36076-04-7

Basic information

• Product Name: N-retinylidene-n-butylamine
• Synonyms: N-retinylidene-n-butylamine
• CAS NO: 36076-04-7
• Molecular Formula: C₂₄H₃₇N
• Molecular Weight: 339.56
• Mol File: 36076-04-7.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 472.3°C at 760 mmHg
• Flash Point: 232.3°C
• Appearance: /
• Density: 0.85g/cm³
• Vapor Pressure: 1.24E-08mmHg at 25°C
• Refractive Index: 1.484
• CAS DataBase Reference: N-retinylidene-n-butylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-retinylidene-n-butylamine(36076-04-7)
• EPA Substance Registry System: N-retinylidene-n-butylamine(36076-04-7)

Safety Data

• Hazardous Substances Data: 36076-04-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C24H37N/c1-7-8-18-25-19-16-21(3)12-9-11-20(2)14-15-23-22(4)13-10-17-24(23,5)6/h9,11-12,14-16,19H,7-8,10,13,17-18H2,1-6H3/b12-9+,15-14+,20-11+,21-16+,25-19+

Upstream product

• 51804-54-7 9-cis-retinal n-butylamine Schiff base 
• 51847-39-3 13-cis-retinaldehyde butylamine Schiff base 
• 68737-93-9 11-cis-retinal n-butylamine Schiff base 
• 52647-48-0 11-cis-retinaldehyde butylamine Schiff base 
• 116-31-4 all-trans-Retinal 
• 109-73-9 N-butylamine 
• 5560-99-6 (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal 
• 59499-36-4 (E)-4-bromo-3-methyl-2-buten-1-ol 
• 111724-05-1 <(2E)-4-hydroxy-2-methyl-2-butenyl>triphenylphosphonium bromide 
• 514-85-2 9-cis vitamin A aldehyde 
• 564-87-4 (11Z)-retinal 
• 68737-94-0 butyl-(9Z,15E)-retinylidene-amine 
• 92216-30-3 butyl-(13Z,15Z)-retinylidene-amine 
• 472-86-6 13-cis-vitamin A aldehyde 

Downstream Products

• 96949-08-5 N-butylretinylideneimine dichloroacetate 
• 34512-76-0 n-butylamine Schiff base of retinal radical anion 
• 68737-94-0 butyl-(9Z,15E)-retinylidene-amine 
• 92216-30-3 butyl-(13Z,15Z)-retinylidene-amine 
• 115031-66-8 1-Butyl-4-methyl-2-[(1E,3E)-2-methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-1,2-dihydro-pyridine 
• 74644-89-6 Butyl-[(2E,4E,6E,8Z)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraen-(E)-ylidene]-amine 
• 116-31-4 all-trans-Retinal 
• 109-73-9 N-butylamine 
• 28448-65-9 N-butylretinylideneimine trichloroacetate 
• 104215-83-0 trans-retinylidene-n-butylamine*borontrifluoride 
• 104241-63-6 trans-retinylidene-n-butylamine*borontrichloride 
• 104215-83-0 retinylidene-n-butylamine boron trifluoride 

Relevant articles and documents

On the Amine-Catalyzed Isomerization of Vitamin A Aldehydes

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Backbone modification of retinal induces protein-like excited state dynamics in solution

The drastically different reactivity of the retinal chromophore in solution compared to the protein environment is poorly understood. Here, we show that the addition of a methyl group to the C=C backbone of all-trans retinal protonated Schiff base acceler

Cyclodextrin retinylidene: A biomimetic kinetic trap model for rhodopsin

All trans retinal was attached to both the primary face and the secondary face of β-cyclodextrin via a Schiff base linkage, analogous to that in rhodopsin. The new models were evaluated and compared with n-butylamine retinylidene Schiff base for their rates of hydrolysis, and factors that influence such rates. Competition studies using adamantane carboxylate demonstrated the kinetic trap theory by diminishing the binding of retinal in the cyclodextrin, thereby augmenting the rate of hydrolysis. NMR experiments indicate that the retinylidene is most probably bound in the form of a dimer.

Liposome stabilised retinal Schiff bases

All-trans-N-retinylidene-n-butylamine (3) can be stabilised in liposomes of phosphatidylcholine.The rate of romation of the Schiff base is found to decrease with increasing chloesterol concentration in the membrane.