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2,6-Dimethoxybenzylbromide, also known as DMBr, is a chemical compound characterized by the molecular formula C9H11BrO2. It is a colorless to pale yellow liquid with a strong, pungent odor. DMBr is primarily recognized for its role as a reagent in organic synthesis, where it introduces the 2,6-dimethoxybenzyl (DMB) protecting group onto various functional groups. This functionality makes it a valuable asset in medicinal chemistry, particularly for protecting hydroxyl and amine groups in pharmaceutical compounds from unwanted reactions during synthesis. Additionally, DMBr serves as a key intermediate in the production of other organic chemicals and is a staple in both academic and industrial research settings. Due to its hazardous nature, it is crucial to handle DMBr with care to avoid skin, eye, and respiratory irritation.

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  • 169610-52-0 Structure
  • Basic information

    1. Product Name: 2,6-Dimethoxybenzylbromide
    2. Synonyms: 2,6-Dimethoxybenzylbromide;2-(bromomethyl)-1,3-dimethoxybenzene
    3. CAS NO:169610-52-0
    4. Molecular Formula: C9H11BrO2
    5. Molecular Weight: 231.09
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 169610-52-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 268.2±25.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.384±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2,6-Dimethoxybenzylbromide(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2,6-Dimethoxybenzylbromide(169610-52-0)
    11. EPA Substance Registry System: 2,6-Dimethoxybenzylbromide(169610-52-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 169610-52-0(Hazardous Substances Data)

169610-52-0 Usage

Uses

Used in Medicinal Chemistry:
2,6-Dimethoxybenzylbromide is used as a protecting agent for [functional groups] in pharmaceutical compounds for [preventing unwanted reactions during synthesis]. Its ability to introduce the 2,6-dimethoxybenzyl (DMB) protecting group is crucial in safeguarding hydroxyl and amine groups, ensuring the successful synthesis of complex pharmaceutical molecules.
Used in Organic Synthesis:
In the field of organic synthesis, 2,6-Dimethoxybenzylbromide is used as a reagent for [introducing the 2,6-dimethoxybenzyl (DMB) protecting group onto various functional groups]. This application is vital for the controlled synthesis of organic compounds, where the protection of certain functional groups is necessary to prevent side reactions.
Used in Academic and Industrial Research:
2,6-Dimethoxybenzylbromide is used as a key intermediate in [the production of other organic chemicals] in both academic and industrial research laboratories. Its versatility and reactivity make it an essential component in the synthesis of a wide range of organic compounds.
Used in Chemical Production:
In the chemical production industry, 2,6-Dimethoxybenzylbromide is used as an intermediate for [the synthesis of various organic chemicals]. Its role in the production process is pivotal, contributing to the creation of a diverse array of chemical products.
Safety Considerations:
When handling 2,6-Dimethoxybenzylbromide, it is used with [caution] due to its [hazardous nature], which can cause [irritation to the skin, eyes, and respiratory system]. Proper safety measures, including the use of personal protective equipment and adherence to safety protocols, are essential to minimize risks associated with its use.

Check Digit Verification of cas no

The CAS Registry Mumber 169610-52-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,9,6,1 and 0 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 169610-52:
(8*1)+(7*6)+(6*9)+(5*6)+(4*1)+(3*0)+(2*5)+(1*2)=150
150 % 10 = 0
So 169610-52-0 is a valid CAS Registry Number.

169610-52-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(bromomethyl)-1,3-dimethoxybenzene

1.2 Other means of identification

Product number -
Other names Benzene,2-(bromomethyl)-1,3-dimethoxy

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:169610-52-0 SDS

169610-52-0Relevant articles and documents

MLKL INHIBITORS

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Paragraph 0368-0369, (2018/09/26)

Purine derivatives that inhibit cellular necroptosis and/or human MLKL, pharmaceutical compositions thereof, and methods of treating an MLKL-mediated disorder with an effective amount of the compound or composition. Said MLKL-mediated disorder is pathology associated necroptosis, including ischemia-reperfusion damage, neurodegeneration, and inflammatory diseases such as acute pancreatitis, multiple sclerosis, inflammatory bowel disease, and allergic colitis.

