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Sigma-Aldrich

3-Bromo-1-propanol

97%

Synonyme(s) :

Trimethylene bromohydrin

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About This Item

Formule linéaire :
Br(CH2)3OH
Numéro CAS:
627-18-9
Poids moléculaire :
138.99
Numéro Beilstein :
969160
Numéro CE :
210-986-6
Numéro MDL:
MFCD00002942
Code UNSPSC :
12352100
ID de substance PubChem :
24850196
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

liquid

Indice de réfraction

n20/D 1.488 (lit.)

Point d'ébullition

62 °C/5 mmHg (lit.)

Densité

1.537 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

OCCCBr

InChI

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

Clé InChI

RQFUZUMFPRMVDX-UHFFFAOYSA-N

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Description générale

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

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H318

Classification des risques

Acute Tox. 4 Oral - Eye Dam. 1

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

149.0 °F - closed cup

Point d'éclair (°C)

65 °C - closed cup

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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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
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
Synthesis of molten salt-type polymer brush and effect of brush structure on the ionic conductivity.
Yoshizawa M and Ohno H.
Electrochimica Acta, 46(10), 1723-1728 (2001)
C D Geddes et al.
Analytical biochemistry, 293(1), 60-66 (2001-05-25)
Three fluorescent halide-sensitive quinolinium dyes have been produced by the reaction of the 6-methylquinoline heterocyclic nitrogen base with methyl bromide, methyl iodide, and 3-bromo-1-propanol. The quaternary salts, unlike the precursor molecule, are readily water soluble and the fluorescence intensity of
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