: 84.6 kJ/mol
Boiling Point: 503.6 oC at 760 mmHg
Vapour Pressure: 1.66E-11 mmHg at 25 °C
Melting point: 118-125 °C (dec.)(lit.)
Storage temp: 2-8°C
Appearance: white crystalline powder
Product Categories of 4,4'-Azobis(4-cyanopentanoic acid) (CAS NO.2638-94-0): Industrial/Fine Chemicals;Organic acids
SMILES: N#CC(/N=N/C(C#N)(CCC(=O)O)C)(C)CCC(=O)O
InChI: InChI=1/C12H16N4O4/c1-11(7-13,5-3-9(17)18)15-16-12(2,8-14)6-4-10(19)20/h3-6H2,1-2H3,(H,17,18)(H,19,20)/b16-15+
InChIKey: VFXXTYGQYWRHJP-FOCLMDBBBS
Std. InChI: InChI=1S/C12H16N4O4/c1-11(7-13,5-3-9(17)18)15-16-12(2,8-14)6-4-10(19)20/h3-6H2,1-2H3,(H,17,18)(H,19,20)/b16-15+
Std. InChIKey: VFXXTYGQYWRHJP-FOCLMDBBSA-N
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 666mg/kg (666mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 922, 1986. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Safety Information about 4,4'-Azobis(4-cyanopentanoic acid) (CAS NO.2638-94-0):
Hazard Codes: 
F
Risk Statements: 11
R11: Highly flammable.
Safety Statements: 15-16-22-24/25-36
S15: Keep away from heat.
S16: Keep away from sources of ignition.
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S36: Wear suitable protective clothing.
RIDADR: UN 1325 4.1/PG 2
WGK Germany: 2
RTECS: YV6190500
F: 4.4-8
Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.