3,6-dibroMo-1,2-BenzenediaMine
- Product Name
- 3,6-dibroMo-1,2-BenzenediaMine
- CAS No.
- 69272-50-0
- Chemical Name
- 3,6-dibroMo-1,2-BenzenediaMine
- Synonyms
- 3,6-DibroMobenzene-1,2-diaMine;S1064;3,6-Dibromo-2-amino-aniline;1,2-diamine-3,6-dibromobenzene;3,6-Dibromo-1,2-diaminobenzene;3,6-dibroMo-1,2-BenzenediaMine;3,6-Dibromo-o-phenylenediamine;1,2-BenzenediaMine, 3,6-dibroMo-;3,6-Dibromo-1,2-phenylenediamine;3,6-dibroMo-1,2-BenzenediaMine 97%
- CBNumber
- CB92629273
- Molecular Formula
- C6H6Br2N2
- Formula Weight
- 265.93
- MOL File
- 69272-50-0.mol
3,6-dibroMo-1,2-BenzenediaMine Property
- Melting point:
- 92-94℃
- Boiling point:
- 320.9±37.0 °C(Predicted)
- Density
- 2.104±0.06 g/cm3(Predicted)
- vapor pressure
- 0.0±0.7 mmHg at 25°C
- refractive index
- 1.724
- Flash point:
- 147.9±26.5 °C
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 1.33±0.10(Predicted)
- Appearance
- Light brown to gray Solid
- InChI
- InChI=1S/C6H6Br2N2/c7-3-1-2-4(8)6(10)5(3)9/h1-2H,9-10H2
- InChIKey
- VPMJBJSLTPBZLR-UHFFFAOYSA-N
- SMILES
- C1(N)=C(Br)C=CC(Br)=C1N
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D4974
- Product name
- 3,6-Dibromobenzene-1,2-diamine
- Purity
- min. 98.0 %
- Packaging
- 1G
- Price
- $135
- Updated
- 2025/07/31
- Product number
- D4974
- Product name
- 3,6-Dibromobenzene-1,2-diamine
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $406
- Updated
- 2025/07/31
- Product number
- CS-W005872
- Product name
- 3,6-Dibromobenzene-1,2-diamine
- Purity
- 99.70%
- Packaging
- 1g
- Price
- $57
- Updated
- 2021/12/16
- Product number
- CS-W005872
- Product name
- 3,6-Dibromobenzene-1,2-diamine
- Purity
- 99.70%
- Packaging
- 10g
- Price
- $322
- Updated
- 2021/12/16
- Product number
- 1129CT
- Product name
- 3,6-Dibromobenzene-1,2-diamine
- Packaging
- 5g
- Price
- $405
- Updated
- 2021/12/16
3,6-dibroMo-1,2-BenzenediaMine Chemical Properties,Usage,Production
Uses
3,6-dibroMo-1,2-BenzenediaMine is used as an organic synthesis and pharmaceutical intermediate.
Synthesis
15155-41-6
69272-50-0
GENERAL STEPS: To a suspension of 4,7-dibromo-2,1,3-benzothiadiazole (1) (5.88 g, 20 mmol) in ethanol (190 mL) was added sodium borohydride (14 g, 0.37 mol) in batches at 0 °C. The reaction mixture was stirred at room temperature for 20 hours. Upon completion of the reaction, the volatile solvent was evaporated and water (200 mL) was added, followed by extraction with dichloromethane (3 x 30 mL). The organic phases were combined, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford 3,6-dibromo-1,2-benzenediamine (2) (4.7 g, 87% yield) as a light yellow solid. Intermediate 2 was used directly in the next reaction without further purification. Selenium dioxide (1.17 g, 10.5 mmol) was dissolved in hot water (22 mL) and this solution was added to a refluxing ethanol (55 mL) solution of intermediate 2 (2.7 g, 10 mmol). The reaction mixture was heated to reflux for 2 hours. After cooling to room temperature, the precipitate was collected by filtration and recrystallized from ethyl acetate to give 4,7-dibromo-2,1,3-benzoselenadiazole (3) (2.8 g, 80% yield) as golden-yellow needle-like crystals.1H NMR (400 MHz, CDCl3) δ (ppm): 7.65 (s, 2H). Melting point 285-287°C. 13C NMR (100 MHz, CDCl3) δ (ppm): 157.2, 132.1, 116.5. Elemental analysis (C6H2Br2N2Se) Calculated value: C, 21.14; H, 0.59; N, 8.22. Measured value: C, 21.34; H, 0.92; N, 7.98.
References
[1] Tetrahedron Letters, 2005, vol. 46, # 40, p. 6843 - 6846
[2] Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 2, p. 369 - 380
[3] Tetrahedron, 2015, vol. 71, # 23, p. 3838 - 3843
[4] Patent: CN105753849, 2016, A. Location in patent: Paragraph 0049; 0050; 0051
[5] Patent: CN103450226, 2016, B. Location in patent: Paragraph 0044-0045
3,6-dibroMo-1,2-BenzenediaMine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3,6-dibroMo-1,2-BenzenediaMine manufacturers
- Product
- 3,6-dibroMo-1,2-BenzenediaMine 69272-50-0
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-11-21
- Product
- 3,6-dibroMo-1,2-BenzenediaMine 69272-50-0
- Price
- US $10.00-50.00/g
- Min. Order
- 5g
- Purity
- 97%
- Supply Ability
- 1000
- Release date
- 2023-01-06
- Product
- 3,6-dibroMo-1,2-BenzenediaMine 69272-50-0
- Price
- US $10.00-50.00/g
- Min. Order
- 5g
- Purity
- 97%
- Supply Ability
- 1000
- Release date
- 2023-01-06