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Tsev / Khoom/ Organic Chemistry / Hydrocarbons thiab Derivatives
Benzenesulfonyl Chloride

Benzenesulfonyl Chloride

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Benzenesulfonyl chloride Cov ntaub ntawv yooj yim
Khoom npe: Benzenesulfonyl chloride hmoov
Synonyms: Benzenesulphochloride; BENZENESULFONYL CHLORIDE FOR SYNTHESIS; Benzenesulfonyl chloride rau HPLC derivatization; Benzenesulfonyl Chloride , 99 6%
CAS: 98-09-9
MF: C6H5ClO2S
MW: 176.62
EINECS: 202-636-6
Khoom Categories: Tsev Blocks; Chemical Synthesis; Sulfonyl Halides; Organic Building Blocks; Sulfonyl Halides; Sulfur Compounds; Sulfonyl HalidesDerivatization Reagents; Derivatization Reagents HPLC; Organic Building Blocks; Sulfur Compounds; UV-VIS; AB, Puriss pa; Kev tshuaj xyuas dav dav; pa; Pharmaceutical Intermediates; Organics
Mol File: 98-09-9.mol
Benzenesulfonyl chloride Structure
 
Benzenesulfonyl chloride Cov Khoom Siv Tshuaj
Melting point 13-15 degree (lit.)
Boiling point 251-252 degree (lit.)
ceev 1.384 g / mL ntawm 25 degree (lit.)
vapor siab 0.04 hli Hg (20 degree)
Refractive Index n20 / D 1.551 (lit.)
Fp >230 degree F
cia temp. Khaws hauv qab +30 degree .
solubility cawv: soluble
daim ntawv Ua kua
xim Ntshiab
Dej Solubility tuaj yeem decompose
rhiab heev Moisture Sensitive
Merck 14,1072
BRN 606926
Kev ruaj ntseg: ruaj khov. Tsis sib haum nrog dej, muaj zog oxidizing tus neeg sawv cev, muaj zog hauv paus, methyl formamide, dimethyl sulfoxide.
LogP 3.39 ntawm 23 degree
CAS DataBase Reference 98-09-9(CAS DataBase Reference)
NIST Chemistry Reference Benzenesulfonyl chloride ({0}})
EPA Tshuaj Registry System Benzenesulfonyl chloride ({0}})
 
Cov ntaub ntawv kev nyab xeeb
Hazard Codes C
Risk Statements 20/22-34-42/43-29-22
Cov lus hais txog kev nyab xeeb 23-26-36/37/39-45
RIDADR UN 2225 8/PG 3
WGK Germany 1
RTECS wb 8750000
F 21
TSCA Yog lawm
HazardClass 8
PackingGroup III
HS Code 29049090
Cov Ntaub Ntawv Muaj Xwm Ceev 98-09-9(Cov ntaub ntawv muaj phom sij)
Toxicity LD50 orl-rat: 1960 mg/kg MEPAAX 20,513,69
 
MSDS Cov Ntaub Ntawv
Tus kws kho mob Lus
SigmaAldrich Lus Askiv
ACROS Lus Askiv
ALFA Lus Askiv
 
