o-ANISIDINE

PRODUCT IDENTIFICATION

CAS NO. 90-04-0

o-ANISIDINE

EINECS NO. 201-963-1
FORMULA CH3OC6H4NH2
MOL WT. 123.15

H.S.CODE

2922.29
TOXICITY Oral rat LD50: 2 gm/kg
SYNONYMS 2-Methoxybenzenamine; o-Aminoanisole;
1-Amino-2-methoxybenzene; 2-Aminoanisole; 2-Methoxy-1-aminobenzene; 2-Methoxyaniline; 2-Anisidine; o-Methoxyphenylamine; o-Anisylamine; o-anísidina (Spanish);

SMILES

c1(c(cc(C)cc1)N)OC

CLASSIFICATION

Anisidine

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE Yellowish liquid with characteristic odour
MELTING POINT

5 - 6C

BOILING POINT

225 C

SPECIFIC GRAVITY

1.092

SOLUBILITY IN WATER 1.40E+04 mg/l
SOLVENT SOLUBILITY Soluble in dilute mineral acid. Miscible with alcohol and ether. Soluble in acetone, benzene
VAPOR DENSITY 4.25

AUTOIGNITION

437 C

pKa 47.53 (Dissociation Constant at 20 C)
log Pow 1.18 (Octanol-water)
HENRY'S LAW 9.26E-07 (atm-m3/mole at 25 C)
OH RATE 1.21E-10 (cm3/molecule-sec at 25 C Atmospheric )

NFPA RATINGS

 

REFRACTIVE INDEX

1.573 - 1.575
FLASH POINT

118 C

STABILITY Stable under ordinary conditions. Air sensitive. Light sensitive.

GENERAL DESCRIPTION & EXTERNAL LINKS

Ether is any of a number of organic compounds characterized by an oxygen atom joined with single bonds by two carbon atoms that are part of hydrocarbon groups. The general formula is R-O-R', where R and R' are alkyl or aromatic groups. Ethers are formed by the condensation of two alcohols by heating with sulfuric acid; the reaction is one of dehydration. Ethers can be prepared from alkyl halide reacted with metallic alkoxide (called Williamson synthesis). Ethers are similar to alcohols but are generally less dense, less soluble in water, and have lower boiling points. They are relatively unreactive, which makes them valuable solvents. But ethers will be cleaved at high temperatures by concentrated hydrogen halides. Ethers have relatively low boiling point compare to alkanes as they don't form hydrogen bonds each other. Ethers are more lipophilic than esters [R-C(=O)-O-R']or amides [RCO-NH2]. Ethers are widely used as solvents for various organic reactions because they are relatively the least reactive among common organic compounds except alkanes and fluorocarbons. The common reaction of ethers is cleavage of the C–O bond by strong acids either in linear chain or cyclic structure. Ethers in which oxygen is bonded to primary and secondary alkyl groups can form peroxide compounds in the presence of gaseous oxygen due to two unpaired electrons in oxygen. Ethers can act as Lewis bases in chemical reactions. Commonly, ethers are named simply in listing the alkyl groups in alphabetical order or alkane order such as ethyl methyl ether or methyl ethyl ether, which is methoxyethane in IUPAC nomenclature ( the formula of "alkoxyalkane" ). When ether is a parts of complex molecule or aromatic derivatives, it is described as an alkoxy substituent such as methoxybenzene ( trivial name is anisole). The methoxy prefix indicates the function methyl group joined by single bonds to an oxygen atom, with the general formula  -O-CH3. Cyclic ethers have ring structure where the oxygen has become part of the ring. The term of epoxide indicate three membered cyclic ether (also called oxirane) in which an oxygen atom is joined to each of two carbon atoms that are already bonded to each other; four membered cyclic ether is called oxetane; five membered cyclic ether, furan (or oxolane); six membered cyclic ether, pyran (also called oxane) respectively. Their unhindered oxygen atom carries two unshared pairs of electrons - a structure which favors the formation of coordination complexes and the solvation of cations. Cyclic ethers are used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. Crown Ether is a macrocyclic polyether whose structure contains hydrogen, carbon and oxygen atoms. Each oxygen atoms are confined between two carbon atoms and exhibits a conformation with a hole (accordingly called "crown").  Anisole is one of the simplest aromatic compound to which ether group is linked. But it is different with aromatic compounds like furan where the oxygen is a part of the ring.  Anisole, C6H5OCH3 (methyl phenyl ether), is a clear liquid that is soluble in ether and alcohol; insoluble in water; boiling point 155 C. Anisole and its derivatives are used as solvents and in perfumery. Anisole can be obtained from anise seed. Anisic acid, p-methoxybenzoic acid, is a part of cresol class antiseptic compounds. It is also used as an insect repellent and ovicide. Anisole, anisic acid, and their derivatives are also widely used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals. Anisidines, methoxyanilines, are used as intermediates for the synthesis of azo dyes, pigments and other chemical compounds.

http://www.sciencedirect.com/
Synthesis and properties of the polyanisidines: The oxidative polycondensation of
ortho-, meta-, and para-anisidines has been studied with cyclic voltammetry and several analytical techniques. The first current maxima were positioned at 0.21, 0.44, and 0.52 V for o-, p- and m-anisidines respectively. It was determined that the reactivity of studied isomeric anisidines decreases in the following order: o-anisidine→p-anisidine→m-anisidine. This is confirmed with the results of quantum-chemical calculations. According to the results of infrared spectroscopy (IR), nuclear magnetic resonance (NMR), and elementary analysis, the composition and structure of the synthesized polyanisidines coincide with emeraldine salts with HSO4 counter ions. Specimens of synthesized polymers were used as an electroactive material in the breadboard magnesium power sources of the Mg/1M Mg(ClO4)2+propylene carbonate/polyanisidine type. The specific capacities of these cells were 40.68, 124.13 and 233.70 A h/kg when the m-, p-, and o-isomers were used for cathode preparation, respectively.

SALES SPECIFICATION

APPEARANCE

yellowish liquid turns brownish on exposure to air
ASSAY (BY MASS)

99.0% min

ISOMER IMPURITY 0.2% max

MELTING POINT

5 - 6 C
TRANSPORTATION
PACKING 200kgs in Drum
HAZARD CLASS 6.1
UN NO. 2431
SAFETY INFORMATION
Hazard Symbols: T, Risk Phrases: 23/24/25-45-53, Safety Phrases: 53-45