[ CAS No. 97985-66-5 ] {[proInfo.proName]}

Name: 97985-66-5|(E)-3-(3-Bromophenyl)acrylaldehyde|95%
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SKU: A188104
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Quality Control of [ 97985-66-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 97985-66-5 ]

CAS No. :	97985-66-5	MDL No. :	MFCD00996500
Formula :	C₉H₇BrO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	QICJGJJHIQBWJR-DUXPYHPUSA-N
M.W :	211.06	Pubchem ID :	5823756
Synonyms :

Calculated chemistry of [ 97985-66-5 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	49.24
TPSA :	17.07 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.6 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.02
Log Po/w (XLOGP3) :	2.8
Log Po/w (WLOGP) :	2.55
Log Po/w (MLOGP) :	2.73
Log Po/w (SILICOS-IT) :	3.14
Consensus Log Po/w :	2.65

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.18
Solubility :	0.138 mg/ml ; 0.000654 mol/l
Class :	Soluble
Log S (Ali) :	-2.82
Solubility :	0.323 mg/ml ; 0.00153 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.29
Solubility :	0.107 mg/ml ; 0.000508 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.0

Safety of [ 97985-66-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 97985-66-5 ]

* 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.

Upstream synthesis route of [ 97985-66-5 ]
Downstream synthetic route of [ 97985-66-5 ]

[ 97985-66-5 ] Synthesis Path-Upstream 1~4

1
[ 210115-30-3 ]
[ 97985-66-5 ]

Reference： [1] ACS Catalysis, 2017, vol. 7, # 6, p. 4000 - 4003

2
[ 1798-85-2 ]
[ 97985-66-5 ]

Yield	Reaction Conditions	Operation in experiment
42.2 %Spectr.	With trifluoroacetic acid; sodium nitrite In chloroform at 0 - 20℃;	General procedure: Sodium nitrite, 0.69 g (0.01 mol), was added in portions over a period of 10–15 min to a mixture of 0.01 mol of arylcyclopropane 1a–1l, 5.2 g of trifluoroacetic acid, and 15 mL of chloroform, cooled to 0–5 °C.The mixture was allowed to warm up to 20 °C, kept for1 h at that temperature, and poured into 100 mL of cold water. The organic phase was separated, the aqueousphase was extracted with chloroform (2 × 10 mL), the extracts were combined with the organic phase,washed with water (2 × 30 mL), and dried over MgSO4, the solvent was removed, and the residue was analyzed by 1H NMR. Compound 2l was isolated by crystallization. The compositions of the reaction mixtures are given in Table 1. The physical constants and spectral characteristics of 2a [16], 2b [30], and 2l [28] coincided with published data. 5-(3-Bromophenyl)-4,5-dihydro-1,2-oxazole (2c). Viscous oily material. 1H NMR spectrum, δ, ppm:2.98 d.d.d (1H, 4-H, J = 2.0, 7.4, 17.8 Hz) and 3.46 d.d.d (1H, 4-H, J = 2.0, 10.5, 17.8 Hz), 5.51 d.d (1H, 5-H, J = 7.4, 10.5 Hz), 7.23 s (1H, 3-H), 7.23–7.28 m (3H, Harom), 7.49 m (1H, Harom). Found, percent:C 47.33, 47.51; H 3.36, 3.42; N 5.91, 6.02. C9H8BrNO. Calculated, percent: C 47.82; H 3.57; N 6.20.

Reference： [1] Russian Journal of Organic Chemistry, 2016, vol. 52, # 3, p. 397 - 403[2] Zh. Org. Khim., 2016, vol. 52, # 3, p. 417 - 423,7

3
[ 3132-99-8 ]
[ 2136-75-6 ]
[ 97985-66-5 ]

Reference： [1] European Journal of Organic Chemistry, 2017, vol. 2017, # 3, p. 719 - 725

4
[ 3132-99-8 ]
[ 1099-45-2 ]
[ 97985-66-5 ]

Reference： [1] Synthetic Communications, 2018, vol. 48, # 3, p. 336 - 343

[ 97985-66-5 ] Synthesis Path-Downstream 1~78

2
[ 97985-66-5 ]
[ 504-02-9 ]
(4R)-4-(3-bromophenyl)-2-hydroxy-3,4,7,8-tetrahydro-2H-chromen-5(6H)-one [ No CAS ]
[ 1062117-98-9 ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 6329 - 6332

3
[ 97985-66-5 ]
[ 126-81-8 ]
[ 1062118-24-4 ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 6329 - 6332

4
[ 623-11-0 ]
[ 97985-66-5 ]
[ 1117777-07-7 ]

