Methyl P-toluenesulfonate

Methyl P-toluenesulfonate

Khoom Taw qhia

Methyl p-toluenesulfonate Cov ntaub ntawv yooj yim
Khoom npe: Methyl p-toluenesulfonate
Synonyms: 4-methyl-benzenesulfonicacimethylester; Benzenesulfonicacid, 4-methyl-,methylester; Methyl 4-methylbenzenesulfonate; Methyl ester ntawm 4-methylbenzenesulfonic acid; Methyl para-toluenesulfonate; methyl-toluenesulfonate; -Toluolsulfonsaeure methyl ester; p-toluolsulfonsaeuremethylester
CAS: 80-48-8
MF: C8H10O3S
MW: 186.23
EINECS: 201-283-5
Khoom Categories: Tsev Blocks; Chemical Synthesis; Organic Building Blocks; Sulfur Compounds; Organic Building Blocks; Sulfur Compounds; Tosylates; bc0001;80-48-8
Mol File: 80-48-8.mol
Methyl p-toluenesulfonate Structure
 
Methyl p-toluenesulfonate tshuaj muaj zog
Melting point 25-28 degree (lit.)
Boiling point 144-145 degree 5 mm Hg (lit.)
ceev 1.234 g / mL ntawm 25 degree (lit.)
vapor ceev 6.45 (vs huab cua)
vapor siab 1 hli Hg (20 degree)
Refractive Index n20/D 1.5172 (lit.)
Fp >230 degree F
cia temp. 2-8 degree
solubility Chloroform (me ntsis), Methanol (me ntsis)
daim ntawv Kua los yog Tsawg Melting Khoom
xim Dawb rau daj
Dej Solubility Insoluble
rhiab heev Moisture Sensitive
BRN 609209
LogP 1.88 ntawm 25 degree
CAS DataBase Reference 80-48-8(CAS DataBase Reference)
NIST Chemistry Reference Benzenesulfonic acid, 4-methyl-, methyl ester (80-48-8)
EPA Tshuaj Registry System Benzenesulfonic acid, 4-methyl-, methyl ester (80-48-8)
 
Cov ntaub ntawv kev nyab xeeb
Hazard Codes C, Xn
Risk Statements 22-34-43-40-36/37/38
Cov lus hais txog kev nyab xeeb 26-36/37/39-45-24
RIDADR UN 3261 8/PG 2
WGK Germany 3
RTECS XT700000
F 21
Autoignition Kub 896 degree F
TSCA Yog lawm
HazardClass 8
PackingGroup III
HS Code 29051900
Cov Ntaub Ntawv Muaj Xwm Ceev 80-48-8(Cov ntaub ntawv muaj phom sij)
Toxicity LD50 qhov ncauj hauv Luav: 341 mg / kg
 
MSDS Cov Ntaub Ntawv
Tus kws kho mob Lus
Methyl p-tosylate Lus Askiv
SigmaAldrich Lus Askiv
ACROS Lus Askiv
ALFA Lus Askiv
 
