4-(아세틸아미노)벤젠설포닐 클로라이드
4-(아세틸아미노)벤젠설포닐클로라이드 · 4-ACETAMIDOBENZENESULFONYL CHLORIDE · ASC · NASC · Acetylsulfanilyl chloride · N-Acetylsulfanilyl c · N-ACETYLSULPHANILYL CHLORIDE · 4-ACETYLAMINO BENZENESULFONYL CHLORIDE
식별자 및 물리적 특성
| CAS No. | 121-60-8 |
|---|---|
| 분자식 | C8H8ClNO3S |
| 평균 분자량 | 233.67 g/mol |
| 단동위원소 질량 | 232.9913418 g/mol |
| SMILES | CC(=O)Nc1ccc(S(=O)(=O)Cl)cc1 |
| InChIKey | GRDXCFKBQWDAJH-UHFFFAOYSA-N |
| PubChem CID | 8481 |
| ChEMBL | CHEMBL3185390 |
| EC No. | 204-485-1 |
| DTXSID | DTXSID8026981 |
| 현지명 | 4-(아세틸아미노)벤젠설포닐 클로라이드 |
화학 및 물리적 성질
| XLogP | 1.4 |
|---|---|
| 극성 표면적 | 71.6 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 14 |
| 형식 전하 | 0 |
| 복잡도 | 301 |
| 물질 분류 | Nitrogen Compounds -> Aminobenzenesulfonic Acids |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| 냄새 | SLIGHT ODOR OF ACETIC ACID |
| Color/Form | NEEDLES FROM BENZENEPRISMS FROM BENZENE-CHLOROFORMTHICK, LIGHT TAN PRISMS FROM BENZENELIGHT TAN TO BROWNISH POWDER OR FINE CRYSTALS |
| 용해도 | VERY SOL IN ETHER, ALCOHOLSOL IN HOT CHLOROFORMSOLUBLE IN HOT BENZENEAcetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
| 녹는점 | 149 °C142-145 °C (dec.)(lit.) |
| Physical Description | Dry PowderLight tan solid[Merck Index] Off-white powder[MSDSonline] |
| Other Experimental Properties | DECOMP IN WATER |
| 끓는 점 | 426.8±28.0 °C(Predicted) |
| 밀도 | 1.2977 (rough estimate) |
| 증기압 | 0Pa at 25℃ |
| 굴절률 | 1.6300 (estimate) |
| 저장 조건 | Sealed in dry,2-8°C |
| pKa(산도 계수) | 13.75±0.70(Predicted) |
| 물리적 상태 | 입상 결정질 분말 또는 결정 |
| 색상 | 흰색~크림베이지 |
| 용해도 | 약간 용해됨 |
| Merck | 14,103 |
| BRN | 746676 |
| InChI | 1S/C8H8ClNO3S/c1-6(11)10-7-2-4-8(5-3-7)14(9,12)13/h2-5H,1H3,(H,10,11) |
| InChIKey | GRDXCFKBQWDAJH-UHFFFAOYSA-N |
| SMILES | CC(=O)Nc1ccc(cc1)S(Cl)(=O)=O |
| LogP(분배 계수) | 2.05 at 25℃ |
| NIST | P-acetamidobenzene sulfonyl chloride(121-60-8) |
| EPA | Benzenesulfonyl chloride, 4-(acetylamino)- (121-60-8) |
화학적 성질
OFF-WHITE TO SLIGHTLY GREY GRANULAR CRYST. POWDER
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 0.5% (1 of 207) of reports.DangerH314 (47.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P271, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 207 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Benzenesulfonyl chloride, 4-(acetylamino)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonyl chloride, 4-(acetylamino)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 30-06-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/56984-Acetamidobenzenesulphonyl chloride: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A skin, eye, and mucous membrane irritant[Merck Index] Causes weakness and ataxia in lethal dose studies[RTECS] Reacts with waterA corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitisExposure may cause convulsions[MSDSonline] |
| Hazard Classes and Categories | Skin Corr. 1B (47.8%) |
| Skin, Eye, and Respiratory Irritations | IRRITANT TO SKIN, EYES, & MUCOUS MEMBRANES OF NOSE & THROAT. |
| 유해 작용 | Neurotoxin - Other CNS neurotoxin |
| Human Toxicity Excerpts | IRRITANT TO SKIN, EYES, AND MUCOUS MEMBRANES OF NOSE AND THROAT. |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DB8837500 |
| 운송 번호(UN) | UN 3261 8/PG 2 |
| 독성 | LD50 oral in rat: > 3200mg/kg |
| 관세 코드 | 29242995 |
| 위험 문구(R) | 22-34-37 |
| 위험 표시 | C |
| 안전 문구(S) | 26-36/37/39-45-28B |
| 포장분류 | II |
| 위험 등급 | 8Skin Corr. 1BSTOT SE 3 |
| 기존화학 물질 | KE-00083 |
| F 고인화성물질 | 9-21 |
| 저장 분류 | 8A - Combustible corrosive hazardous materials |
| 유해 물질 데이터 | 121-60-8(Hazardous Substances Data) |
용도
용도
N-Acetylsulfanilyl chloride is usedin the preparation of sulfanilamide and its derivatives which are intermediates to produce sulfa drugs. They are used in the prevention and treatment of bacterial infections, diabetes mellitus, edema, hypertension, and gout. It is also used as a Pharma raw material. N-Acetylsulfanilyl chloride widely used in the fields of dye, medicine, mainly used for preparation of Sulfanilamide, Sulfanilylureal, Sulfatolamide, Sulphathiourea , Sulfaguanidine and Sulfacetamide and etc.
일반 설명
L-hydroxyproline has been derivatized with N-acetylsulfanilyl chloride and 5-chlorovaleric acid during the synthesis of the haptens HP1 and HP2.
제조 및 합성 방법
생산 방법
Acetanilide is introduced into stirred chlorosulfuric acid solution at 20 ℃. The solution is then heated to 55 ℃ and kept at this temperature for 1.5 h. The solution is cooled to 20 ℃ and introduced as a thin jet into water, the temperature of which is kept at 0 – 5 ℃ by external cooling. The precipitated sulfochloride is filtered and washed with cold water until neutral to Congo Red. Yield is 80 – 82%. The crude product contains about 60% water; the dried product melts at 144 – 147 ℃. About 1 – 2% of bis(acetylaminophenyl) sulfone is obtained as a byproduct. If thionyl chloride is added, less chlorosulfuric acid is needed because it can be replaced partly byoleum. The product is stable for several days if kept in a cool place. It is generally used directly in the moist state. 4-(Acetylamino)benzenesulfonyl chloride is an important intermediate in the manufacture of sulfonamides and in the synthesis of parabase ester.