Reference： [1]Journal of Organic Chemistry,2009,vol. 74,p. 1744 - 1746

5
[ 97985-66-5 ]
[ 829-85-6 ]
C₂₁H₁₈BrOP [ No CAS ]
C₂₁H₁₈BrOP [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2008,vol. 350,p. 1875 - 1884

6
[ 97985-66-5 ]
[ 765-87-7 ]
[ 1172611-71-0 ]

Reference： [1]Angewandte Chemie - International Edition,2009,vol. 48,p. 3699 - 3702

7
[ 97985-66-5 ]
N-methyl-2-[(Z)-2-phenylvinyl]-1H-indole [ No CAS ]
[ 1234628-92-2 ]

Reference： [1]Chemistry - A European Journal,2010,vol. 16,p. 5853 - 5857

8
[ 97985-66-5 ]
[ 63664-38-0 ]
[ 1306623-60-8 ]

Yield	Reaction Conditions	Operation in experiment
56%		General procedure: To a mixture of catalyst 9 (0.01 mmol, 0.1 equiv) and benzoic acid (0.01 mmol, 0.1 equiv) in DCM (0.2 mL) was added beta-ketoamide 8 (0.1 mmol, 1 equiv) under an atmosphere of N2. Followed by the addition of alpha,beta-unsaturated aldehyde 1 (0.15 mmol, 1.5 equiv). The reaction was stirred at 20 C and followed by TLC. After full consumption of beta-ketoamide 8, the reaction mixture was diluted with DCM (0.3 mL). Then TFA (0.1 mmol, 1 equiv) was added. The reaction mixture was stirred at 20 C for 0.5 h. The reaction mixture was diluted with DCM (5 mL) and washed with saturated NaHCO3 (3 mL). The aqueous phase was extracted with DCM (2×5 ml). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with a petroleum ether and ethyl acetate mixture to give pure compounds 10.

Reference： [1]Tetrahedron,2011,vol. 67,p. 3034 - 3040

9
[ 79432-87-4 ]
[ 97985-66-5 ]

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 6642 - 6649

10
[ 97985-66-5 ]
[ 4392-24-9 ]
3-(3-bromophenyl)acrylic acid 3-phenylallyl ester [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 3016 - 3023

11
[ 97985-66-5 ]
[ 77302-61-5 ]
[ 1332482-02-6 ]

Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 8064 - 8069

12
[ 97985-66-5 ]
[ 829-85-6 ]
C₂₁H₁₈BrOP [ No CAS ]

Reference： [1]Organic Letters,2011,vol. 13,p. 5824 - 5826

13
[ 97985-66-5 ]
[ 829-85-6 ]
C₂₁H₂₃BBrOP [ No CAS ]

Reference： [1]Organic Letters,2011,vol. 13,p. 5824 - 5826

14
[ 97985-66-5 ]
[ 55022-46-3 ]
[ 1361925-52-1 ]

Reference： [1]Chemistry - A European Journal,2011,vol. 17,p. 13958 - 13962

15
[ 97985-66-5 ]
[ 1099-45-2 ]
[ 73183-34-3 ]
BrC₆H₄CH(BO₂C₂(CH₃)4)CH₂CHCHCOOC₂H₅ [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2011,vol. 50,p. 12036 - 12041

16
[ 97985-66-5 ]
[ 90877-70-6 ]
[ 1374003-58-3 ]
(2R,3S,5R)-ethyl 1-acetyl-3-(3-bromophenyl)-2-cyano-5-hydroxypyrrolidine-2-carboxylate [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2012,vol. 354,p. 1156 - 1162

17
[ 91856-01-8 ]
[ 97985-66-5 ]
(1R,2R)-2-(3-bromophenyl)-4-methyl-2'-oxospiro[cyclopent[3]ene-1,3'-indoline]-3-carbaldehyde [ No CAS ]

Reference： [1]Chemistry - A European Journal,2012,vol. 18,p. 13959 - 13963,5

18
[ 1660-94-2 ]
[ 97985-66-5 ]
C₁₈H₂₇BrO₆P₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With 4-methyl-morpholine; titanium tetrachloride; In tetrahydrofuran; tetrachloromethane; at 0 - 20℃;Inert atmosphere;	General procedure: alpha,beta-Unsaturated aldehyde (5.0 mmol) and tetraethyl bisphosphonate (5.0 mmol) wereadded into a solution of TiCl4 (10 mmol) in CCl4 (2.5 mL) at 0 C, Then, N-methylmorpholine (1.61 mL, 14.6 mmol) in THF (3 mL) was added dropwisely over 1 h.The resulting mixture was stirred at room temperature overnight. After quenched withwater, the mixture was extracted with ethyl acetate, dried over Na2SO4, filtered andconcentrated under vacuum. The residue was purified by silica gel chromatographywith CH2Cl2/MeOH = 50/1 to afford the product.

