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106003

Sigma-Aldrich

2,3-Dibromopropene

80%, technical grade

Synonym(s):

(2-Bromo-2-propenyl) bromide, 2,3-Dibromopropylene

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About This Item

Linear Formula:
CH2BrCBr=CH2
CAS Number:
513-31-5
Molecular Weight:
199.87
Beilstein/REAXYS Number:
878169
EC Number:
208-155-8
MDL number:
MFCD00000211
UNSPSC Code:
12352100
PubChem Substance ID:
24846718
NACRES:
NA.22

grade

technical grade

Quality Level

100

assay

80%

refractive index

n20/D 1.544 (lit.)

bp

42-44 °C/17 mmHg (lit.)

density

2.045 g/mL at 25 °C

SMILES string

BrCC(Br)=C

InChI

1S/C3H4Br2/c1-3(5)2-4/h1-2H2

InChI key

YMFWYDYJHRGGPF-UHFFFAOYSA-N

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General description

2,3-Dibromopropene is an intermediate formed during the hydrolysis of nematocide:1,2-dibromo-3-chloropropane.

Application

2,3-Dibromopropene was used to test 2- and 3-carbon halogenated hydrocarbons for mutagenicity for Salmonella typhimurium strain TA 100 . It was used in the synthesis of N(Boc)-L-(2-Bromoallyl)-glycine.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

177.8 °F - closed cup

flash_point_c

81 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S J Stolzenberg et al.
Environmental mutagenesis, 2(1), 59-66 (1980-01-01)
Short-chain, 2- and 3- carbon halogenated hydrocarbons were tested for mutagenicity for Salmonella typhimurium strain TA 100 both with and without the presence of S-9. Without exception, all brominated derivatives were more mutagenic than the chlorinated derivatives, usually by a
Kinetics and products of hydrolysis of 1,2-dibromo-3-chloropropane.
N E Burlinson et al.
Environmental science & technology, 16(9), 627-632 (1982-09-01)
N-(Boc)-L-(2-Bromoallyl)-glycine: a versatile intermediate for the synthesis of optically active unnatural amino acids.
Leanna MR and Morton HE.
Tetrahedron Letters, 34(28), 4485-4488 (1993)
Gerald Pratsch et al.
The Journal of organic chemistry, 80(22), 11388-11397 (2015-10-31)
Visible-light photoreductive coupling of 2-arylallyl bromides in the presence of the photocatalyst Ru(bpy)3(PF6)2, a Hantzsch ester, and i-Pr2NEt gives 2,5-diaryl-1,5-dienes in high yield. This method avoids the use of stoichiometric metal reductants and is compatible with the presence of halogen

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