O-toluenesulfonate

Eschenmoser and co-workers have provided strong evidence that the transition state in an Sn2 reaction must be linear. Base treatment of methyl a-tosyl-o-toluenesulfonate (4) gives the o-(l-tosylethyl)benzenesulfonate ion (6). The role of... 

Amino-o-toluenesulfonic acid, a206 2-Amino-1,1,3-tricyanopropene, a267 1 -Aminotricyclo[3.3.l3 7]decane, a65 Aminouracil, al53 2-Aminovaleric acid, a248 5-Aminovaleric acid, a249 AMP, a216... 

Figure 15.3 Improved synthesis of DOTMA and related quaternary ammonium lipids a-xylene, tBuOK (3 eq), R1-CH2-O-toluenesulfonate (3 eq) or mesylate (3 eq), 140 °C, three hours. The following procedure was repeated three times (a) NaH (1 eq) in DMF one hour 20 °C, RjC Br (1 eq) 20 °C one hour (b) RrCH2-Cl, 70 °C, 48 hours (c) EtjO, pyridine, Rj -COCl, 40 hours.

Amino-5-methoxy-o-toluenesulfonic Acid Not more than 0.2%. 

Maintain the column at 180°. Set the injection port temperature to 225° and the detector to 250°. Use helium as the carrier gas with a flow rate of 30 mL/min. Adjust the instmment attenuation setting so that 2.5 jxL of the Diluted Standard Preparation containing 200 (xg/mL of each toluenesulfonamide gives a response of 40% to 80% of full-scale deflection. Record the chromatogram, note the peaks for o-toluenesulfon-amide, p-toluenesulfonamide, and the n-tricosane internal standard, and calculate the areas for each peak by suitable means. The retention times for o-toluenesulfonamide, p-toluenesulfonamide, and n-tricosane are about 5, 6, and 15 min, respectively. 

No refs to any para compd are found in the open literature. There is a 4-nitro-ethyl-o-toluenesulfonate, mp 85—86°, prepd by esterification of the free acid obtained by fuming... 

C7H803 allylsuccinic anhydride 7539-12-0 474.75 41.463 2 11020 C7H9N03S 4-amino-o-toluenesulfonic acid 133-78-8 773.15 70.660 2... 

Bromcresol Purple. 4,4 -<3H-2rI Benzoxathiob3-ylidene)bis[2-bromo 6-tnethy(phenolJ S, 5-dioxide a-(S-bro ma 4-hydroxy m tolyI) a -<3-6romo-5-mefhyi-4-oxo-2,5-cy-clohexadien-l-ylidene)-o-toluenesulfonic acid 5,5 -drbro-mo-o-cresolsulfonphthalein. C H Br-OcS mol wt 540-24. C 46.68%, H 2.99%. Br 29.59%, O 14.81%, S 5.94%. Prepd by treating o-cresol red with bromine in glacial acetic acid See refs under Bromcresol Green. 

Beilstein Handbook Reference) BCG BRN 0372527 Bromcresol green EINECS 200-972-8 NSC 7817 Phenol, 4,4 - 1,1-dioxido-3H-2,1-benz-oxathiol-3-ylidene)bis(2,6-dibromo-3-methyl- Phenol, 4,4 -(3H-2,1-benzoxathiol-3-ylidene)bis(2,6-dibromo-3-methyl-, S,S-dioxide o-Toluenesulfonic acid, o-hydroxy-, gamma-sultone Tetrabromo-m-cresolphthalein sulibne. An acid indicator pH 3.8 (yellow)-5.4 (blue-green). Red-yellow crystals mp = 218.5° Xjn = 211, 278, 338,426 nm (e 54100. 8500, 7550, 17100 MeOH), 312, 394, 620 nm (s 13300, 8520, 40100 MeOH/KOH) insoluble in H2O, soluble in organic solvents. Lancaster Synthesis Co. Mallinckrodt Inc. Sigma-Aldrich Fine Chem. 

Synonyms o-Toluenesulfonate Classification Substituted aromatic acid Empirical C7H8O3S Formula C6H4(S03H)(CH3)... 

Toluene sulfonic acid (INCI) 4-Toluenesulfonic acid Toluene-4-sulfonic acid. See p-Toluene sulfonic acid o-Toluene sulfonic acid Synonyms o-Toluenesulfonate Classification Substituted aromatic acid Empirical C7H8O3S Formula C6H4(S03H)(CH3)... 

Other Names Bromochlorophenol blue Phenol, 4,4 -(3H-2,l-benzoxathiol-3-ylidene) [2-bromo-6-chloro-, S,S-dioxide o-Toluenesulfonic acid, a,a-fci5 (3-bromo-5-chloro-4-hydroxyphenyl)-a-hydroxy-, y-sultone 3H-2,l-Benzoxathiole, phenol deriv. Bromchlorophenol blue NSC 7816 CA Index Name Phenol, 4,4 -(l,l-dioxido-3H-2,l-benzoxathiol-3-ylidene)fcw[2-bromo-6-chloro-CAS Registry Number 2553-71-1 Merck Index Number Not listed Chemical Structure... 

Identify the substituent present on the ring, and decide whether it is ortho-and para-directing or meta-directing. According to Figure 9.16, an alkyl substituent is ortho- and para-directing, so sulfonation of toluene will give primarily a mixture of o-toluenesulfonic acid and p-toluenesulfonic acid. 

One interesting feature of the sulfonation reaction with sulfuric acid is that the temperature plays a striking role in the orientation. This effect has been examined most extensively in the siJfonation of toluene and of naphthalene. In the sulfonation of toluene at 0° three isomers are produced in the following proportions o-toluenesulfonic acid, 43% m-toluenesulfonic acid, 4% p-toluenesulfonic acid, 53%. At this temperature there is only a slight preference, for para substitution over ortho substitution. In the sulfonation at 100° the yields are 13% o-toluene-sulfonic acid, 8% m-toluenesulfonic acid, and 79% p-toluenesulfonic... 

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