Sciencemadness Discussion Board

Benzyl nitrite phsyical properties...

evil_lurker - 29-7-2008 at 05:10

I've been searching everwhere for even a hint of the physical properties of this without any luck whatsover.

Anyone know the B.P. and solubility of this ester?

Nicodem - 29-7-2008 at 05:35

From SciFinder:

CAS: 935-05-7

Boiling Points: 53-58°C at 10 Torr (1); 44°C at 5 Torr (2); 31-32°C at 1 Torr (3)

IR and 1H NMR: ref (1)

Refractive Index: 1.5008 at 589.3nm, 20°C (2); 1.4986 at 589.3nm, 25°C (3)

(1) Suzuki, Hitomi; Nippon Kagaku Kaishi (1978) 1049-1052.
(2) Kornblum, Nathan; US 3038015 (1962).
(3) Labes, Mortimer M.; Journal of Organic Chemistry, 24 (1959) 295-296.

Formatik - 29-7-2008 at 09:56

B.p. 80-83 deg. at 35 mm (Ber., 34, 755). Not sure about solubility, may be similar to other nitrite esters (methyl, ethyl, amyl, isoamyl, isobutyl are soluble in ether according to the CRC Handbook).

[Edited on 29-7-2008 by Schockwave]

evil_lurker - 29-7-2008 at 10:12

I wonder what it boils @ atmospheric? Well I imagine that it is a given that it doesn't... it just decomposes.

It'd be nice if that decomposition temp in aqueous solution around 100ºC... I'm thinking that it would... right into benzaldehyde or into equilibrium with benzyl alcohol and free HNO2.

That brings me to my next question, anyone know off hand the decomposition temp of aqueous solutions of HNO2? I think I saw a reference somewhere that said around 93ºC it starts to break down into NOx.

Formatik - 2-8-2008 at 12:14

This might have some information about decomposition of benzyl nitrite: http://www3.interscience.wiley.com/cgi-bin/summary/114036720... Some organic nitrites like allyl (vapor explodes at 100ºC), ethyl and methyl nitrite can be also explosive.

For HNO2 I would look in Gmelin's Handbuch, it's likely in System number 4 in N books. There should be some entries about thermal decomposition (usually under "Chemisches Verhalten").

[Edited on 2-8-2008 by Schockwave]

Rosco Bodine - 2-4-2013 at 00:37

Quote: Originally posted by Formatik  
B.p. 80-83 deg. at 35 mm (Ber., 34, 755). Not sure about solubility, may be similar to other nitrite esters (methyl, ethyl, amyl, isoamyl, isobutyl are soluble in ether according to the CRC Handbook).

[Edited on 29-7-2008 by Schockwave]


Here is the abstract for that article

Attachment: Benzyl Nitrite Abstract JACS.pdf (154kB)
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