o-TOLUENE SULFONAMIDE

PRODUCT IDENTIFICATION

CAS NO. 88-19-7

o-TOLUENESULFONAMIDE

EINECS NO. 201-808-8
FORMULA CH3C6H4SO2NH2
MOL WT. 171.21
H.S. CODE 2935.00.
TOXICITY  
SYNONYMS o-Methylbenzenesulfonamide; OTS; Oxyurea;
Toluene-2-sulfonamide; 2-Methylbenzenesulfonamide; Onco-carbide; ortho-Toluenesulfonamide; 2-toluenesulfonamide; 2-Tolylsulfonamide; Methyl-2-benzenesulfonamide; o-Toluenesulphonamide; ortho-Toluol-sulfonamid (German); Toluene-2-sulfonamide; Toluene-2-sulphonamide;
RAW MATERIALS
 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white to off-white crystalline powder

MELTING POINT 156 - 158 C
BOILING POINT 214 C
SPECIFIC GRAVITY  
SOLUBILITY IN WATER 1620 mg/l
AUTOIGNITION  
pH  
VAPOR DENSITY  
NFPA RATINGS  

REFRACTIVE INDEX

 
FLASH POINT

178 C

STABILITY Stable under ordinary conditions. Oxidizes in light

APPLICATIONS

Sulfonic acid is a compound with general formula RSO2OH, where R is an aliphatic or aromatic hydrocarbon. It is a derivative of sulfuric acid (HOSO2OH) where an OH has been replaced by a carbon group or a compound where a hydrogen atom has been replaced by treatment with sulfuric acid; for example, benzene is converted to benzenesulfonic acid (water-soluble). Sulfonic acid has a sulfur atom bonded to a carbon atom of a hydrocarbon and bonded also to three oxygen atoms, one of which has been attached to a hydrogen atom. Sulfonic acid is acidic due to the hydrogen atom, stronger than a carboxylic acid. Sulfonic acid is one of the most important organo sulfur compounds in organic synthesis. Sulfonic acids are used as catalysts in esterification, alkylation and condensation reactions. Sulfonates are salts or esters of sulfonic acid. Sulfonic salts are soluble in water. Sulfonic acid and its salts present in organic dyes provide useful function of water solubility and or improve the washfastness of dyes due to their capabiltity of binding more tightly to the fabric. They are widely used in the detergent industry. Alkylbenzene sulfonic acid is the largest-volume synthetic surfactant because of its relatively low cost, good performance, the fact that it can be dried to a stable powder and the biodegradable environmental friendliness. Sulfonate cleaners do not form an insoluble precipitates in hard water. Sulfonic acid salts and esters are intermediates widely used in organic synthesis and particularly phenolic compounds and cation exchange resins. They are synthetic intermediates for a number of biologically active compounds and pharmaceutical candidates such as sulfa drugs.

Amide is a group of organic chemicals with the general formula RCO-NH2 in which a carbon atom is attached to oxygen in solid bond and also attached to an hydroxyl group, where 'R' groups range from hydrogen to various linear and ring structures or a compound with a metal replacing hydrogen in ammonia such as sodium amide, NaNH2. Amides are divided into subclasses according to the number of substituents on nitrogen. The primary amide is formed from by replacement of the carboxylic hydroxyl group by the NH2, amino group. An example is acetamide (acetic acid + amide). Amide is obtained by reaction of an acid chloride, acid anhydride, or ester with an amine. Amides are named with adding '-ic acid' or '-oic acid' from the name of the parent carboxylic acid and replacing it with the suffix 'amide'. Amide can be formed from ammonia (NH3). The secondary and tertiary amides are the compounds which one or both hydrogens in primary amides are replaced by other groups. The names of secondary and tertiary amides are denoted by the replaced groups with the prefix capital N (meaning nitrogen) prior to the names of parent amides. Low molecular weight amides are soluble in water due to the formation of hydrogen bonds. primary amides have higher melting and boiling points than secondary and tertiary amides. Anilide is an amide derived from aniline by substitution of an acyl group for the hydrogen of NH2. Acetanilide is from acetic acid and aniline. Acetanilide is an odourless, white flake solid or crystalline powder (pure form); soluble in hot water alcohol, ether, chloroform, acetone, glycerol, and benzene;; melting point 114 C and boiling point 304 C; can undergo self-ignite at 545 C, but is otherwise stable under most conditions. Acetanilide which can be obtained by acetylation of aniline undergoes nitration at low temperature and yields highly the para-nitro products. Acetyl group can then be removed by acid-catalyzed hydrolysis to yield para-nitroaniline. Although the activating affection of the amino group can be reduced, the acetyl derivative remains an ortho/para-orientation and activating substituent. Examples of aromatic anilide are benzanilide, C6H5NHCOC6H5 or Carbanilide (N,N'-diphenylcarbamide). Some structural amides are;

  • Acetamides
  • Acrylamides
  • Anilides
  • Benzamides
  • Naphthylamides
  • Formamides
  • Lactams
  • Salicylamides
  • Sulfonamides
  • Thioamides
  • Fatty amides

An amide is hydrolyzed to yield an amine and a carboxylic acid under strong acidic conditions. The reverse of this process resulting in the loss of water to link amino acids is wide in nature to form proteins, the principal constituents of the protoplasm of all cells. Sulfonamides are analogs of amides in which the atom attached to oxygen in solid bond is sulfur rather than carbon. Polyamide is a polymer containing repeated amide groups such as various kinds of nylon and polyacrylamides.

o-Toluenesulfonamide has been the parent material for the production of saccharin. In the phase of either solid or liquid, large amount of toluenesulfonamide class substances including the mixtures of N-ethyl-o/p-toluene sulfonamides, N-methyl-o/p-toluene sulfonamides and o/p-toluene sulfonamides are used as flow-promoting agents for paints, adhesives, nitrocellulose, coating materials and as plasticizers for polyamides and other thermosetting resins to increase flexibility. They promote the resistance to oils, greases, and solvents. They are used as antistatic agents and as gloss enhancers in plastic film preparations. They are used as basic material of electroplating solutions. Toluenesulfonamides, or derivatives thereof, are used as intermediate for a number of organic synthesis for the field of pharmaceuticals, pesticides, dyes, pigments, fluorescent brighteners, resins, and other organic target compound preparations. P-toluenesulphonamide is used as the precursor of nitrogen-containing crown ethers as designated for the 1,7-dioxa-4,10-diazacyclododecane ring system. Use of p-toluenesulphonamide as a derivative of ammonia activated to alkylation by alkyl halides is exemplified by the synthesis of N-tosyl-2,3-dihydroisoindole from o-xylylene dibromide. Toluenesulfonate esters are useful for the application as alkylating agents in organic synthesis.
SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder

ASSAY

99.0% min

WATER

0.2% max

ASH

0.1% max

MELTING POINT

155 ± 1 C

TRANSPORTATION
PACKING

25kg in Bag

HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 36-40, Safety Phrases: 26