Methyl p-toluenesulfonate Kev siv thiab kev sib xyaw ua ke
Chemical Properties dawb mus rau me ntsis daj tsawg melting khoom. Soluble hauv cawv, ether, benzene, insoluble hauv dej. Hygroscopic.
Siv Methyl p-Toluenesulfonate tuaj yeem siv rau hauv kev tsim cov dyes thiab organic synthesis, thiab tseem yog cov khoom siv raw ntawm methylation.
Siv Methyl p-toluenesulfonate yog siv los ua tus neeg sawv cev methylating hauv cov organic synthesis. Nws ua raws li ib tug catalyst rau alkyd resins. Nws kuj tseem ua haujlwm hauv kev xaiv 1- hloov cov tshuaj tiv thaiv ntawm tetrazole. Tsis tas li ntawd, nws yog siv nyob rau hauv kev npaj ntawm dyes.
Kev npaj Methyl p-toluenesulfonate tau tsim los ntawm cov tshuaj tiv thaiv ntawm p-toluenesulfonyl chloride nrog methanol. Sib tov p-toluenesulfonyl chloride thiab methanol, maj mam ntxiv 25% sodium hydroxide tov, tswj qhov kub hauv qab 25 degree, tsis txhob ntxiv alkali thaum pH yog 9, txuas ntxiv stirring rau 2 teev, thiab tawm hauv hmo ntuj. Cov txheej txheem qis ntawm reactant raug coj mus, txheej sab saud tau muab rho tawm nrog benzene, cov extract tau zoo nrog benzene thiab tom qab ntawd ua ke nrog cov txheej txheem qis, ntxuav nrog dej thiab 5% potassium carbonate tov nyob rau hauv lem, qhuav thiab distilled nyob rau hauv lub siab txo kom tau. Cov khoom tiav ntawm methyl p-toluenesulfonate.
Synthesis Reference (cov) Chemical and Pharmaceutical Bulletin, 29, p. 623, 1981 ibDOI:10.1248/pb.29.623
Synthetic Communications, 15, p. 1057, 1985 ibDOI: 10.1080/00397918508076842
Kev piav qhia dav dav Methylp-toluenesulfonate yog sulfonate ester tam sim no raws li muaj peev xwm genotoxic impurity nyob rau hauv cov tshuaj yeeb tshuaj. Kinetics ntawm cov tshuaj tiv thaiv methylp-toluenesulfonate nrogN,N-dimethylaniline tau tshawb xyuas. Nws koom nrog kev xaiv 1- hloov cov tshuaj tiv thaiv ntawm tetrazole.
Hazard Toxic los ntawm kev noj thiab nqus pa, muaj zog rau daim tawv nqaij thiab qhov muag.
Kev ruaj ntseg Profile Tshuaj lom los ntawm kev noj tshuaj thiab subcutaneous txoj kev. Qhov muag thiab tawv tawv heev irritant. Ib tug vesicant thiab daim tawv nqaij sensitizer. Cov lus nug carcinogen nrog cov ntaub ntawv sim tumorigenic. Thaum rhuab mus rau decomposition nws emits cov pa phem ntawm SOx.
Txoj Kev Purification Cov ester yog purified los ntawm distillation hauv vacuo thiab tuaj yeem crystallized los ntawm tsiaj ether lossis Et2O / tsiaj ether ntawm qhov kub thiab txias. Nws yog ib qho muaj zog methylating tus neeg sawv cev, yog TOXIC thiab yog cov tawv nqaij khaus, yog li nws yog qhov zoo dua los ntxuav nws los ntawm kev rov ua dua. [IR: Schreiber Anal Chem 21 1168 1949, Buehler et al. J Org Chem 2 167 1937, Roos et al. Org Synth Coll Vol I 145 1948, Beilstein 11 IV 247.]
 
Methyl p-toluenesulfonate Kev npaj cov khoom thiab cov ntaub ntawv raw
Cov khoom nyoos Tosyl chloride-->4-methylbenzenediazonium tetrafluoroborate-->Tetrabutylammonium 4-toluenesulfonate-->[Hydroxy(tosyloxy)iodo]benzene-->4-Toluenesulfonyl bromide-->2,2,2-TRIFLUOROETHYL METHYL ETHER-->DIMETHYLZINC-->Tom ntej: Trimethyl Orthoacetate
Cov khoom npaj 1,3,3-Trimethyl-2-methyleneindoline-->5-BROMO-1,2-DIMETHYL-1H-IMIDAZOLE-->2,5-diphenylthiazole-->3,5-Bis(2-cyanoprop-2-yl)toluene-->1-methyl-4-[(4-methylphenyl)sulfonyloxymethoxysulfonyl]benzene-->2-NONYNE-->METHYL FLUORIDE-->METHYL 3,5-DIMETHYLBENZOATE-->2-CHLORO-1-METHYLPYRIDINIUM P-TOLUENESULFONATE-->ETHYL METHYL ETHER-->3,6-diamino-2,7,10-trimethylacridinium chloride-->Basic Orange 5

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