Reference： [1]Tetrahedron Letters,2014,vol. 55,p. 629 - 631

19
[ 1660-94-2 ]
[ 97985-66-5 ]
C₃₀H₃₈BrO₇P₃ [ No CAS ]
C₃₀H₃₈BrO₇P₃ [ No CAS ]

Reference： [1]Tetrahedron Letters,2014,vol. 55,p. 629 - 631

20
[ 99294-64-1 ]
[ 97985-66-5 ]
[ 1609179-19-2 ]

Yield	Reaction Conditions	Operation in experiment
72%	With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid; In chloroform; at 20℃; for 24h;	General procedure: To a solution of alpha,beta-unsaturated aldehyde 2a (0.1 mmol) and 4-acetyl-5-oxohexanal (3, 0.12 mmol) in 0.4 mL of chloroform, catalyst 1b (0.02 mmol) and benzoic acid (0.02 mmol) were added. The mixture was stirred at room temperature for 20 h, and the crude product was purified directly by column chromatography on silica gel (hexane/ethyl acetate = 2:1) to afford the corresponding product 4a as a white solid in 76% yield and 96% ee.

Reference： [1]Tetrahedron Letters,2014,vol. 55,p. 3344 - 3347

21
[ 97985-66-5 ]
[ 6249-80-5 ]
(R,E)-3-(3-bromophenyl)-7-oxo-7-phenylhept-5-enal [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 14128 - 14131
Angew. Chem.,2014,vol. 126,p. 14352 - 14355,4

22
[ 97985-66-5 ]
[ 6249-80-5 ]
C₂₂H₂₁BrO₃ [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 14128 - 14131
Angew. Chem.,2014,vol. 126,p. 14352 - 14355,4

23
[ 97985-66-5 ]
[ 141377-54-0 ]
C₁₇H₁₆BrNO₄ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 1446 - 1456

24
[ 97985-66-5 ]
[ 149495-00-1 ]
(2S,3S,4R)-4-(3-bromophenyl)tetrahydro-3-nitro-2-phenyl-2H-pyran [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 1446 - 1456

25
[ 97985-66-5 ]
[ 149495-00-1 ]
C₁₇H₁₆BrNO₄ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 1446 - 1456

26
[ 97985-66-5 ]
[ 178425-11-1 ]
(S)-methyl 2-(3-bromobenzyl)-3-(dibenzylamino)propanoate [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2015,vol. 54,p. 5161 - 5165
Angew. Chem.,2015,vol. 127,p. 5250 - 5254,5

27
[ 97985-66-5 ]
[ 16176-42-4 ]
C₂₂H₁₉BrN₂O₂ [ No CAS ]
C₂₂H₁₉BrN₂O₂ [ No CAS ]
C₂₂H₁₉BrN₂O₂ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 5951 - 5957

28
[ 40018-26-6 ]
[ 563-70-2 ]
[ 97985-66-5 ]
(1R,2R,5S,6R)-2-(3-bromophenyl)-6-nitro-3-thiabicyclo[3.1.0]hexane-1-carbaldehyde [ No CAS ]
(1S,2S,5R,6S)-2-(3-bromophenyl)-6-nitro-3-thiabicyclo[3.1.0]hexane-1-carbaldehyde [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 9176 - 9184

29
[ 97985-66-5 ]
C₈H₄Cl₂N₂O₃ [ No CAS ]
C₁₇H₁₀BrClN₂O₄ [ No CAS ]
C₁₇H₁₀BrClN₂O₄ [ No CAS ]

Reference： [1]Chemical Science,2016,vol. 7,p. 984 - 988

30
[ 1798-85-2 ]
[ 97985-66-5 ]
5-(3-bromophenyl)-4,5-dihydro-1,2-oxazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
20.3%Spectr.; 42.2%Spectr.	With trifluoroacetic acid; sodium nitrite; In chloroform; at 0 - 20℃;	General procedure: Sodium nitrite, 0.69 g (0.01 mol), was added in portions over a period of 10-15 min to a mixture of 0.01 mol of arylcyclopropane 1a-1l, 5.2 g of trifluoroacetic acid, and 15 mL of chloroform, cooled to 0-5 C.The mixture was allowed to warm up to 20 C, kept for1 h at that temperature, and poured into 100 mL of cold water. The organic phase was separated, the aqueousphase was extracted with chloroform (2 × 10 mL), the extracts were combined with the organic phase,washed with water (2 × 30 mL), and dried over MgSO4, the solvent was removed, and the residue was analyzed by 1H NMR. Compound 2l was isolated by crystallization. The compositions of the reaction mixtures are given in Table 1. The physical constants and spectral characteristics of 2a [16], 2b [30], and 2l [28] coincided with published data. 5-(3-Bromophenyl)-4,5-dihydro-1,2-oxazole (2c). Viscous oily material. 1H NMR spectrum, delta, ppm:2.98 d.d.d (1H, 4-H, J = 2.0, 7.4, 17.8 Hz) and 3.46 d.d.d (1H, 4-H, J = 2.0, 10.5, 17.8 Hz), 5.51 d.d (1H, 5-H, J = 7.4, 10.5 Hz), 7.23 s (1H, 3-H), 7.23-7.28 m (3H, Harom), 7.49 m (1H, Harom). Found, %:C 47.33, 47.51; H 3.36, 3.42; N 5.91, 6.02. C9H8BrNO. Calculated, %: C 47.82; H 3.57; N 6.20.

