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Key Documents

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252271

Sigma-Aldrich

α-Bromoisobutyryl bromide

98%

Synonym(s):

2-Bromo-2-methylpropionyl bromide, BIBB

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250 ML
CN¥602.37

CN¥602.37

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250 ML
CN¥602.37

About This Item

Linear Formula:
(CH3)2CBrCOBr
CAS Number:
20769-85-1
Molecular Weight:
229.90
Beilstein:
1746128
EC Number:
244-017-3
MDL number:
MFCD00000122
UNSPSC Code:
12352100
PubChem Substance ID:
24855196
NACRES:
NA.22

CN¥602.37

Available to ship onApril 27, 2025Details

Request a Bulk Order

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.507 (lit.)

bp

162-164 °C (lit.)

density

1.86 g/mL at 25 °C (lit.)

functional group

acyl bromide
bromo

SMILES string

CC(C)(Br)C(Br)=O

InChI

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

InChI key

YOCIJWAHRAJQFT-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item
489331999719999
Luperox® TBH70X, 叔丁基过氧化氢 溶液 70 wt. % in H2O

458139

Luperox® TBH70X, 叔丁基过氧化氢 溶液

叔丁基过氧化氢 溶液 ~5.5 M in decane

48933

叔丁基过氧化氢 溶液

叔丁基过氧化氢 溶液 packed in FEP bottles, ~5.5 M in decane (over molecular sieve 4Å)

19997

叔丁基过氧化氢 溶液

叔丁基过氧化氢 溶液 packed in FEP bottles, ~5.5 M in nonane (over molecular sieve 4 Å)

19999

叔丁基过氧化氢 溶液

concentration

12.25-13.31% (active oxygen), 70 wt. % in H2O, 69.0-75.0% (Na2S2O3, titration)

concentration

~5.5 M in decane

concentration

52.9-66.8% (iodometric), ~5.5 M in decane (over molecular sieve 4Å)

concentration

~5.5 M in nonane (over molecular sieve 4 Å)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

density

0.93 g/mL at 25 °C

density

-

density

0.83 g/mL at 20 °C

density

0.82 g/mL at 20 °C

form

liquid

form

-

form

liquid

form

liquid

refractive index

n20/D 1.386

refractive index

-

refractive index

n20/D 1.403

refractive index

n20/D 1.400

bp

96.2 °C

bp

-

bp

-

bp

-

General description

BIBB is an important reagent in the synthesis of amides, macrocyclic amides, ketenes, and alkynic ketones.[1]

Application

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[2]
  • to form an N-protected halodienamide which provided four- and five-membered lactams in the presence of copper (I) and a tertiary amine[3]
  • in preparation of polycaprolactone macroinitiator via reaction with oligomeric caprolactone diol[4] and mesoporous silica nanoparticles with ATRP initiator anchored on the exterior surface[5]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCW9569
    0000308606
    SHBL0471
    SHBG9238V
    STBD8431V

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    Ya'nan Deng et al.
    Mikrochimica acta, 185(8), 370-370 (2018-07-11)
    Poly(2-naphthyl acrylate) was first grafted onto silica-coated magnetic nanoparticles by surface-initiated atom transfer radical polymerization to prepare a reversed-phase magnetic adsorbent. The resulting polymer brush displays enhanced extraction efficiency by offering active sites on the surfaces of adsorbent. It was
    2-Bromo-2-methylpropionyl Bromide
    Winter CH
    eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
    Sikai Chen et al.
    International journal of biological macromolecules, 153, 364-372 (2020-02-29)
    Poultry chicken feather keratin was extracted and then modified for the fabrication of keratin-graft-PNIPAM copolymers. The keratin was well extracted from feather fiber and powdered. Subsequently, it underwent the surficial functionalization process with initiator groups. After the study conducted full
    Sarah Atzet et al.
    Biomacromolecules, 9(12), 3370-3377 (2008-12-09)
    Biodegradable poly(2-hydroxyethyl methacrylate)(pHEMA) hydrogels for engineered tissue constructs were developed by the use of atom transfer radical polymerization (ATRP), a degradable cross-linker, and a macroinitiator. Hydrogels are appropriate materials for tissue engineering scaffolds because of their tissue-like mechanical compliance and
    Preparation and characterization of hyperbranched polymer grafted mesoporous silica nanoparticles via self-condensing atom transfer radical vinyl polymerization.
    Li X, et al.
    Polymer, 51(1), 92-99 (2010)
    View All Related Papers

    Protocols

    ARGET ATRP: Procedure for PMMA Polymer Brush Growth

    ARGET ATRP procedure facilitates PMMA polymer brush growth with surface cleaning and initiator monolayer deposition.

    Polymerizing via ATRP

    Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

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