브로모트리메틸실란
브로모트리메틸실란 · 브로모메틸실란 · 트라이메틸브로모실레인 · TMSBR · TRIMETHYLSILYL BROMIDE · TRIMETHYLBROMOSILANE · TMBS · (CH3)3SiBr
식별자 및 물리적 특성
| CAS No. | 2857-97-8 |
|---|---|
| 분자식 | C3H9BrSi |
| 평균 분자량 | 153.09 g/mol |
| 단동위원소 질량 | 151.96568892 g/mol |
| SMILES | C[Si](C)(C)Br |
| InChIKey | IYYIVELXUANFED-UHFFFAOYSA-N |
| PubChem CID | 76113 |
| EC No. | 220-672-0 |
| DTXSID | DTXSID1062671 |
| 현지명 | 브로모트리메틸실란 |
화학 및 물리적 성질
| 극성 표면적 | 0 |
|---|---|
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 5 |
| 형식 전하 | 0 |
| 복잡도 | 28.4 |
| SpringerMaterials Properties | 29Si nuclear magnetic resonance spectrum |
| 밀도 | 1.16 @25 °C1.16 g/mL at 25 °C(lit.) |
| 끓는 점 | 79 °C @760 [mm Hg]79 °C(lit.) |
| 녹는점 | -43 °C |
| 굴절률 | n20/D 1.424(lit.) |
| 인화점 | 90 °F |
| 저장 조건 | Store below +30°C. |
| 용해도 | 물에서 분해되다 |
| 물리적 상태 | 액체 |
| 비중 | 1.1725 |
| 색상 | 무색~황색으로 투명함 |
| 용해도 | 물에서 분해되다 |
| BRN | 1731135 |
| 안정성 | 안정적인. 가연성. 강산, 강산화제와 호환되지 않습니다. 물이나 습한 공기에 노출되면 분해될 수 있습니다. |
| InChI | 1S/C3H9BrSi/c1-5(2,3)4/h1-3H3 |
| InChIKey | IYYIVELXUANFED-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)Br |
| NIST | Bromotrimethylsilane(2857-97-8) |
| EPA | Silane, bromotrimethyl- (2857-97-8) |
화학적 성질
Clear yellow liquid
안전 및 규제
| GHS 분류 | DangerH225 (15.1%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 53 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 23-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24353Bromotrimethylsilane: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Flam. Liq. 2 (15.1%) |
| Protective Action Criteria (PAC) | 1.2 [mg/m3]13 [mg/m3]79 [mg/m3] |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| 운송 번호(UN) | UN 2920 8/PG 2 |
| 관세 코드 | 29310095 |
| 위험 문구(R) | 10-34-29-14 |
| 위험 표시 | C |
| 안전 문구(S) | 16-26-36/37/39-45-8 |
| 포장분류 | II |
| 위험 등급 | 3Aquatic Acute 1Aquatic Chronic 1Eye Dam. 1Flam. Liq. 2Skin Corr. 1BSTOT SE 3 |
| F 고인화성물질 | 10-21 |
| 저장 분류 | 3 - Flammable liquids |
| 함량 및 규제정보 | 물질구분: 유독물질혼합물(제품)함량정보: 브로모트리메틸실란[Bromotrimethylsilane2857-97-8] 및 이를 5% 이상 함유한 혼합물 |
| 유해화학물질 필터링 | 2020-1-960(신규화학물질) |
용도
용도
Bromotrimethylsilane is a mild and selective reagent for cleavage of lactones, epoxides, acetals, phosphonate esters and certain ethers; effective reagent for formation of silyl enol ethers; can function as brominating agent.Amines react with TMS-Br to form isolable adducts, which react readily with ketones to form enamines under mild conditions (eq 15).
일반 설명
Bromotrimethylsilane is used with Cl3 to catalyze the direct allylation of a variety of alcohols with allyltrimethylsilane.
제조 및 합성 방법
제조 방법
although many methods are reported, only a few are provided here: chlorotrimethylsilane undergoes halogen exchange with either magnesium bromide in Et2O or sodium bromide in MeCN, which allows in situ reagent formation (eq 1); alternatively, hexamethyldisilane reacts with bromine in benzene solution or neat, to afford only TMS-Br with no byproducts (eq 2).4 TMS-Br may also be generated by reaction of hexamethyldisiloxane and aluminum bromide (eq 3).However, it should be noted that the reactivity of in situ generated reagent appears to depend upon the method of preparation.