[ CAS No. 694-90-6 ]

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Quality Control of [ 694-90-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 694-90-6 ]

SDS Specification

Alternatived Products of [ 694-90-6 ]

Product Details of [ 694-90-6 ]

CAS No. :	694-90-6	MDL No. :	MFCD09878420
Formula :	C₇H₉Br	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	173.05 g/mol	Pubchem ID :	-
Synonyms :

Safety of [ 694-90-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 694-90-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 694-90-6 ]

[ 694-90-6 ] Synthesis Path-Downstream 1~24

1
[ 2843-42-7 ]
[ 694-90-6 ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 4078,4080

2
[ 498-66-8 ]
[ 694-90-6 ]

Yield	Reaction Conditions	Operation in experiment
52%		A 50-mL well-dried Schlenk flask was charged with argon through a Schlenk line. To a solution of alkenes (20.0 mmol) and KOt -Bu (2.5 g, 22.3 mmol) in THF (20 mL), nBuLi in hexane (2.5 M, 8.8 mL, 22.0 mmol) was added dropwise at -78 C over 1 h. The mixture was stirred at -40 C for 1 h and cooled again to -78 C. A solution of DBTCE (6.51 g, 20.0 mmol) was added over 15 min and the mixture was stirred at -60 C for 1 h. The reaction mixture was allowed to come to RT and stirred for 2 h. The reaction mixture was quenched with saturated ammonium chloride (20 mL), the aqueous layer was extracted with diethyl ether (3 × 20 mL), and the combined organic layers were washed with brine (25 mL), dried over Na2SO4 , and concentrated under vacuum. The residue was purified by column chromatography (silica gel, 50 g, petroleum ether) to give the product. 2-Bromonorbornene (2): 1 H NMR (400 MHz, CDCl3) delta = 6.01 (d, J = 3.0 Hz, 1H), 2.87-2.91 (m, 2H),1.65-1.69 (m, 2H), 1.60 (m, 1H), 1.10-1.20 (m, 3H). 13 C NMR (100 MHz, CDCl3) delta = 134.8, 125.6, 50.4, 48.1,44.0, 25.9, 24.3.

Reference： [1]Turkish Journal of Chemistry,2019,vol. 43,p. 319 - 322
[2]Tetrahedron,2002,vol. 58,p. 9527 - 9540
[3]Journal of Organometallic Chemistry,1975,vol. 86,p. 75 - 87
[4]Journal of the American Chemical Society,1954,vol. 76,p. 4078,4080
[5]Journal of the American Chemical Society,1954,vol. 76,p. 4078,4080

3
[ 930-22-3 ]
[ 694-90-6 ]
[ 141273-18-9 ]
[ 141273-17-8 ]

Reference： [1]Journal of the American Chemical Society,1992,vol. 114,p. 5018 - 5027

4
[ 497-38-1 ]
[ 694-90-6 ]
[ 85202-08-0 ]
[ 87406-54-0 ]
[ 87406-55-1 ]

Reference： [1]Journal of Organic Chemistry,1983,vol. 48,p. 4519 - 4523

5
[ 694-90-6 ]
[ 2220-40-8 ]
(1S,2S,4S)-2-Bicyclo[2.2.1]hept-2-en-2-yl-bicyclo[2.2.2]oct-5-en-2-ol [ No CAS ]
(1R,2S,4R)-(1R,4S)-2-Bicyclo[2.2.1]hept-2-en-2-yl-bicyclo[2.2.2]oct-5-en-2-ol [ No CAS ]
(1R,2S,4R)-(1S,4R)-2-Bicyclo[2.2.1]hept-2-en-2-yl-bicyclo[2.2.2]oct-5-en-2-ol [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1994,vol. 59,p. 2033 - 2042

6
[ 694-90-6 ]
[ 124418-14-0 ]
[ 127998-25-8 ]
[ 127998-25-8 ]

Reference： [1]Journal of the American Chemical Society,1990,vol. 112,p. 5562 - 5573

7
[ 694-90-6 ]
[ 53585-70-9 ]
[ 128052-68-6 ]
[ 127998-07-6 ]

Reference： [1]Journal of the American Chemical Society,1990,vol. 112,p. 5562 - 5573

8
[ 694-90-6 ]
[ 123026-58-4 ]
[ 128110-35-0 ]
[ 127998-19-0 ]

Reference： [1]Journal of the American Chemical Society,1990,vol. 112,p. 5562 - 5573

9
[ 694-90-6 ]
[ 89398-35-6 ]
(1R,2R,4R)-2-Bicyclo[2.2.1]hept-2-en-2-yl-1,4-dimethyl-bicyclo[2.2.2]oct-5-en-2-ol [ No CAS ]
(1S,2R,4S)-2-(1R,4S)-Bicyclo[2.2.1]hept-2-en-2-yl-1,4-dimethyl-bicyclo[2.2.2]oct-5-en-2-ol [ No CAS ]
(1S,2R,4S)-2-(1S,4R)-Bicyclo[2.2.1]hept-2-en-2-yl-1,4-dimethyl-bicyclo[2.2.2]oct-5-en-2-ol [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1994,vol. 59,p. 2033 - 2042

