25006-87-5

Basic information

• Product Name: 1,3-Bis(bromomethyl)-2-chlorobenzene
• Synonyms: 1,3-Bis(bromomethyl)-2-chlorobenzene
• CAS NO: 25006-87-5
• Molecular Formula: C₈H₇Br₂Cl
• Molecular Weight: 298.4
• Mol File: 25006-87-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Bis(bromomethyl)-2-chlorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Bis(bromomethyl)-2-chlorobenzene(25006-87-5)
• EPA Substance Registry System: 1,3-Bis(bromomethyl)-2-chlorobenzene(25006-87-5)

Safety Data

• Hazardous Substances Data: 25006-87-5(Hazardous Substances Data)

Usage

Chemical structure

1,3-Bis(bromomethyl)-2-chlorobenzene consists of a benzene ring with two bromomethyl and one chloro substituents.

Usage

It is primarily used as an intermediate in organic synthesis, especially in the production of pharmaceuticals and agrochemicals.

Reactivity

Known to have a high reactivity due to the presence of halogens, making it useful in certain chemical reactions.

Toxicity

It is known to be toxic and should be handled with caution.

Health hazards

Exposure to elevated levels can cause irritation to the skin, eyes, and respiratory system.

Environmental impact

It has the potential to be harmful to aquatic life and the environment.

Safety measures

Proper safety measures and handling procedures should be followed when working with 1,3-Bis(bromomethyl)-2-chlorobenzene.

Upstream product

• 87-62-7 2,6-dimethylaniline 
• 6781-98-2 2,6-dimethyl-1-chlorobenzene 

Downstream Products

• 1346233-02-0 C₂₉H₃₆ClN₃O₄S₂ 
• 216664-00-5 1,3-bis(2,3-dimethoxystyryl)-2-chlorobenzene 
• 1542215-03-1 C₃₂H₂₇AuCl₂P₂ 
• 1542215-02-0 C₃₂H₂₇ClP₂ 

Relevant articles and documents

SYMMETRIC OR SEMI-SYMMETRIC COMPOUNDS USEFUL AS IMMUNOMODULATORS

A compound having Formula I:(I), or a pharmaceutical acceptable salt thereof. A is a bivalent arene or a bivalent heteroarene; Ring B and Ring B' are independently a 6-membered aromatic hydrocarbon ring, a 6-membered heterocyclic ring, a 8- to 10-membered aromatic hydrocarbon ring, or a 8- to 10-membered heterocyclic ring; Y and Y' are independently, null (direct bond), -CHR1-, -CH2-CH2-, -NR1-, -0-, -OCH2-, -CH2O-, -SCH2-, -CH2S-, -SOCH2-, -CH2SO-, or -SO2CH2-, and R1 is H, C1-6 alkyl, or C3-6 cycloalkyl.

Synthesis of potentially carcinogenic higher oxidized metabolites of dibenz[a,j]anthracene and benzo[c]chrysene

Bis(dihydrodiols) and other higher oxidized metabolites are implicated as active carcinogenic metabolites of polycyclic aromatic hydrocarbons, such as dibenz[a,j]anthracene, that possess more than one bay region in the molecule. The bis(dihydrodiol) metabolites may potentially undergo further metabolism to mono- or diepoxides that combine covalently with DNA or undergo conversion to bis(catechols) that enter into a redox cycle with O2 to form reactive oxygen species that attack DNA. This paper reports convenient syntheses of the terminal ring bis(dihydrodiol) derivatives of dibenz[a,j]anthracene (5) and benzo[c]chrysene (6) via routes that involve in the key steps double oxidative photocyclization of tetramethoxy-substituted diolefins. The latter are synthesized via double Wittig reaction of a bis(phosphonium) salt with 2,3-dimethoxybenzaldehyde. Demethylation of the bis(catechol) products followed by acetylation and reduction with NaBH4 in the presence of O2 affords the bis(dihydrodiol) products. Several additional higher oxidized derivatives of dibenz[a,j]anthracene, specifically the 3,11- diphenol (14a), the 11-hydroxy-3,4-quinone (15), and the 11-hydroxy-trans- 3,4-dihydrodiol (2c), are obtained by an alternative synthesis entailing the reaction of the lithium salt of 1,4-dimethoxy-1,4-cyclohexadiene with 1,3- bis(iodoethyl)benzene to furnish a bis-alkylated diketone which undergoes acid-catalyzed cyclization to 3,11-diketododecahydrodibenz[a,j]anthracene.