Benzenesulfonyl chloride Siv Thiab Synthesis
Kev piav qhia Benzenesulfonyl chloride yog cov tsis muaj xim oilyliquid nrog cov ntxhiab tsw. Molecular hnyav= 176.6; Lub ntiajteb txawj nqus tshwj xeeb= 1.3842 ntawm 15 degree ; Boilingpoint=251- 252 degree (decomposes); Txias / Meltingpoint=15 degree ; Vapor siab=1 mmHg ntawm 20 degree ; Relativevapor ntom ntom (cua=1)=6.12; Flash point =130 degree ; Autoignition point=460 degree . Kev txheeb xyuas qhov phom sij (raws li NFPA-704 M Rating System): Health 3, Flammability 1,Reactivity 1. Soluble hauv dej.
Chemical Properties Benzenesulfonyl chloride yog cov tsis muaj xim oily kua nrog ib tug pungent tsw. Insoluble hauv dej, soluble hauv ethanol thiab ether. Muaj peev xwm hnov ​​​​mob nrog ammonia, amine thiab cawv los tsim benzenesulfonamide thiab benzene sulfonate feem. Nws yog tshuaj lom, irritates ntawm daim tawv nqaij, qhov muag thiab mucous daim nyias nyias, corrosive, thiab tuaj yeem ua rau kub hnyiab. Qhov ncauj LD50 1960mg/kg hauv nas.
Siv Intermediates ntawm Liquid Crystals
Siv Benzenesulfonyl chloride reacts nrog Grignard reagents los tsim oxindoles los ntawm N-unsubstituted indoles. Nws yog dav siv los xyuas qhov kev ntsuam xyuas ntawm thiamine hauv cov khoom noj sib txawv. Nws koom nrog hauv kev sib txuas ntawm alpha-disulfones, sulfonamides thiab sulfoante esters ua ntej. Nws yog derivatization reagent rau kev txiav txim siab ntawm ntau yam amines hauv cov dej khib nyiab thiab cov dej saum npoo av ntawm qib ppb los ntawm cov roj chromatography-mass spectrometry. Nws yog ib qho reagent siv nyob rau hauv Hinsberg xeem rau kev kuaj xyuas thiab paub qhov txawv ntawm hom amines ua thawj, theem nrab thiab qib amines.
Siv Benzenesulfonyl chloride tuaj yeem siv rau hauv thiamine assay rau kev txiav txim siab ntawm thiamine hauv cov khoom noj sib txawv.
Txoj kev tsim khoom Txoj kev yooj yim tshaj plaws rau kev tsim cov benzenesulfonyl chlorides yog chlorosulfonation cov tshuaj tiv thaiv ntawm benzene lossis hloov benzene nrog chlorosulfuric acid. Sulfonation thiab tsim ntawm sulfonyl chlo-ridine tshwm sim nyob rau hauv ib theem zuj zus:
Ar-H+Cl-SO3H → ArSO3H + HCl
ArSO3H+Cl-SO3H=ArSO2Cl + H2YOG4
Sulfone yog tsim nyob rau hauv ib sab cov tshuaj tiv thaiv ntawm chlorosulfonation. Tus nqi ntawm sulfone tsim tuaj yeem raug txo los ntawm diluting nrog cov kuab tshuaj, los ntawm kev siv ntau tshaj ntawm chlorosulfuric acid, los yog ntxiv sulfone-inhibiting tshuaj, xws li alkali hlau thiab ammonium ntsev, acetic acid, phosphoric acid, dimethylformamide, los yog amidosulfuric acid. .
Rau kev lag luam chlorosulfonation cov chlorosulfuric acid yog nkag mus rau hauv cam khwb cia hlau los yog enameled steel hlab thiab 10 - 25 mol% ntawm aromatic compound yog stirred nyob rau ntawm 25 - 30 degree, whereupon sulfonation ntawm aromatic compound thiab HCl tsim tshwm sim. Kev tsim ntawm sulfonyl chloride yog pib los ntawm cua sov cov reactants rau 50 - 80 degree. Cov tshuaj tiv thaiv yog exothermic. Cov sulfonyl chloride yog cais los ntawm kev tso cov tshuaj tiv thaiv rau hauv dej thiab ua kom txias ib txhij. Tshaj chlorosulfuric acid yog decomposed, thiab sulfonyl chloride yog precipitates los yog cais raws li ib tug organic kua theem. Qhov zoo ntawm chlorosulfuric acid cuam tshuam rau kev tawm los.
Lwm cov tshuaj chlorinating, xws li phosgene, thionyl chloride, sulfuryl chloride, lossis phosphorus pentachloride, tuaj yeem siv los hloov chlorosulfuricacid. Thaum siv thionyl chloride, sulfonyl chloride yog tau los ntawm sulfonic acid nyob rau hauv high yield thiab tsis tsim ntawm sulfuric acid.
Kev piav qhia dav dav Cov khoom tsis muaj xim rau me ntsis daj uas melts ntawm kwv yees li 40 degree F. Ua rau khaus khaus heev rau ntawm daim tawv nqaij, qhov muag thiab cov mucous membranes. Tej zaum yuav tawm cov pa phem thaum rhuab mus rau qhov kub thiab txias. Siv los ua dyes thiab lwm yam tshuaj.
Cua & Dej Reactions Insoluble thiab ruaj khov hauv dej txias [Merck]. Decomposes hauv dej kub los tsim corrosive thiab tshuaj lom hydrochloric acid thiab benzenesulfonic acid. Tus nqi ntawm cov tshuaj tiv thaiv txo qis thaum kub txo.
