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4693-47-4

Basic Information
CAS No.: 4693-47-4
Name: 4,4'-Azobis(4-cyano-1-pentanol)
Article Data: 2
Molecular Structure:
Molecular Structure of 4693-47-4 (4,4'-Azobis(4-cyano-1-pentanol))
Formula: C12H20N4O2
Molecular Weight: 252.316
Synonyms: Valeronitrile,2,2'-azobis[5-hydroxy-2-methyl- (8CI);2,2'-Azobis(5-hydroxy-2-methylvaleronitrile);4,4'-Azobis(4-cyanopentanol);d,d'-Azobis(d-cyanopentanol);
EINECS: 1592732-453-0
Density: 1.08 g/cm3
Boiling Point: 417.4 °C at 760 mmHg
Flash Point: 206.2 °C
PSA: 112.76000
LogP: 1.54816
Synthetic route
1071-73-4

5-Hydroxy-2-pentanone

143-33-9

sodium cyanide

4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

Conditions
ConditionsYield
With hydrogenchloride; bromine; hydrazinium sulfate 1.) water, 20 deg C, 72 h, 2.) 4 h, 0 deg C; Yield given. Multistep reaction;
4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

50538-05-1

t-Butyldioxycarbonylbutyrylchlorid

4-tert-Butylperoxycarbonyl-butyric acid 4-[4-(4-tert-butylperoxycarbonyl-butyryloxy)-1-cyano-1-methyl-butylazo]-4-cyano-4-methyl-butyl ester

Conditions
ConditionsYield
With pyridine at -0.1 - 9.9℃;98%
4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

28839-26-1

3-(t-Butylperoxycarbonyl)-propionyl chloride

3-tert-Butylperoxycarbonyl-propionic acid 4-[4-(3-tert-butylperoxycarbonyl-propionyloxy)-1-cyano-1-methyl-butylazo]-4-cyano-4-methyl-butyl ester

Conditions
ConditionsYield
With pyridine at -0.1 - 9.9℃;96.6%
4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

124-63-0

methanesulfonyl chloride

Methanesulfonic acid 4-cyano-4-(1-cyano-4-methanesulfonyloxy-1-methyl-butylazo)-4-methyl-butyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2h;95%
4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

106-89-8

epichlorohydrin

4,4'-azobis(4-cyano-1-pentanolglycidyl ether)

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water at 30℃; for 4h;85%
4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

461642-78-4

2-dodecylsulfanylthiocarbonylsulfanyl-2-methyl-propionic acid

diazene-1,2-diylbis (4-cyanopentane-4,1-diyl) bis(2-(((dodecylthio)carbonothioyl)thio)-2-methylpropanoate)

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;51%
4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

870532-86-8

bis(dodecylsulfanyl thiocarbonyl)disulfide

1394136-26-5

S-dodecyl-S'-[methylhydroxypropylcyanomethyl]trithiocarbonate

Conditions
ConditionsYield
In ethyl acetate for 24h; Reflux;48%
5873-93-8

bis(thiobenzoyl) disulfide

4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

211818-45-0

4-cyano-1-hydroxypent-4-yl dithiobenzoate

Conditions
ConditionsYield
In ethyl acetate at 70℃; for 24h;46%
In ethyl acetate at 70℃; for 24h;46%
4693-47-4

4,4′-azobis(4-cyano-1-pentanol)

2-{1-Cyano-1-methyl-4-[2-phenyl-2-(2,2,6,6-tetramethyl-piperidin-1-yloxy)-ethoxy]-butylazo}-2-methyl-5-[2-phenyl-2-(2,2,6,6-tetramethyl-piperidin-1-yloxy)-ethoxy]-pentanenitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / NEt3 / CH2Cl2 / 2 h / 20 °C
2: 64 percent / KH / dimethylsulfoxide; tetrahydrofuran / 1.67 h / 20 °C
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Chemistry

Molecular Structure of 4,4'-Azobis(4-cyano-1-pentanol) (CAS No.4693-47-4):
 
Molecular Formula: C12H20N4O
Molecular Weight: 252.31
CAS No: 4693-47-4
IUPAC Name: 2-[(2-Cyano-5-hydroxypentan-2-yl)diazenyl]-5-hydroxy-2-methylpentanenitrile 
H bond acceptors: 6
H bond donors: 2
Freely Rotating Bonds: 10
Polar Surface Area: 112.76 Å2
Index of Refraction: 1.515
Molar Refractivity: 70.18 cm3
Molar Volume: 232.3 cm3
Surface Tension: 43.7 dyne/cm
Density: 1.08 g/cm3
Flash Point: 206.2 °C
Enthalpy of Vaporization: 77.48 kJ/mol
Boiling Point: 417.4 °C at 760 mmHg
Vapour Pressure: 1.03E-08 mmHg at 25°C
InChI: InChI=1/C12H20N4O2/c1-11(9-13,5-3-7-17)15-16-12(2,10-14)6-4-8-18/h17-18H,3-8H2,1-2H3
InChIKey: IWTIJBANDVIHPX-UHFFFAOYAM
Std. InChI: InChI=1S/C12H20N4O2/c1-11(9-13,5-3-7-17)15-16-12(2,10-14)6-4-8-18/h17-18H,3-8H2,1-2H3
Std. InChIKey: IWTIJBANDVIHPX-UHFFFAOYSA-N
Product Categories: Industrial/Fine Chemicals;Active Pharmaceutical Ingredients

Specification

   4,4'-Azobis(4-cyano-1-pentanol) (CAS No.4693-47-4), its synonyms are 2,2'-Diazene-1,2-diylbis(5-hydroxy-2-methylpentanenitrile) ; Pentanenitrile, 2,2'-(1,2-diazenediyl)bis[5-hydroxy-2-methyl- .