ChemicalBook--->CAS DataBase List--->20769-85-1

20769-85-1

20769-85-1 Structure

20769-85-1 Structure
IdentificationMore
[Name]

2-Bromo-2-methylpropionyl bromide
[CAS]

20769-85-1
[Synonyms]

2-BROMO-2-METHYLPROPIONYL BROMIDE
2-BROMOISOBUTYRYL BROMIDE
A-BROMOISOBUTYRYL BROMIDE
ALPHA-BROMOISOBUTYRYL BROMIDE
BROMOISOBUTYRYL(2-) BROMIDE
2-Bromo-2-methylpropanoyl bromide
2-bromo-2-methyl-propanoylbromid
α-Bromoisobutyryl bromide
2-BROMO-ISO-BUTYRYL BROMIDE 98%
2,4-DIBROMOBUTYRYL BROMIDE, 98.0% MIN
2-Bromoisobutanoyl bromide
Bromodimethylacetyl bromide
2-Bromo-2-methylpropionic acid bromide
2-Bromoisobutyric acid bromide
2-Methyl-2-bromopropanoic acid bromide
2-Methyl-2-bromopropionic acid bromide
[EINECS(EC#)]

244-017-3
[Molecular Formula]

C4H6Br2O
[MDL Number]

MFCD00000122
[Molecular Weight]

229.9
[MOL File]

20769-85-1.mol
Chemical PropertiesBack Directory
[Appearance]

colourless liquid
[Boiling point ]

162-164 °C(lit.)
[density ]

1.86 g/mL at 20 °C
[refractive index ]

n20/D 1.507(lit.)
[Fp ]

>110°C
[storage temp. ]

Store below +30°C.
[solubility ]

Miscible with acetone and carbon disulfide.
[form ]

Liquid
[color ]

Clear light yellow to yellow
[Specific Gravity]

1.860 (20/4℃)
[Stability:]

Stable, but may react with moisture. Incompatible with water, strong oxidizing agents, strong bases.
[Water Solubility ]

reacts
[Sensitive ]

Moisture Sensitive
[BRN ]

1746128
[InChI]

1S/C4H6Br2O/c1-4(2,6)3(5)7/h1-2H3
[InChIKey]

YOCIJWAHRAJQFT-UHFFFAOYSA-N
[SMILES]

CC(C)(Br)C(Br)=O
[CAS DataBase Reference]

20769-85-1(CAS DataBase Reference)
[NIST Chemistry Reference]

Propanoyl bromide, 2-bromo-2-methyl-(20769-85-1)
[EPA Substance Registry System]

20769-85-1(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314
[Precautionary statements ]

P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
[Hazard Codes ]

C
[Risk Statements ]

R22:Harmful if swallowed.
R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 3265 8/PG 2
[WGK Germany ]

3
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29159080
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Eye Dam. 1
Skin Corr. 1B
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Phosphorus-->Isobutyric acid
[Preparation Products]

2-Bromo-2-methylpropionic acid-->Methyl 2-bromo-2-methylpropionate-->2-Bromo-2-methylpropiophenone-->2-bromo-1-(4-chlorophenyl)-2-methylpropan-1-one-->2-Bromo-2-methylpropanamide-->2-Bromo-2-methyl-N-(4-methylphenyl)propanamide-->Propanoic acid, 2-bromo-2-methyl-, 2-methoxyethyl ester-->2-Bromo-2,N,N-trimethyl-propionamide-->2-Bromo-2-methyl-N-(1,3-thiazol-2-yl)propanamide-->tert-Butyl 2-bromo-2-methylpropanoate-->4-[4-(2-Bromo-2-methyl-1-oxopropyl)phenyl]-cyclohexaneacetic acid ethyl ester
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Bromo-2-methylpropionyl bromide(20769-85-1).msds
Questions And AnswerBack Directory
[Description]

2-Bromoisobutyryl Bromide is a kind of bromide being useful in the chemical industry. It is used as an intermediate for the synthesis of pharmaceuticals, agrochemicals, dyes and other organic chemicals1. It can be used as atom transfer radical polymerization (ATRP) initiator for functionalization of hydroxyl groups present on the surface of graphene oxide; to form an N-protected halodienamide which provided fourand five-membered lactams in the presence of copper (I) and a tertiary amine; in preparation of polycaprolactone macroinitiator via reaction with oligomeric caprolactone dio and mesoporous silica nanoparticles with ATRP initiator anchored on the exterior surface2,3. As a initiator precursor, it can also be used for surface modification of Ethylene-vinyl alcohol (EVOH) copolymer films to grow surface-grafted poly-(acrylamide) chains.
[Sources]

  1. http://www.chemicalland21.com/specialtychem/finechem/2-BROMOISOBUTYRYL%20BROMIDE.htm
  2. https://www.alfa.com/zh-cn/catalog/B24249/
  3. https://www.sigmaaldrich.com/catalog/product/aldrich/252271?lang=en&region=US
  4. https://pubs.acs.org/doi/abs/10.1021/bk-2003-0854.ch025
Hazard InformationBack Directory
[Chemical Properties]

colourless liquid
[Uses]

α-Bromoisobutyryl bromide has been used:
  • as atom transfer radical polymerization (ATRP) initiator for functionalization of hydroxyl groups present on the surface of graphene oxide
  • to form an N-protected halodienamide which provided four- and five-membered lactams in the presence of copper (I) and a tertiary amine
  • in preparation of polycaprolactone macroinitiator via reaction with oligomeric caprolactone diol and mesoporous silica nanoparticles with ATRP initiator anchored on the exterior surface
[Uses]

2-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.
[Synthesis]

Bromine was added dropwise to a mixture of isobutyric acid and red phosphorus, and the reaction was carried out at 100°C for 6 hours. Unreacted bromine and hydrogen bromide were distilled off under reduced pressure. After cooling, phosphorous acid was separated to obtain crude 2-Bromoisobutyryl Bromide. The crude product was then fractionated under reduced pressure, and the fraction collected at 91-98°C (13.3 kPa) was the final product.
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromoisobutyryl Bromide(20769-85-1)MS
2-Bromoisobutyryl Bromide(20769-85-1)1HNMR
2-Bromoisobutyryl Bromide(20769-85-1)13CNMR
2-Bromoisobutyryl Bromide(20769-85-1)IR1
2-Bromoisobutyryl Bromide(20769-85-1)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Bromo-2-methylpropionyl bromide, 98%(20769-85-1)
[Alfa Aesar]

2-Bromoisobutyryl bromide, 97%(20769-85-1)
[Sigma Aldrich]

20769-85-1(sigmaaldrich)
[TCI AMERICA]

2-Bromoisobutyryl Bromide,>97.0%(T)(20769-85-1)
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