2-Brom-2-methylpropionylbromid

2-Bromo-2-methylpropionyl bromide

HCID 88685CAS 20769-85-1

Grundinformationen

Standard-SMILES
CC(C)(Br)C(=O)Br
InChIKey
YOCIJWAHRAJQFT-UHFFFAOYSA-N
Summenformel
C4H6Br2O
Durchschnittliche Molmasse
229,9 g/mol
Monoisotopische Masse
227,87853901

Namen und Bezeichner

Bevorzugter Name
2-Bromo-2-methylpropionyl bromide
IUPAC
2-bromo-2-methylpropanoyl bromide
Lokaler Name
2-Brom-2-methylpropionylbromid
Englischer Name
2-Bromoisobutyryl Bromide
Summenformel
C4H6Br2O
Molmasse
229.9

Namen und Synonyme

2-Bromo-2-methylpropionyl bromide20769-85-12-Bromoisobutyryl bromide2-Bromo-2-methylpropanoyl bromidePropanoyl bromide, 2-bromo-2-methyl-alpha-Bromoisobutyryl bromidebromoisobutyryl bromide.alpha.-Bromoisobutyryl bromide627F9N9DYA2-bromoisobutyric bromidebromodimethylacetyl bromideEINECS 244-017-3
Weitere Namen anzeigen
BIBBα-Bromoisobutyryl bromideα-Bromoisobutyryl bromideA-BROMOISOBUTYRYL BROMIDE2-Bromoisobutyric acid bromide2-Bromo-2-methyl2-broMoisobutylyl broMide
2-bromoisobutanoyl bromideAI3-28200DTXSID7045077EC 244-017-3PROPIONYL BROMIDE, 2-BROMO-2-METHYL-2bromoisobutyryl bromideRefChem:466170DTXCID5025077

Datenbank-Bezeichner

CAS
20769-85-1
PubChem CID
88685
DTXSID
DTXSID7045077
UNII
627F9N9DYA
EC Number
244-017-3
Nikkaji
J93.725H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,2
Polarare Oberfläche (TPSA)
17,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
1
Schwere Atome
7

Experimentelle und physikochemische Eigenschaften

Chemical ClassesToxic Gases & Vapors -> Acid Halides
SpringerMaterials PropertiesChemical shift
Physical DescriptionColorless liquid with an acrid odor; [Alfa Aesar MSDS]

Physikochemische Eigenschaften

Siedepunkt
162 · 162-164 °C(lit.)
Dichte
1.86 g/mL · 1.86 g/mL at 20 °C
Brechungsindex
20 · n20/D 1.507(lit.)
Flammpunkt
110 °C · >110°C
storage temp.
30 °C · Store below +30°C.
Löslichkeit
Miscible with acetone and carbon disulfide.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (86.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 20-12-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/13206
Hazards Summary · 1 Eintrag

Causes burns; May cause skin sensitization; Harmful by ingestion; Possible human mutagen; [ECHA REACH Registrations] Corrosive to rabbit skin; 95% sensitization rate in guinea pig maximization study; [EPA - TSCATS] Reacts violently with water; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (86.3%)

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 3265 8/PG 2
hs_code
29159080
risk_code
22-34
hazard_code
C

Chemie und Industrie

Verwendung und Herstellung

UsesUsed to make fine and large scale chemicals; [ECHA REACH Registrations]
General Manufacturing InformationPropanoyl bromide, 2-bromo-2-methyl-: ACTIVE
Anwendungen · 1 Eintrag

Verwenden2-Bromoisobutyryl bromide is used to prepare N-protected halodienamide, which provides four- and five-membered lactams in the presence of copper(I) and a tertiary amine. Further, it is used as atom transfer radical polymerization(ATRP) initiator for functionalization of hydroxyl groups present on the surface of graphene oxide. It is also used in preparation of polycaprolactone macroinitiators through reaction with oligomeric caprolactone diol and mesoporous silica nanoparticles with ATRP initiator anchored on the exterior surface.

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