| Identification | More | [Name]
Methyl 3-(bromomethyl)benzoate | [CAS]
1129-28-8 | [Synonyms]
3-(BROMOMETHYL)BENZOIC ACID METHYL ESTER
3-CARBOMETHOXYBENZYL BROMIDE
ALPHA-BROMO-M-TOLUIC ACID METHYL ESTER
M-CARBOMETHOXYBENZYL BROMIDE
METHYL 3-(BROMOMETHYL)BENZOATE
METHYL ALPHA-BROMO-M-TOLUATE
TIMTEC-BB SBB005793
Methyl 3-(bromomethyl)benzoat
3-(BROMOMETHYL)PHENYLACETICACID
Methyl 3-(bromomethyl)benzoate ,97% | [EINECS(EC#)]
419-100-4 | [Molecular Formula]
C9H9BrO2 | [MDL Number]
MFCD00051437 | [Molecular Weight]
229.07 | [MOL File]
1129-28-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder or crystals | [Melting point ]
46-47 °C(lit.)
| [Boiling point ]
112-114 °C3 mm Hg(lit.)
| [density ]
1,47 g/cm3 | [Fp ]
115°C/0.8mm | [storage temp. ]
2-8°C | [form ]
Crystals or Crystalline Powder | [color ]
White | [Water Solubility ]
Slightly soluble in water. | [Detection Methods]
HPLC | [BRN ]
638569 | [InChI]
InChI=1S/C9H9BrO2/c1-12-9(11)8-4-2-3-7(5-8)6-10/h2-5H,6H2,1H3 | [InChIKey]
YUHSMQQNPRLEEJ-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC=CC(CBr)=C1 | [CAS DataBase Reference]
1129-28-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Methyl 3-bromomethylbenzoate(1129-28-8) | [Storage Precautions]
Light sensitive;Store under nitrogen;Heat sensitive |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R34:Causes burns.
R43:May cause sensitization by skin contact. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
2
| [F ]
19 | [Hazard Note ]
Irritant/Corrosive | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder or crystals | [Uses]
Methyl 3-(bromomethyl)benzoate is used in organic synthesis of other chemicals. | [Synthesis]
General procedure for the synthesis of methyl 3-bromomethylbenzoate from methyl m-methylbenzoate: 30 mL of carbon tetrachloride (CCl4) and 7.9 g of methyl m-methylbenzoate were added to a dry 100 mL three-necked flask, and after dissolution, 0.23 g of AIBN (azobisisobutyronitrile) and 9.36 g of NBS (N-bromosuccinimide) were sequentially added in three additions (with an interval of about 2-3 hours). The reaction system was heated to 70°C and the color of the reaction solution was observed to change gradually from yellow to orange and finally to white. The reaction was monitored by TLC (eluent: cyclohexane/ethyl acetate = 5:1) until the reaction was almost complete. At the end of the reaction, the resulting succinimide and unreacted N-bromosuccinimide were removed by filtration. The filtrate was rotary evaporated to give 11.5 g of a yellow oily product, methyl 3-bromomethylbenzoate, in 95% yield. | [References]
[1] Organic and Biomolecular Chemistry, 2003, vol. 1, # 14, p. 2506 - 2511
[2] Patent: CN106146413, 2016, A. Location in patent: Paragraph 0027; 0028
[3] European Journal of Medicinal Chemistry, 2009, vol. 44, # 1, p. 7 - 17
[4] Molecules, 2016, vol. 21, # 12,
[5] Patent: WO2018/169777, 2018, A1. Location in patent: Paragraph 0227 |
|
|