All Photos(2)
Synonym(s):
1-Propenyl bromide
Linear Formula:
CH3CH=CHBr
CAS Number:
Molecular Weight:
120.98
Beilstein:
1719096
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
98%
form
liquid
contains
copper as stabilizer
refractive index
n20/D 1.4538 (lit.)
bp
58-63 °C (lit.)
mp
−116 °C (lit.)
density
1.413 g/mL at 25 °C (lit.)
SMILES string
C\C=C\Br
InChI
1S/C3H5Br/c1-2-3-4/h2-3H,1H3/b3-2+
InChI key
NNQDMQVWOWCVEM-NSCUHMNNSA-N
Related Categories
Application
1-Bromo-1-propene upon n-BuLi treatment generates the propynyllithium anion, in situ, which later undergoes nucleophilic addition reactions. Some of its other applications are:
- Synthesis of organic reagents such as methyl but-2-ynoate and 1-iodopropyne.
- Preparation o f intermediates in the total synthesis of (+)-aphanamol I and skyllamycins A-C.
- Synthesis of allylated pyrazoles, aryl alkynyl sulfides and allenamides.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
Certificates of Analysis (COA)
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Gold (I)?Catalyzed Intermolecular [2+ 2] Cycloadditions between Allenamides and Alkenes.
Faustino H, et al.
Advanced Synthesis & Catalysis, 354(9), 1658-1664 (2012)
Synthetic scope, computational chemistry and mechanism of a base induced 5-endo cyclization of benzyl alkynyl sulfides.
Motto J M, et al.
Tetrahedron, 67(5), 1002-1010 (2011)
Total Synthesis of Skyllamycins A?C.
Total Synthesis of Natural Products, 119-150 (2018)
Regioconvergent and Enantioselective Rhodium?Catalyzed Hydroamination of Internal and Terminal Alkynes: A Highly Flexible Access to Chiral Pyrazoles.
Haydl A M, et al.
Chemistry?A European Journal , 22(19), 6547-6551 (2016)
Facile multi-decagram synthesis of methyl but-2-ynoate.
Darses B, et al.
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 1(1), 117-119 (2014)
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