- 2-Chlorobenzyl alcohol
- 2-Chlorobenzyl bromide
- 2-Chlorobenzyl chloride
- 2-Chlorobenzyl cyanide
- 2-Chlorobenzylamine
- 2-Chlorobenzylmercaptan
- 611-19-82-Chlorobenzyl chloride
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Cas Database |
| Name |
2-Chlorobenzyl bromide |
EINECS | 210-257-2 |
| CAS No. | 611-17-6 | Density | 1.586 g/cm3 |
| PSA | 0.00000 | LogP | 3.23490 |
| Solubility | N/A | Melting Point |
83-84 °C |
| Formula | C7H6BrCl | Boiling Point | 235.2 °C at 760 mmHg |
| Molecular Weight | 205.482 | Flash Point | 108 ºC |
| Transport Information | UN 3265 | Appearance | Clear yellow liquid |
| Safety | 45-36/37/39-26-28-27 | Risk Codes | 34-36/37 |
| Molecular Structure |
|
Hazard Symbols |
 C
|
| Synonyms |
Toluene,a-bromo-o-chloro- (6CI,8CI);1-(Bromomethyl)-2-chlorobenzene;2-Chlorobenzyl bromide;o-Chlorobenzylbromide;a-Bromo-o-chlorotoluene; |
Article Data | 49 |
2-Chlorobenzyl bromide Synthetic route
- 17849-38-6
2-Chlorobenzyl alcohol
- 611-17-6
1-bromomethyl-2-chlorobenzene
| Conditions | Yield |
|---|---|
| With 1,1,1,2,2,2-hexamethyldisilane In chloroform for 1.5h; Reflux; | 96% |
| With phosphorus pentoxide; potassium bromide In acetonitrile at 20℃; for 0.5h; | 89% |
| With hydrogen bromide; benzene |
- 95-49-8
2-methylchlorobenzene
A
- 89-98-5
2-chloro-benzaldehyde
B
- 611-17-6
1-bromomethyl-2-chlorobenzene
C
- 118-91-2
ortho-chlorobenzoic acid
| Conditions | Yield |
|---|---|
| With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 0.666667h; Kinetics; Mechanism; Rate constant; other time; other temperature; various concentrations of Co(OAc)2 and NaBr; | A n/a B n/a C 96% |
| With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 0.666667h; | A n/a B n/a C 95% |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; bromine In dichloromethane; water for 4h; Reflux; | 94% |
| With N-Bromosuccinimide In acetonitrile at 40℃; for 0.216667h; Flow reactor; Irradiation; | 88% |
| With sodium bromate; 2,2'-azobis(isobutyronitrile); sulfuric acid; sodium bromide; dibenzoyl peroxide In water; 1,2-dichloro-ethane Reflux; | 80% |
| Conditions | Yield |
|---|---|
| With Dichloromethylsilane; phosphorus tribromide; iron(III) chloride In acetonitrile for 4h; Heating; | 93% |
| With chloro-trimethyl-silane; 1,1,3,3-Tetramethyldisiloxane; lithium bromide In acetonitrile at 80℃; for 0.25h; | 64% |
| With chloro-trimethyl-silane; 1,1,3,3-Tetramethyldisiloxane; lithium bromide 1.) acetonitrile, room temperature, 10 min, 2.) 15 min, 80 deg C; Yield given. Multistep reaction; |
- 611-19-8
1-chloro-2-(chloromethyl)benzene
A
- 51070-66-7
2-bromo-2’-chlorodiethyl ether
B
- 611-17-6
1-bromomethyl-2-chlorobenzene
| Conditions | Yield |
|---|---|
| With sodium bromide; 1,2-dibromomethane In N,N-dimethyl-formamide at 100℃; for 6h; | A n/a B 93% |
| Conditions | Yield |
|---|---|
| With 1,1'-[1,2-phenylenebis(nitrilomethylylidene)dinaphthalen-2-olato]uranyl(VI); bromine In dichloromethane at 20℃; for 0.583333h; | 82% |
- 1058649-12-9
2-chloro-1-(methoxymethoxy)methyl benzene
- 611-17-6
1-bromomethyl-2-chlorobenzene
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0833333h; Microwave irradiation; Neat (no solvent); chemoselective reaction; | 81% |
- 1058649-16-3
2-chloro-1-[(ethoxymethoxy)methyl]benzene
- 611-17-6
1-bromomethyl-2-chlorobenzene
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0833333h; Microwave irradiation; Neat (no solvent); chemoselective reaction; | 79% |
| Conditions | Yield |
|---|---|
| With tert.-butylhydroperoxide; copper(ll) bromide In acetic anhydride | A 72% B 12% |
- 506-68-3
bromocyane
- 10175-31-2
1-(2-chlorophenyl)-N,N-dimethylmethanamine
- 611-17-6
1-bromomethyl-2-chlorobenzene
2-Chlorobenzyl bromide Specification
The IUPAC name of o-Chlorobenzyl bromide is 1-(bromomethyl)-2-chlorobenzene. With the CAS registry number 611-17-6, it is also named as Toluene, alpha-bromo-o-chloro-. The product's categorie is benzyl. It is clear yellow liquid which is soluble in benzene and chloroform. In addition, this chemical can decompose in hot water. Furthermore, it should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.51; (4)ACD/LogD (pH 7.4): 3.51; (5)ACD/BCF (pH 5.5): 275.87; (6)ACD/BCF (pH 7.4): 275.87; (7)ACD/KOC (pH 5.5): 1943.87; (8)ACD/KOC (pH 7.4): 1943.87; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.583; (13)Molar Refractivity: 43.79 cm3; (14)Molar Volume: 130.8 cm3; (15)Polarizability: 17.36×10-24 cm3; (16)Surface Tension: 41.4 dyne/cm; (17)Enthalpy of Vaporization: 45.28 kJ/mol; (18)Vapour Pressure: 0.0777 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 203.934141; (21)MonoIsotopic Mass: 203.934141; (22)Heavy Atom Count: 9; (23)Complexity: 85.
Preparation of o-Chlorobenzyl bromide: o-Chlorotoluene reacts with bromine in the light, and then carry on vacuum distillation of brominated products. We collect 100-120 °C (1.33kPa) fractions. The yield is 98%.
Uses of o-Chlorobenzyl bromide: It can be used in organic synthesis. For example: It reacts with pyridine to get 1-(2-chloro-benzyl)-pyridinium; bromide. This reaction needs reagent tetrahydrothiophene 1,1-dioxide at ambient temperature. The reaction time is 3 days. The yield is 60%.
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When you are using this chemical, please be cautious about it as the following:
It can cause burns. And it is also irritating to eyes and respiratory system. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. SMILES:BrCc1ccccc1Cl
2. InChI:InChI=1/C7H6BrCl/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2
3. InChIKey:PURSZYWBIQIANP-UHFFFAOYAV
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