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167169

Sigma-Aldrich

3-Bromo-1-propanol

97%

Synonym(s):

Trimethylene bromohydrin

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About This Item

Linear Formula:
Br(CH2)3OH
CAS Number:
627-18-9
Molecular Weight:
138.99
Beilstein:
969160
EC Number:
210-986-6
MDL number:
MFCD00002942
UNSPSC Code:
12352100
PubChem Substance ID:
24850196
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.488 (lit.)

bp

62 °C/5 mmHg (lit.)

density

1.537 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OCCCBr

InChI

1S/C3H7BrO/c4-2-1-3-5/h5H,1-3H2

InChI key

RQFUZUMFPRMVDX-UHFFFAOYSA-N

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General description

Reaction between 3-bromo-1-propanol, phenol and a series of phenols having substituents in 4-position has been studied in micellar media and in microemulsions based on cationic or a nonionic surfactant.

3-Bromo-1-propanol is an electrophile used as a substrate in nucleophilic substitution reactions and in the redox polymerization.

Application

3-Bromo-1-propanol was used in the synthesis of fluorescent halide-sensitive quinolinium dyes and molten salt-polymers. It was used in the synthesis of chiral, quaternary prolines via cyclization of quaternary amino acids.
Recently used as a grafting agent in the synthesis of recyclable reagents for Swern oxidation

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Use of self-assembled surfactant systems as media for a substitution reaction
Fredrik and Currie
Journal of Colloid and Interface Science, 277, 230-234 (2004)
Wei Song et al.
Molecules (Basel, Switzerland), 25(17) (2020-08-23)
Azobenzene (AB) units were successfully introduced into poly(1,6-heptadiyne)s in order to ensure smooth synthesis of double- and single-stranded poly(1,6-heptadiyne)s (P1 and P2) and simultaneously realize the self-assembly by Grubbs-III catalyst-mediated metathesis cyclopolymerization (CP) of AB-functionalized bis(1,6-heptadiyne) and 1,6-heptadiyne monomers (M1
Fredrik Currie
Journal of colloid and interface science, 277(1), 230-234 (2004-07-28)
The reaction between 3-bromo-1-propanol and phenol and a series of phenols carrying substituents in 4-position was studied in micellar media and in microemulsions based on either a cationic or a nonionic surfactant. The reactivity and the yield were evaluated and
Takeo Kawabata et al.
Journal of the American Chemical Society, 128(48), 15394-15395 (2006-11-30)
An enantiodivergent asymmetric cyclization of N-Boc-N-omega-bromoalkyl-alpha-amino acid derivatives has been developed. With potassium amide bases in DMF, cyclization proceeds with retention of configuration, while inversion of configuration was observed with lithium amide bases in THF. Chirality of the parent amino
Synthesis and characterization of various block copolymers using PMMA-Br macroinitiator
Melahat and Goktacs et al.
Chemical Papers, 73, 2329-2339 (2019)
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