N-OCTYL PYRROLIDONE

PRODUCT IDENTIFICATION

CAS NO. 2687-94-7

N-OCTYL PYRROLIDONE

EINECS NO. 403-700-8
FORMULA C12H23NO
MOL WT. 197.32
H.S. CODE 2933.79.8500

TOXICITY

Rat LD50 (Oral): 2050mg/kg
SYNONYMS 1-Octyl-2-Pyrrolidinone; N-Octyl-2-pyrrolidone; N-Octylpyrrolidinone;
1-Octylpyrrolidin-2-on; N-Octylpyrrolidone;
SMILES N1(C(CCC1)=O)CCCCCCCC

CLASSIFICATION

Solvent, Heterocyclic Building Block, Pyrrolidine, Nonionic Surfactant.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE Clear, colorless liquid
MELTING POINT -25 C
BOILING POINT 170 - 172 C at 15 mm Hg
SPECIFIC GRAVITY 0.92
SOLUBILITY IN WATER  
pH

 

VAPOR DENSITY  
AUTOIGNITION

 

NFPA RATINGS Health hazard: 3, Fire: 1, Reactivity Hazard: 0

REFRACTIVE INDEX

1.465
FLASH POINT

142 C

STABILITY Stable under ordinary conditions.

GENERAL DESCRIPTION & EXTERNAL LINKS

Pyrrolidone is a keto-pyrrole, that is a 5-membered lactam structure compound (gamma-butyrolactam). Lactam structure compound including pyrrolidone has good solvency property, therefore useful in industrial application. It is an important part of antibiotics, such as penicillin. These structures, cyclic esters and analogues, are active nucleuses in pharmacological activity and flavorings. Lactams have big demand in artificial fibre industry. They are polymerizable and used as nylon precursors. 2-Pyrrolidone is used as a solvent for surface treatment for textiles, metal coated plastics, polymers, and paint removing. Pyrrolidone and its derivatives are used as Intermediates for the synthesis of agrochemicals, pharmaceuticals, textile auxiliaries, plasticizers, polymer solvent, stabilizers, specialty inks and as a nylon precursor. NMP is used as a solvent for paint stripping and resins; cleaner for polymeric residues; metal finishing; printed circuit board manufacturing; SBR latex production; pigment dispersant; extraction of acetylene and butadiene; dehydration of natural gas; lube oil processing;

http://www.springerlink.com/
Pyrrolidone-based surfactants (a literature review): As the alkyl group of N-alkylated pyrrolidones is increased to C8P, surface-active properties become important. The resulting surfactant can interact synergistically with an anionic surfactant. This interaction is based on the electronegativity of the pyrrolidone carbonyl oxygen which can accept a proton to form a pseudoquaternary ammonium ion that can form an ion pair with large anions (i.e., anionic surfactants). The resulting ion pair is further stabilized by hydrophobic bonding between the two alkyl chains. In addition, pyrrolidone can electrostatically interact with aromatics, hydrogen-bond to nonionics, and, in essence, associate electrostatically/hydrophobically similarly to polyvinylpyrrolidone. This interaction of the pyrrolidone functional group can be transposed from one surfactant hydrophobe structure to another. This paper reviews the literature concerning the addition of pyrrolidone to a variety of hydrophobes of interest to both industrial and academic researchers. The chemistry of selected surface-active pyrrolidone derivatives, prepared from butyrolactone, aminoethylpyrrolidone, epoxypropylpyrrolidone, chloromethylpyrrolidone and itaconic acid, is reviewed. Pyrrolidone is a versatile substituent, capable of enhancing the performance of a variety of surfactant structures by improving water solubility, compatibility and solvency in a compact head group that favors surfactancy. In addition, the pyrrolidone ring, when incorporated into derivatives, usually reduces toxicity.

http://osdir.com/
.......N-octyl pyrrolidone (Agsol® Ex 8 or Surfadone® LP 100) is used commercially in several applications, either neat or in conjunction with other formulated compositions. The main advantage of N-octyl pyrrolidone is its high solvency for hydrophobic molecules. It can also form mixed micelles with several other surfactants, especially with anionic emulsifiers such as sodium lauryl sulfate (SLS) and sodium laureth sulfate. N-octyl pyrrolidone is unique in also being a surface active solvent and thus it can function as an interfacial solvent. This property is advantageous in many consumer formulations e.g. to control the release of organic fragrances and to provide additional wetting on surfaces in spray solutions.

The wetting concentrate of the invention includes (a) octyl or dodecyl pyrrolidone, (b) an ethoxylated alcohol, e.g. ethoxylated nonyl alcohol, (c) is a compatabilizer, preferably an anionic emulsifier, or polyol, and, optionally (d) water........

http://www.patentvest.com/
.........Suitable solvents include N-alkyl pyrrolidones, such as a C8–18 alkyl pyrrolidone (e.g., N-octyl pyrrolidone, N-lauryl pyrrolidone, and the like). Such compounds have the general structure: wherein R is a C
6-20 alkyl or R 1 NHCOR 2 ; and R1 is C1–6 alkyl and R2 is C6–20 alkyl. Lauryl (or n-dodecyl) pyrrolidone is commercially available, for example, as sold by ISF Chemicals under the brand name Surfadone, such as Surfadone LP-300.  Solvents of similar structure can also be used. Such solvents include lactones, such as decanolactone. Other suitable solvents include diacetone alcohol, long chain (greater than C6) alkyl ethers, cyclic alkyl ketones, a 1,2 alkane diol having 5 to 10 carbon atoms such as 1,2 hexanediol, a C8–C10 alkene carbonate, a pyrrol (such as N-capryl pyrrol, N-lauryl pyrrol, and the like), and mixtures thereof......

SALES SPECIFICATION

APPEARANCE

clear to slightly yellow liquid

ASSAY

99.0% min

WATER

0.5% max

COLOR (APHA)

50 max

TRANSPORTATION
PACKING 180kgs in drum
HAZARD CLASS 8 (Packing Group: II)
UN NO.

3267

OTHER INFORMATION
Hazard Symbols: C, Risk Phrases: 34, Safety Phrases: 23-26-36/37/39-45



PRICE INFORMATION