Home Cart 0 Sign in  

[ CAS No. 79996-99-9 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

type HazMat fee
Excepted Quantity Free
Inaccessible (Haz class 6.1), Domestic USD 41.00
Inaccessible (Haz class 6.1), International USD 64.00
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 83.00
Accessible (Haz class 3, 4, 5 or 8), International USD 133.00
2D
Chemical Structure| 79996-99-9
Chemical Structure| 79996-99-9
Structure of 79996-99-9 *Storage: {[proInfo.prStorage]}

Quality Control of [ 79996-99-9 ]

Related Doc. of [ 79996-99-9 ]

SDS
Alternatived Products of [ 79996-99-9 ]
Alternatived Products of [ 79996-99-9 ]

Product Details of [ 79996-99-9 ]

CAS No. :79996-99-9MDL No. :MFCD07363811
Formula : C11H8Br2 Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :299.99Pubchem ID :12749147
Synonyms :

Computed Properties of [ 79996-99-9 ]

TPSA : 0 H-Bond Acceptor Count : 0
XLogP3 : 4.4 H-Bond Donor Count : 0
SP3 : 0.09 Rotatable Bond Count : 1

Safety of [ 79996-99-9 ]

Signal Word:DangerClass:8
Precautionary Statements:P501-P260-P270-P271-P264-P280-P362+P364-P303+P361+P353-P301+P330+P331-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405UN#:3261
Hazard Statements:H302+H312+H332-H314Packing Group:
GHS Pictogram:

Application In Synthesis of [ 79996-99-9 ]

  • Upstream synthesis route of [ 79996-99-9 ]
  • Downstream synthetic route of [ 79996-99-9 ]

