ChemicalBook > CAS DataBase List > 1-Bromo-3-cyclopropylbenzene

1-Bromo-3-cyclopropylbenzene

Product Name
1-Bromo-3-cyclopropylbenzene
CAS No.
1798-85-2
Chemical Name
1-Bromo-3-cyclopropylbenzene
Synonyms
3-Cyclopropylbromobenzene;(3-Bromophenyl)cyclopropane;3-Cyclopropylbromobenzene 97%;1-BROMO-3-CYCLOPROPYL BENZENE;Benzene, 1-broMo-3-cyclopropyl-;1-Bromo-3-cyclopropylbenzene97%;1-Bromo-3-cyclopropylbenzene 97%
CBNumber
CB5369760
Molecular Formula
C9H9Br
Formula Weight
197.07
MOL File
1798-85-2.mol
More
Less

1-Bromo-3-cyclopropylbenzene Property

storage temp. 
Sealed in dry,Room Temperature
form 
liquid
color 
Clear, colourless
Sensitive 
Light Sensitive
More
Less

Safety

Hazard Codes 
Xi
HS Code 
2903998090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
MNO000086
Product name
1-Bromo-3-cyclopropylbenzene
Purity
Aldrich
Packaging
1g
Price
$179
Updated
2025/07/31
TRC
Product number
B690933
Product name
1-Bromo-3-cyclopropylbenzene
Packaging
500mg
Price
$120
Updated
2021/12/16
Matrix Scientific
Product number
067234
Product name
1-Bromo-3-cyclopropyl-benzene
Purity
96%
Packaging
1g
Price
$165
Updated
2021/12/16
Matrix Scientific
Product number
067234
Product name
1-Bromo-3-cyclopropyl-benzene
Purity
96%
Packaging
500mg
Price
$107
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB151783
Product name
1-Bromo-3-cyclopropylbenzene
Packaging
50mg
Price
$107
Updated
2021/12/16
More
Less

1-Bromo-3-cyclopropylbenzene Chemical Properties,Usage,Production

Synthesis

75-11-6

2039-86-3

1798-85-2

A 1.0 M hexane solution of diethylzinc (27.3 mL, 27.3 mmol) was slowly added dropwise to a solution of dichloromethane (100 mL) containing 2,4,6-trichlorophenol (5.4 g, 27.3 mmol) at -40 °C. After stirring the reaction mixture for 15 minutes, diiodomethane (2.2 mL, 27.3 mmol) was added at the same temperature and stirring was continued for 15 minutes. Subsequently, 1-bromo-3-vinylbenzene (2.5 g, 13.7 mmol) was added to the reaction system, slowly warmed to room temperature and stirred overnight. After completion of the reaction, the reaction mixture was diluted with dichloromethane and washed sequentially with 1N HCl (twice), saturated sodium bicarbonate solution (twice), saturated sodium sulfite solution, 1N sodium hydroxide solution and saturated brine. The organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated.GC-MS analysis showed that the reaction mixture contained 1-bromo-3-cyclopropylbenzene and unreacted 1-bromo-3-vinylbenzene. To remove 1-bromo-3-vinylbenzene, the crude product was reacted with potassium permanganate solution. This was done by adding an aqueous solution of potassium permanganate (1.5 g of potassium permanganate dissolved in 20 mL of water) drop by drop to a solution of tetrahydrofuran (40 mL) of the crude product (about 5 g) at 0 °C, followed by a slow warming to room temperature. After 1 h, the reaction mixture was diluted with ether, washed sequentially with water and saturated brine, and the organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. Purification by fast column chromatography using 100% hexane as eluent gave 1-bromo-3-cyclopropylbenzene (2.20 g, 81% yield). Next, a hexane solution of 1.6 M n-butyllithium (3.2 mL, 5.1 mmol) was added dropwise to a solution of 1-bromo-3-cyclopropylbenzene at -78 °C and stirred for 1 hour. Subsequently, the reaction mixture was transferred via cannula to a 250 mL round bottom flask pre-filled with dry ice and stirred for 1 hour. The reaction mixture was concentrated and the residue was diluted with water. The aqueous layer was washed with dichloromethane (3 times) and subsequently acidified to pH 2 with 1N HCl and extracted with ethyl acetate. The organic phase was washed sequentially with water and saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to give 3-cyclopropylbenzoic acid (356 mg, 43% yield, white solid).1H NMR (DMSO-d6, ppm): δ 12.90 (bs, 1H), 7.71 (d, 1H), 7.64 (s, 1H), 7.34 (m, 2H), 2.01 ( m, 1H), 0.99 (m, 2H), 0.70 (m, 2H).

References

[1] Patent: WO2004/14881, 2004, A2. Location in patent: Page 136-137
[2] Patent: WO2005/121106, 2005, A1. Location in patent: Page/Page column 54

1-Bromo-3-cyclopropylbenzene Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

1-Bromo-3-cyclopropylbenzene Suppliers

A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
More
Less

View Lastest Price from 1-Bromo-3-cyclopropylbenzene manufacturers

Henan Fengda Chemical Co., Ltd
Product
1-Bromo-3-cyclopropylbenzene 1798-85-2
Price
US $101.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-28
Career Henan Chemical Co
Product
1-Bromo-3-cyclopropylbenzene 1798-85-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2020-01-08