Reactivity Profile Benzenesulfonyl chloride yog incompatible nrog muaj zog oxidizing tus neeg saib xyuas thiab hauv paus, nrog rau amines. Corrodes hlau nyob rau hauv lub xub ntiag ntawm dej vim qeeb tsim ntawm hydrochloric acid thiab benzenesulfonic acid [USCG, 1999]. Tej zaum yuav hnov ​​​​mob hnyav lossis tawg yog tias sib xyaw nrog diisopropyl ether lossis lwm yam ethers nyob rau hauv muaj cov kab ntau ntawm cov ntsev hlau [J. Haz. Mav., 1981, 4, 291].
Health Hazard Tej zaum yuav ua rau tuag taus yog tias nqus tau, nqos lossis nqus los ntawm daim tawv nqaij. Kev sib cuag yuav ua rau tawv nqaij thiab qhov muag kub hnyiab. Irritating rau qhov muag, tawv nqaij thiab mucous daim nyias nyias. NYEEM: Tej zaum yuav ua rau mob plab thiab ntuav.
Kev ruaj ntseg Profile Tshuaj lom los ntawm txoj kev intraperitoneal. Adangerous cia txaus ntshai. Nws tuaj yeem tawg hauv lub raj mis kaw. Cov tshuaj tiv thaiv tawg nrog dimethyl sulfoxide. Reactsvigorously nrog methyl formamide. Thaum rhuab todecomposition nws emits cov pa phem ntawm Cl-thiab SO
Ntxim yuav nphav raug Nws yog siv los ua tshuaj nruab nrab rau benzenesulfonamides, thiophenol, glybuzole (hypoglycemic agent), N-2-chloroehtylamides, benzonitrile; rau nws cov esters-pab tau li tshuaj tua kab, thiab miticides.
Kev pab thawj zaug Yog hais tias cov tshuaj no nkag mus rau hauv lub qhov muag, tshem tawm ib qho kev sib cuag lo ntsiab muag ib zaug thiab irrigate tam sim ntawd rau tsawg kawg yog 15 feeb, qee zaus nqa lub hau sab sauv thiab qis dua. Nrhiav kev kho mob tam sim ntawd. Yog tias cov tshuaj no kis rau ntawm daim tawv nqaij, tshem tawm cov khaub ncaws tsis huv thiab ntxuav tam sim nrog xab npum thiab dej. Nrhiav kev kho mob tam sim ntawd. Yog tias cov tshuaj no tau nqus tau lawm, tshem tawm ntawm qhov raug, pib ua pa cawm siav (siv kev ceev faj thoob ntiaj teb, suav nrog daim npog qhov ncauj resuscitation) yog tias ua pa tau nres thiab CPR yog tias lub plawv nres. Hloov tam sim ntawd mus rau qhov chaw kho mob. Thaum cov tshuaj no tau nqos lawm, mus ntsib kws kho mob. Tsis txhob ua rau ntuav. Kev soj ntsuam kev kho mob tau pom zoo rau 24- 48 teev tom qab ua pa ntau dhau, vim tias mob ntsws edema yuav qeeb. Raws li kev pab thawj zaug rau pulmonary edema, kws kho mob lossis kws kho mob tau tso cai yuav txiav txim siab siv tshuaj corticosteroid.
khaws cia Xim Code-Blue: Health Hazard/Poison: Khaws rau hauv qhov chaw muaj tshuaj lom. Khaws rau hauv cov thawv kaw nruj nreem nyob rau hauv qhov chaw txias, zoo-ventilated. Cov thawv hlau uas cuam tshuam txog kev hloov ntawm cov tshuaj no yuav tsum tau muab tso rau hauv av thiab sib txuas. Nruas yuav tsum tau nruab nrog tus kheej-kaw li qub, lub tshuab nqus tsev bungs, thiab nplaim taws ntes. Siv cov cuab yeej thiab cov cuab yeej uas tsis muaj teeb meem, tshwj xeeb tshaj yog thaum qhib thiab kaw cov ntim ntawm cov tshuaj no. Qhov chaw ntawm qhov hluav taws kub, xws li haus luam yeeb thiab qhib nplaim taws, yog txwv tsis pub nyob qhov twg cov tshuaj no siv, tuav, los yog khaws cia nyob rau hauv ib tug yam ntxwv uas yuav tsim ib tug muaj peev xwm hluav taws kub los yog tawg txaus ntshai.
Kev xa khoom UN2225 Benzene sulfonyl chloride, Hazard chav kawm: 8; Cov ntawv lo: 8-Cov khoom siv corrosive.
Txoj Kev Purification Distil sulfonyl chloride, tom qab ntawd kho nws nrog 3mole % txhua ntawm toluene thiab AlCl3, thiab cia nws sawv hmo ntuj. Cov sulfonyl chloride yog distilled tawm ntawm 1 hli siab thiab ces ua tib zoo fractionally distilled ntawm 10 hli nyob rau hauv ib tug tag nrho-iav kem. [Adams & Marvel Org Synth Coll Vol I 84 1941, Jensen & Brown J Am Chem Soc 80 4042 1958, Beilstein 11 IV 49.] Nws yog TOXIC.
Kev tsis sib haum xeeb Cov tshuaj tiv thaiv hnyav nrog cov muaj zog oxidizers, dimethyl sulfoxide, thiab methyl formamide. Nws yog heev reactive nrog bases thiab ntau cov organic tebchaw. Incompatible nrog ammonia, aliphatic amines. Kev sib cuag dej ua rau hydrochloric thiab chlorosulfonic acids. Aqueous daws ntawm cov tshuaj no yog cov muaj zog acids uas muaj zog heev nrog cov hauv paus. Attacks hlau nyob rau hauv muaj dej noo.
 