[ 79996-99-9 ] Synthesis Path-Upstream   1~16

  • 1
  • [ 75-15-0 ]
  • [ 7726-95-6 ]
  • [ 90-12-0 ]
  • [ 6627-78-7 ]
  • [ 79996-99-9 ]
Reference: [1] Chemische Berichte, 1922, vol. 55, p. 1854
  • 2
  • [ 79996-99-9 ]
  • [ 16650-55-8 ]
Reference: [1] Inorganic Chemistry, 2016, vol. 55, # 5, p. 1986 - 1991
  • 3
  • [ 6627-78-7 ]
  • [ 79996-99-9 ]
YieldReaction ConditionsOperation in experiment
77.43% With tetrabutylammomium bromide In ethyl acetate at 70℃; for 9 h; Weigh 4-Bromo-1-methylnaphthalene3.3 g (10.2 mmol, 1.5 eq) of tetrabutylammonium bromide was added to 30 mL of ethyl acetate and the mixture was refluxed at 70 ° C for 9 hours. After TLC showed that the starting material was completely reacted, The reaction was stopped. After filtering, the filter cake was stirred at room temperature for 2 hours with 30 mL of ethyl acetate and filtered to give 1.60 g of 1-bromo-4- (bromomethyl) naphthalene as a pale yellow solid in a yield of 77.43percent.
73% With N-Bromosuccinimide; dibenzoyl peroxide In hexane for 36 h; Reflux; Inert atmosphere A suspension of 11 (35.37 g, 160 mmol), BPO (0.78 g, 3.2 mmol), and NBS (34.17 g, 192 mmol) in n-hexane (400 mL) was refluxed under N2 until the completion of reaction as indicated by TLC analysis (typically 36 h; once the reaction commenced, 0.78 g of BPO was added every 8 h until the reaction completed). The reaction mixture was cooled to room temperature while stirring, and the precipitates were collected via vacuum filtration. The precipitates were triturated successively with saturated aqueous NaHCO3 (500 mL x 2), water (800 mL x 2), and n-hexane (800 mL) to give rise to (4-bromonaphth-1-yl)methyl bromide 12. White solid; 35.04 g (73percent); m.p. 104.5–106 °C (literature value, 102–104 °C [44]). 1H-NMR (DMSO-d6, 400 MHz) δ: 8.20–8.26 (m, 2H), 7.85 (d, J = 7.6 Hz, 1H), 7.71–7.77 (m, 2H), 7.62 (d, J = 7.6 Hz, 1H), 5.21 (s, 2H).
500 g With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 70 - 78℃; A 5 L four-necked flask was charged with 461.8 g of 4-bromo-1-methylnaphthalene (I)7.2kg of carbon tetrachloride,375.6 g of N-bromosuccinimide,20.5 g BP0,The temperature was raised to 70 to 78 ° C (preferably 77 ° C) and the reaction was refluxed overnight.Point plate,The reaction is complete.Cooled to room temperature,Filter,40 ° C spin dry solvent.Add 1200 g of ethanol,Heating up to 70 ° C Paul lh,Cooling to room temperature,Filter,Filter cake washed with ethanol,After draining,Dried at 35 ° C to give 500 g of 4-bromo-1-bromomethylnaphthalene (II)The two-step yield was 79percent (based on 1-methylnaphthalene).
Reference: [1] European Journal of Organic Chemistry, 2006, # 10, p. 2329 - 2335
[2] Journal of Organic Chemistry, 1999, vol. 64, # 4, p. 1387 - 1390
[3] Advanced Synthesis and Catalysis, 2018, vol. 360, # 21, p. 4197 - 4204
[4] Patent: CN105906530, 2016, A, . Location in patent: Paragraph 0091; 0092; 0093; 0094; 0095
[5] Organic Letters, 2008, vol. 10, # 14, p. 3105 - 3108
[6] Molecules, 2016, vol. 21, # 11,
[7] Inorganic Chemistry, 2016, vol. 55, # 5, p. 1986 - 1991
[8] MedChemComm, 2016, vol. 7, # 5, p. 900 - 905
[9] Angewandte Chemie - International Edition, 2006, vol. 45, # 32, p. 5311 - 5315
[10] Journal of the Chemical Society, 1927, p. 3104
[11] Journal of the American Chemical Society, 1954, vol. 76, p. 604
[12] Dyes and Pigments, 2011, vol. 88, # 1, p. 57 - 64
[13] Chemical Communications, 2016, vol. 52, # 9, p. 1949 - 1952
[14] Patent: CN106366018, 2017, A, . Location in patent: Paragraph 0038; 0039
[15] Patent: WO2017/147328, 2017, A1, . Location in patent: Paragraph 0377
[16] Patent: WO2010/79077, 2010, A1, . Location in patent: Page/Page column 34
  • 4
  • [ 90-12-0 ]
  • [ 79996-99-9 ]
Reference: [1] Advanced Synthesis and Catalysis, 2018, vol. 360, # 21, p. 4197 - 4204
[2] Chemische Berichte, 1922, vol. 55, p. 1854
[3] Journal of the Chemical Society, 1927, p. 3104
[4] Patent: CN105906530, 2016, A,
[5] Patent: CN106366018, 2017, A,
  • 5
  • [ 56052-26-7 ]
  • [ 79996-99-9 ]
Reference: [1] Canadian Journal of Chemistry, 1981, vol. 59, p. 2629 - 2641
  • 6
  • [ 83-53-4 ]
  • [ 79996-99-9 ]
Reference: [1] Tetrahedron, 2001, vol. 57, # 25, p. 5339 - 5352
  • 7
  • [ 288372-59-8 ]
  • [ 79996-99-9 ]
Reference: [1] Tetrahedron, 2001, vol. 57, # 25, p. 5339 - 5352
  • 8
  • [ 16650-55-8 ]
  • [ 79996-99-9 ]
Reference: [1] Canadian Journal of Chemistry, 1981, vol. 59, p. 2629 - 2641
  • 9
  • [ 46258-62-2 ]
  • [ 79996-99-9 ]
Reference: [1] Canadian Journal of Chemistry, 1981, vol. 59, p. 2629 - 2641
  • 10
  • [ 50-00-0 ]
  • [ 90-11-9 ]
  • [ 79996-99-9 ]
Reference: [1] Journal of the Chemical Society, 1962, p. 3915 - 3926
  • 11
  • [ 288372-60-1 ]
  • [ 79996-99-9 ]
Reference: [1] Tetrahedron, 2001, vol. 57, # 25, p. 5339 - 5352
  • 12
  • [ 3163-27-7 ]
  • [ 79996-99-9 ]
Reference: [1] Chemische Berichte, 1922, vol. 55, p. 1854
  • 13
  • [ 6627-78-7 ]
  • [ 7726-95-6 ]
  • [ 79996-99-9 ]
Reference: [1] Journal of the Chemical Society, 1927, p. 3104
  • 14
  • [ 75-15-0 ]
  • [ 7726-95-6 ]
  • [ 90-12-0 ]
  • [ 6627-78-7 ]
  • [ 79996-99-9 ]
Reference: [1] Chemische Berichte, 1922, vol. 55, p. 1854
  • 15
  • [ 79996-99-9 ]
  • [ 50672-84-9 ]
YieldReaction ConditionsOperation in experiment
80.4% With 1,6-Hexanediamine; acetic acid In water at 100℃; for 3 h; A 3 L three-necked flask was charged with 318 g of 4-bromo-1-bromomethylnaphthalene (II)371.5 g of hexamethylenediamine,795g glacial acetic acid,795g water,100 ° C reflux reaction 3h,Point plate, the reaction is completed,Rapid dropwise addition of 636 g concentrated hydrochloric acid,Drop back 0.5h.Cooling to room temperature,Add 4L of water,Stir for 3 h.filter,Filter cake and then 2L water beating 2h,Filter,Filter cake washed twice with water,Drained,40 ° C drying.Adding 318 g of ethanol to recrystallize,Dried to give 200.4 g of 4-bromo-1-naphthaldehyde (III)Yield 80.4percent.Wherein the molar ratio of 4-bromo-1-bromomethylnaphthalene (II) to hexamethylenetetramine is 1: 2.5,
Reference: [1] European Journal of Organic Chemistry, 2006, # 10, p. 2329 - 2335
[2] Patent: CN106366018, 2017, A, . Location in patent: Paragraph 0040; 0041; 0042; 0043
[3] Inorganic Chemistry, 2016, vol. 55, # 5, p. 1986 - 1991
[4] Chemische Berichte, 1922, vol. 55, p. 1854
[5] Organic Letters, 2008, vol. 10, # 14, p. 3105 - 3108
[6] Patent: WO2010/79077, 2010, A1, . Location in patent: Page/Page column 34
  • 16
  • [ 79996-99-9 ]
  • [ 92616-49-4 ]
YieldReaction ConditionsOperation in experiment
78.87% With ammonia; iodine In 1,4-dioxane at 30℃; for 3.5 h; 1-bromo-4- (bromomethyl) naphthalene was weighed(6.7 mmol, 1.0 eq) was added to 40 mL of dioxane and 4.5 g (130 mmol, 5 mL, 19.5 eq) of ammonia and 5.9 g (23.5 mmol, 3.5 eq) of iodine were added and the reaction was stirred at 30 ° C for 3.5 hours After the reaction was complete, the reaction was stopped, the reaction was quenched by adding 40 mL of purified water, extracted with ethyl acetate (3 x 30 mL), concentrated and recrystallized from ethyl acetate and petroleum ether 5: 1 to give 4-bromo-1- Cyanide 1.32 g, yield 78.87percent, purity 99.6percent.
Reference: [1] Patent: CN105906530, 2016, A, . Location in patent: Paragraph 0113; 0114; 0115; 0116
[2] Patent: CN106366018, 2017, A,
Historical Records

