• Name

  4,4'-Azobis(4-cyano-1-pentanol)

• EINECS 1592732-453-0
• CAS No. 4693-47-4
• Article Data2
• CAS DataBase
• Density 1.08 g/cm³
• Solubility
• Melting Point
• Formula C₁₂H₂₀N₄O₂
• Boiling Point 417.4 °C at 760 mmHg
• Molecular Weight 252.316
• Flash Point 206.2 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• 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);
• 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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 View Scheme

4,4'-Azobis(4-cyano-1-pentanol) Chemical Properties

4,4'-Azobis(4-cyano-1-pentanol) Specification