Bromotrimethylsilane (HCID 76113)

Namen und Bezeichner

Bevorzugter Name: Bromotrimethylsilane
IUPAC: bromo(trimethyl)silane
Lokaler Name: Bromtrimethylsilan
Englischer Name: Bromotrimethylsilane
Summenformel: C3H9BrSi
Molmasse: 153.09

Namen und Synonyme

Bromotrimethylsilane2857-97-8TrimethylbromosilaneTrimethylsilyl bromideSilane, bromotrimethyl-tmsbrJHH5G299BXNSC-139857DTXSID1062671RefChem:121650DTXCID3037838220-672-0

Weitere Namen anzeigen

(CH3)3SiBrCT2928BromotrimethyL

bromo(trimethyl)silaneTrimethylsilicon bromideTMS bromidetrimethylsilylbromideMFCD00000048bromotrimethyl silaneTMBSC3H9BrSi

Datenbank-Bezeichner

CAS: 2857-97-8
PubChem CID: 76113
DTXSID: DTXSID1062671
UNII: JHH5G299BX
EC Number: 220-672-0
Nikkaji: J150.732J

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 0 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 0
Frei drehbare Bindungen: 0
Schwere Atome: 5
Formalladung: 0
Komplexität: 28,4

Experimentelle und physikochemische Eigenschaften

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum

Density1.16 @25 °C

Boiling Point79 °C @760 [mm Hg]

Physikochemische Eigenschaften

Schmelzpunkt: -43 °C · -43 °C
Siedepunkt: 79 °C · 79 °C(lit.)
Dichte: 1.16 g/mL · 1.16 g/mL at 25 °C(lit.)
Brechungsindex: 20 · n20/D 1.424(lit.)
Flammpunkt: 90 °F · 90 °F
storage temp.: 30 °C · Store below +30°C.
Löslichkeit: DECOMPOSES
Aggregatzustand: Liquid
Wichte: 1.1725 · 1.1725
Farbe: Clear colorless to yellow
Wasserlöslichkeit: DECOMPOSES
BRN: 1731135 · 1731135
Stabilität: Stable. Flammable. Incompatible with strong acids, strong oxidizing agents. May decompose on exposure to water or moist air.
InChI: 1S/C3H9BrSi/c1-5(2,3)4/h1-3H3
InChIKey: IYYIVELXUANFED-UHFFFAOYSA-N
SMILES: C[Si](C)(C)Br
CAS Datenbank: 2857 · 2857-97-8(CAS DataBase Reference)
NIST chemische Informationen: Bromotrimethylsilane(2857-97-8)
EPA chemische Informationen: Silane, bromotrimethyl- (2857-97-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H225 (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.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Status: Active Update: 23-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24353

Bromotrimethylsilane: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 2 (15.1%)

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

1.2 [mg/m3]

13 [mg/m3]

79 [mg/m3]

Sicherheitsdaten

F: 10-21
wgk: 3
tsca: TSCA listed
ridadr: UN 2920 8/PG 2
hs_code: 29310095
risk_code: 10-34-29-14
hazard_code: C
safety_code: 16-26-36/37/39-45-8
hazard_class: 3
packing_group: II
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 1Eye Dam. 1Flam. Liq. 2Skin Corr. 1BSTOT SE 3

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationSilane, bromotrimethyl-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenBromotrimethylsilane 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).

Darstellung · 1 Eintrag

synthetischealthough 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.