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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
Molecular Weight:
197.07
MDL Number:
MFCD01070823
MOL File:
1798-85-2.mol
MSDS File:
SDS
Last updated:2026-05-28 01:56:26

1-Bromo-3-cyclopropylbenzene Properties

storage temp. Sealed in dry,Room Temperature
form liquid
color Clear, colourless
Sensitive Light Sensitive
InChI 1S/C9H9Br/c10-9-3-1-2-8(6-9)7-4-5-7/h1-3,6-7H,4-5H2
InChIKey BCBNVQYWODLZSI-UHFFFAOYSA-N
SMILES Brc1cc(ccc1)C2CC2
UNSPSC Code 12352200
NACRES NA.21

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
HS Code  2903998090
Storage Class 11 - Combustible Solids

1-Bromo-3-cyclopropylbenzene price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich MNO000086 1-Bromo-3-cyclopropylbenzene Aldrich 1798-85-2 1g $191 2026-04-30 Buy
Activate Scientific AS39670 1-Bromo-3-cyclopropylbenzene 95% 1798-85-2 1g $115 2026-06-04 Buy
Activate Scientific AS39670 1-Bromo-3-cyclopropylbenzene 95% 1798-85-2 5g $341 2026-06-04 Buy
Activate Scientific AS39670 1-Bromo-3-cyclopropylbenzene 95% 1798-85-2 25g $832 2026-06-04 Buy
Apolloscientific OR2979 1-Bromo-3-cyclopropylbenzene 97% 1798-85-2 1g $111 2026-06-04 Buy
Product number Packaging Price Buy
MNO000086 1g $191 Buy
AS39670 1g $115 Buy
AS39670 5g $341 Buy
AS39670 25g $832 Buy
OR2979 1g $111 Buy

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

Synthesis

Diiodomethane

75-11-6

3-Bromostyrene

2039-86-3

1-Bromo-3-cyclopropylbenzene

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Bromo-3-cyclopropylbenzene pictures 2026-09-02 1-Bromo-3-cyclopropylbenzene
1798-85-2
$1.00-101.00 1KG 99% Henan Fengda Chemical Co., Ltd
1-Bromo-3-cyclopropylbenzene pictures 2020-01-09 1-Bromo-3-cyclopropylbenzene
1798-85-2
$1.00 1KG 99% 200kg Career Henan Chemical Co

1-Bromo-3-cyclopropylbenzene Spectrum

3-Cyclopropylbromobenzene 1-BROMO-3-CYCLOPROPYL BENZENE 3-Cyclopropylbromobenzene 97% Benzene, 1-broMo-3-cyclopropyl- (3-Bromophenyl)cyclopropane 1-Bromo-3-cyclopropylbenzene 97% 1-Bromo-3-cyclopropylbenzene97% 1798-85-2 Halides Phenyls & Phenyl-Het Phenyls & Phenyl-Het