10
[ 694-90-6 ]
[ 27849-02-1 ]
[ 119379-50-9 ]
[ 119379-50-9 ]
[ 119379-50-9 ]

Reference： [1]Tetrahedron,1987,vol. 43,p. 4989 - 5002

11
[ 85202-08-0 ]
[ 694-90-6 ]
[ 87406-54-0 ]

Reference： [1]Journal of Organic Chemistry,1983,vol. 48,p. 4519 - 4523
[2]Tetrahedron Letters,1983,vol. 24,p. 2829 - 2832

12
[ 75267-72-0 ]
[ 694-90-6 ]
[ 75574-94-6 ]
C₂₁H₂₄ [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition in English,1997,vol. 36,p. 2805 - 2807
Angewandte Chemie,1997,vol. 109,p. 2912 - 2914

15
[ 591-50-4 ]
[ 694-90-6 ]
[ 4237-08-5 ]

Reference： [1]Tetrahedron,2002,vol. 58,p. 9527 - 9540

16
[ 497-38-1 ]
[ 694-90-6 ]

Reference： [1]Journal of Organic Chemistry,1983,vol. 48,p. 4519 - 4523

17
[ 694-90-6 ]
[ 127998-20-3 ]

Reference： [1]Journal of the American Chemical Society,1990,vol. 112,p. 5562 - 5573

18
[ 694-90-6 ]
[ 127998-08-7 ]

Reference： [1]Journal of the American Chemical Society,1990,vol. 112,p. 5562 - 5573

19
[ 694-90-6 ]
[ 127998-21-4 ]

Reference： [1]Journal of the American Chemical Society,1990,vol. 112,p. 5562 - 5573

20
[ 32346-69-3 ]
[ 694-90-6 ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 4078,4080

21
[ 694-90-6 ]
[ 1066-45-1 ]
[ 7439-93-2 ]
(CH₃)3SnC₇H₉ [ No CAS ]

Reference： [1]Journal of Organometallic Chemistry,1973,vol. 61,p. 167 - 177
[2]Gmelin Handbuch der Anorganischen Chemie,Gmelin Handbook: Sn: Org.Verb.2, 1.1.2.1.9, page 93 - 108

22
[ 694-90-6 ]
[ 75267-72-0 ]

Yield	Reaction Conditions	Operation in experiment
		A 50-mL well-dried Schlenk flask was charged with argon through a Schlenk line. A solution of n-BuLi in hexane (2.5 M, 4.4 mL, 11.0 mmol) was added to a solution of dry diisopropylamine (1.55 mL, 11.1 mmol) in dry THF (10 mL) at 0 C and cooled at -78 C. A solution of monobromides (10.0 mmol) in dry THF (10 mL) was added over 15 min and the mixture was stirred at the same temperature for 1 h. A solution of DBTCE (3.3 g, 10.1 mmol) in dry THF (10 mL) was added dropwise and the temperature was left to rise to RT overnight. The reaction mixture was quenched with saturated ammonium chloride (20 mL), the aqueous layer was extracted with diethyl ether (3 × 20 mL), and the combined organic layers were washed with brine (25 mL), dried over Na2SO4 , and concentrated under vacuum. The residue was purified by column chromatography (silica gel, 50 g, petroleum ether). 2,3-Dibromonorbornene (3): 1 H NMR (400 MHz, CDCl3) delta = 2.98-3.03 (m, 2H), 1.78 (dt, J = 8.2 and1.6 Hz, A part of AB system, 1H), 1.69 (AA? part of AA?BB? system, 2H), 1.32 (BB? part of AA?BB? system,2H), 1.21 (dt, J = 8.2 and 1.8 Hz, A part of AB system, 1H). 13 C NMR (100 MHz, CDCl3) delta = 125.4, 51.6,47.0, 25.7.

Reference： [1]Turkish Journal of Chemistry,2019,vol. 43,p. 319 - 322

23
[ 694-90-6 ]
[ 160698-31-7 ]
5-(bicyclo[2.2.1]hept-2-en-2-yl)-1-(4-methoxybenzyl)-1H-tetrazole [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2020,vol. 85,p. 5718 - 5723

24
[ 694-90-6 ]
C₈H₁₀N₄ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2020,vol. 85,p. 5718 - 5723

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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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[ CAS No. 694-90-6 ]

Quality Control of [ 694-90-6 ]

Related Doc. of [ 694-90-6 ]

Product Details of [ 694-90-6 ]

Safety of [ 694-90-6 ]

Application In Synthesis of [ 694-90-6 ]

[ 694-90-6 ] Synthesis Path-Downstream 1~24

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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