Related Functional Groups of
[ 79996-99-9 ]

Bromides

Chemical Structure| 61921-39-9

[ 61921-39-9 ]

4-Bromotetraphene

Similarity: 0.97

Chemical Structure| 74866-28-7

[ 74866-28-7 ]

2,2-Dibromo-1,1-binaphthyl

Similarity: 0.97

Chemical Structure| 6627-78-7

[ 6627-78-7 ]

1-Bromo-4-methylnaphthalene

Similarity: 0.97

Chemical Structure| 23683-68-3

[ 23683-68-3 ]

3-Bromoperylene

Similarity: 0.94

Chemical Structure| 16657-07-1

[ 16657-07-1 ]

7-Bromo-1H-indene

Similarity: 0.94

Benzyl bromides

Chemical Structure| 305798-02-1

[ 305798-02-1 ]

2-Bromo-6-(bromomethyl)naphthalene

Similarity: 0.91

Chemical Structure| 156001-49-9

[ 156001-49-9 ]

4-Bromo-1-(bromomethyl)-2-methylbenzene

Similarity: 0.91

Chemical Structure| 69189-19-1

[ 69189-19-1 ]

4-Bromo-1,2-bis(bromomethyl)benzene

Similarity: 0.91

Chemical Structure| 408327-92-4

[ 408327-92-4 ]

4,4',4''-(2-Bromoethene-1,1,2-triyl)tris(bromobenzene)

Similarity: 0.89

Chemical Structure| 127168-82-5

[ 127168-82-5 ]

1-Bromo-2,3-bis(bromomethyl)benzene

Similarity: 0.85

Aryls

Chemical Structure| 61921-39-9

[ 61921-39-9 ]

4-Bromotetraphene

Similarity: 0.97

Chemical Structure| 74866-28-7

[ 74866-28-7 ]

2,2-Dibromo-1,1-binaphthyl

Similarity: 0.97

Chemical Structure| 6627-78-7

[ 6627-78-7 ]

1-Bromo-4-methylnaphthalene

Similarity: 0.97

Chemical Structure| 23683-68-3

[ 23683-68-3 ]

3-Bromoperylene

Similarity: 0.94

Chemical Structure| 16657-07-1

[ 16657-07-1 ]

7-Bromo-1H-indene

Similarity: 0.94