Synthesis and in vitro antibacterial activity of gemifloxacin derivatives containing a substituted benzyloxime moiety

Feng, Lianshun,Lv, Kai,Liu, Mingliang,Wang, Shuo,Zhao, Jing,You, Xuefu,Li, Sujie,Cao, Jue,Guo, Huiyuan

, p. 125 - 136 (2012/11/07)

A series of novel gemifloxacin (GMFX) derivatives containing a substituted benzyloxime moiety with remarkable improvement in lipophilicity were synthesized. The target compounds evaluated for their in vitro antibacterial activity against representative strains. Our results reveal that most of the target compounds have considerable potency against all of the tested Gram-positive strains including MRSA and MRSE (MIC: 90: 1 μg/mL) is 8-fold more active than GMFX, and 2-fold more active than GMFX and moxifloxacin against MRSE clinical isolates (MIC90: 4 μg/mL). Crown Copyright

Effect of methoxy substituents on the excited state properties of stilbene

Shinohara, Yoshihiro,Arai, Tatsuo

experimental part, p. 1500 - 1504 (2009/05/06)

Excited state properties of stilbenes having methoxy substituents at the ortho position of the phenyl ring have been studied and the remarkable methoxy substituent effect to suppress the fluorescence quantum yield depending on the number of methoxy substi

Differential cleavage of arylmethyl ethers: Reactivity of 2,6-dimethoxybenzyl ethers

Falck,Barma,Baati, Rachid,Mioskowski, Charles

, p. 1281 - 1283 (2007/10/03)

CrCl2/LiI selectively cleave benzyl ethers and methoxy-substituted benzyl ethers (see scheme) in the order: C6H5CH2OR 6H4CH2OR 2C6H3CH2OR 2C6H3CH2OR. In contrast, C6H5CH2OR is more readily cleaved than 2,6-(MeO)2C6H3CH2OR during catalytic hydrogenolysis while 3,4-(MeO)2C6H3CH2OR is cleaved faster than 2,6-(MeO)2C6H3CH2OR with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ).

Insecticidal N-(substituted arylmethyl)-4-[bis(substituted phenyl)methyl]piperidines

-

, (2008/06/13)

Compounds of the following structure, the corresponding N-oxides and agriculturally acceptable salts, are disclosed as effective insecticides: STR1 in which U is selected from --(CH2)n -- and ethylidene; Q is selected from hydrogen, hydroxy, sulfhydryl, and fluorine; R is STR2 in which V is selected from hydrogen, halogen, alkyl, haloalkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsilyloxy, dialkylamino, cyano, nitro, hydroxy, and phenyl; Y and Z are independently selected from hydrogen and alkoxy; W and X taken together is --OCH2 CH2 O--, --CH2 C(CH3)2 O--, --OC(CH3)2 O--, or --N=C(C2 H5)O--; R1 and R2 are independently selected from phenyl substituted with halogen, alkyl, haloalkyl, haloalkoxy, alkoxyalkyl, hydroxy, arylthio, alkoxy, dialkylamino, dialkylaminosulfonyl, hydroxyalkylaminocarbonyl, alkylsulfonyloxy, and haloalkylsulfonyloxy; and n is 1, 2, or 3.

Insecticidal n-(substituted arylmethyl)-4-[bis(substituted phenyl) methyl]pi

-

, (2008/06/13)

Compounds of the following structure, the corresponding N-oxides and agriculturally acceptable salts, are disclosed as effective insecticides: STR1 in which U is selected from STR2 Q is selected from hydrogen, hydroxy, sulfhydryl, and fluorine; R is selected from a heterocycle having 5 or 6 ring atoms, optionally fused to a benzene ring, and STR3 wherein V, W, X, Y, Z are as defined in the specification.

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