Benzenesulfonyl chloride Kev Npaj Khoom Thiab Cov Khoom Siv
Cov khoom nyoos Benzene-->Chlorosulfonic acid
Cov khoom npaj Tosyl chloride-->2-Methyl-4-nitroaniline-->4-Methyl-2-nitroaniline-->Thiophenol-->(Trifluoromethyl)trimethylsilane-->Leuprorelin-->2-(2,3-DIHYDRO-1BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ETHANAMINE-->Permanent Violet RL-->2-(2,3-DIHYDRO-1-BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ACETONITRILE-->BENZENESULFINIC ACID SODIUM SALT-->Benzenesulfonamide-->Sulfaquinoxaline-->2,5-Dichloropyridine-->2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE-->BENZENETHIONOSULFONIC ACID, SODIUM SALT-->Sulfasalazine-->Edifenphos-->dimethyl p-octadecyl phenylsulfonyl amino propyl ammoium propylsulfonate-->1-(PHENYLSULFONYL)-1H-INDOLE-2-CARBALDEHYDE-->2,4-Dichloro-5-sulfamoylbenzoic acid-->Acid Yellow 79-->Azoic Diazo Component 34-->2-Methyl-3-nitroaniline-->16alpha,17-epoxypregna-4,9(11)-diene-3,20-dione-->Benzenesulfonyl hydrazide-->Benzenesulfonylazide-->17-hydroxypregna-4,9(11)-diene-3,20-dione-->Dibenzenesulfonimide

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