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B78106

Sigma-Aldrich

1-Bromopropane

99%

Synonym(s):

Propyl bromide

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About This Item

Linear Formula:
CH3CH2CH2Br
CAS Number:
106-94-5
Molecular Weight:
122.99
Beilstein:
505936
EC Number:
203-445-0
MDL number:
MFCD00000254
UNSPSC Code:
12352100
PubChem Substance ID:
24892019
NACRES:
NA.22

vapor density

4.3 (vs air)

vapor pressure

146 mmHg ( 20 °C)

Assay

99%

form

liquid

autoignition temp.

914 °F

refractive index

n20/D 1.434 (lit.)

bp

71 °C (lit.)

mp

−110 °C (lit.)

density

1.354 g/mL at 25 °C (lit.)

SMILES string

CCCBr

InChI

1S/C3H7Br/c1-2-3-4/h2-3H2,1H3

InChI key

CYNYIHKIEHGYOZ-UHFFFAOYSA-N

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Application

1-Bromopropane is used as a component of various models of binary mixtures, prepared to study their properties such as viscosity and refractive index.
It can be used as an alkylating reagent:
  • For the functionalization of seleno-substituted imidazo[1,2-α]pyridine derivatives.
  • For the synthesis of 1,4-dihydroxy-2-propoxy anthraquinone derivatives.

It can also be used as a reactant:
  • For the synthesis of Berberine-benzimidazole derivatives.
  • For the synthesis of alkyl aryl ketones via carbonylative Barbier-Negishi coupling with aryl iodides.

accessory

Product No.
Description
Pricing

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Ozone 1 - Repr. 1B - Skin Irrit. 2 - STOT RE 2 Inhalation - STOT SE 3

Target Organs

Central nervous system, Liver,Central nervous system, Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

76.1 °F - closed cup

Flash Point(C)

24.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Sahabudeen Sheik Mohideen et al.
Toxicology, 285(1-2), 67-71 (2011-04-30)
1-Bromopropane (1-BP) has been used as an alternative to ozone-depleting solvents. Previous studies showed that 1-BP is neurotoxic in animals and humans. In humans, exposure to 1-BP caused various neurological and neurobehavioral symptoms or signs including depressive or irritated mood.
Viscosity of pure organic liquids and binary liquid mixtures (2009)
Nickel-catalyzed C (sp2)-H selenation of imidazo [1, 2-?] pyridines with arylboronic acids or alkyl reagents using selenium powder.
Zhu J, et al.
Tetrahedron, 74(45), 6569-6576 (2018)
Makoto Samukawa et al.
Archives of internal medicine, 172(16), 1257-1260 (2012-08-16)
Health hazard alerts to 1-bromopropane, an alternative to ozone layer-damaging organic solvents, have been issued by some countries. Herein, we report a new case of 1-bromopropane-induced neurotoxicity. A 43-year-old male industrial worker developed muscle weakness, pain, numbness, and gait disturbance.
Design, synthesis and biological evaluation of berberine-benzimidazole hybrids as new type of potentially DNA-targeting antimicrobial agents.
Jeyakkumar P, et al.
European Journal of Medicinal Chemistry, 122(11), 205-215 (2016)
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