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372404

Sigma-Aldrich

1,3-Dibromo-2-propanol

technical grade, 95%

Synonym(s):

α,γ-Dibromohydrin, α-Dibromohydrin, 1,3-Dibromo-2-hydroxypropane, 1,3-Dibromohydrin, 1,3-Dibromopropanol, 2-Hydroxy-1,3-dibromopropane, Glycerol α,γ-dibromohydrin, Glycerol 1,3-dibromohydrin

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About This Item

Linear Formula:
BrCH2CH(OH)CH2Br
CAS Number:
96-21-9
Molecular Weight:
217.89
EC Number:
202-489-8
MDL number:
MFCD00000216
UNSPSC Code:
12352100
PubChem Substance ID:
24863033
NACRES:
NA.22

grade

technical grade

Assay

95%

form

liquid

refractive index

n20/D 1.552 (lit.)

bp

82-83 °C/7 mmHg (lit.)

density

2.136 g/mL at 25 °C (lit.)

functional group

bromo
hydroxyl

SMILES string

OC(CBr)CBr

InChI

1S/C3H6Br2O/c4-1-3(6)2-5/h3,6H,1-2H2

InChI key

KIHQZLPHVZKELA-UHFFFAOYSA-N

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General description

1,3-Dibromo-2-propanol is a dihalogenated alcohol. It is reported as bifunctional crosslinking reagent.

Application

1,3-Dibromo-2-propanol may be used in the following studies:
  • To prepare the thioether ligand, used in the synthesis of palladium-phosphorus/sulfur nanoparticles.
  • Preparation of 2-(alkoxy)propenyl bromide.
  • Synthesis of 1,3-propanediamine derivatives connected to carbohydrates (sugar-pendant diamines).
  • Chemical crosslinking of nine single substitution cysteine mutants of staphylococcal nuclease.
  • Preparation of 1,3-dinitrooxy-2-propanol, via reaction with AgNO3 in MeCN at 80°C.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

116.6 °F - closed cup

Flash Point(C)

47 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6939
MKCT2195
MKCS2532
MKCR2355
MKCN8792

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Heemal Dhanjee et al.
Tetrahedron letters, 51(42), 5609-5612 (2010-11-16)
2-(Alkoxy)propenyl bromides are readily prepared from 1,3-dibromo-2-propanol in a two-step sequence involving hydroxyl protection and sodium hydride-induced dehydrobromination. Indium-mediated allylation of aldehydes, ketones, and sulfonimines with 2-(alkoxy)propenyl bromides furnishes the corresponding homoallylic alcohols and sulfonamines in good yields. The products
Hemant Joshi et al.
Nanoscale, 6(9), 4588-4597 (2014-03-15)
PdP2 and Pd4S nanoparticles (NPs) (size: ∼2-6 and 9-15 nm respectively) have been prepared for the first time from a single source precursor complex [Pd(L)Cl2] (1) by its one pot thermolysis at 200 °C in TOP and OA/ODE (1 : 1) respectively.
Daisuke Kugimoto et al.
Polymers, 13(3) (2021-02-13)
Associating behavior of star-like amphiphilic polymers consisting of two or three poly(ethylene oxide) (PEO) chains and one stearyl chain (C18) was investigated. Although the aggregation number (Nagg) of linear analogue of amphiphilic polymers monotonically decreased with increasing number-average molecular weight
M P Byrne et al.
Protein science : a publication of the Protein Society, 4(12), 2545-2558 (1995-12-01)
Nine single substitution cysteine mutants of staphylococcal nuclease (nuclease) were preferentially crosslinked at the introduced cysteine residues using three different bifunctional crosslinking reagents; 1,6-bismaleimidohexane (BMH), 1,3-dibromo-2-propanol (DBP), and the chemical warfare agent, mustard gas (bis(2-chloroethyl)sulfide; mustard). BMH and mustard gas
Y Mikata et al.
The Journal of organic chemistry, 66(11), 3783-3789 (2001-05-26)
A set of 1,3-propanediamine derivatives connected to carbohydrates (5) has been prepared in four steps from peracetylated sugar and 1,3-dibromo-2-propanol in 60-73% yields. D-Glucose, D-mannose, D-galactose, D-xylose, D-ribose, and maltose are utilized as sugar molecules in this work. The diamine
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