Reference： [1]Russian Journal of Organic Chemistry,2016,vol. 52,p. 397 - 403
Zh. Org. Khim.,2016,vol. 52,p. 417 - 423,7

31
[ 97985-66-5 ]
[ 23901-60-2 ]
[ 141-97-9 ]
(5R,6R,7S,8R,9R,10S)-ethyl-10-(3-bromophenyl)-9-formyl-8-hydroxy-1,8-dimethyl-4-oxo-3,6-diphenyl-2,3-diazaspiro[4.5]dec-1-ene-7-carboxylate [ No CAS ]
C₃₂H₃₁BrN₂O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: The reactions performed with 0.1 mmol of 2a, 0.12mmol of 3, and 20mol% of 1e in 1mL ether, the mixture was stirred at -20C. After compound 2a was disappeared (monitored by TLC, about 30h), substrate 4a and 20mol% piperidine was added, and stirred for 20min. After that, the reaction mixture was concentrated and the residue was purified by flash chromatography on silica gel (petroleum ether/ethyl acetate=5:1) to give 5a.

Reference： [1]Tetrahedron,2014,vol. 70,p. 9330 - 9336

32
[ 97985-66-5 ]
[ 14204-27-4 ]
(Z)-3-(3-bromophenyl)-2-(phenylthio)acrylaldehyde [ No CAS ]

Reference： [1]Organic Letters,2016,vol. 18,p. 5708 - 5711

33
[ 97985-66-5 ]
[ 65590-89-8 ]
ethyl 2-(3-bromophenyl)-1-cyano-3-formyl-4-vinylcyclopentane-1-carboxylate [ No CAS ]
ethyl 2-(3-bromophenyl)-1-cyano-3-formyl-4-vinylcyclopentane-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; tris-(dibenzylideneacetone)dipalladium(0); In ethyl acetate; at 20℃; for 16h;	General procedure: To a closed vial were added the secondary amine catalyst 2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine (I) (0.04 mmol, 0.2 equiv), vinylcyclopropane 1 (0.24 mmol, 1.2 equiv), enal 2 (0.2 mmol, 1equiv), Pd2(dba)3 (0.01 mmol, 0.05 equiv) and EtOAc (1 mL). The reaction was stirred at room temperature for 16 h. After completion, the mixture was concentrated in vacuo and purified by flash column chromatography (EtOAc/n-hexane) to afford the desired product 3.

Reference： [1]Synthesis,2017,vol. 49,p. 167 - 174

34
[ 97985-66-5 ]
[ 88326-59-4 ]
methyl 2-(3-bromophenyl)-1-cyano-3-formyl-4-vinylcyclopentane-1-carboxylate [ No CAS ]
methyl 2-(3-bromophenyl)-1-cyano-3-formyl-4-vinylcyclopentane-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; tris-(dibenzylideneacetone)dipalladium(0); In ethyl acetate; at 20℃; for 16h;	General procedure: To a closed vial were added the secondary amine catalyst 2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine (I) (0.04 mmol, 0.2 equiv), vinylcyclopropane 1 (0.24 mmol, 1.2 equiv), enal 2 (0.2 mmol, 1equiv), Pd2(dba)3 (0.01 mmol, 0.05 equiv) and EtOAc (1 mL). The reaction was stirred at room temperature for 16 h. After completion, the mixture was concentrated in vacuo and purified by flash column chromatography (EtOAc/n-hexane) to afford the desired product 3.

Reference： [1]Synthesis,2017,vol. 49,p. 167 - 174

35
[ 2739-97-1 ]
[ 97985-66-5 ]
3,3''-dibromo-6'-formyl-2'-(pyridin-2-yl)-1',2',3',4'-tetrahydro-[1,1':3',1''-terphenyl]-2'-carbonitrile [ No CAS ]
3,3''-dibromo-6'-formyl-2'-(pyridin-2-yl)-1',2',3',4'-tetrahydro-[1,1':3',1''-terphenyl]-2'-carbonitrile [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2017,vol. 2017,p. 719 - 725

36
[ 3132-99-8 ]
[ 2136-75-6 ]
[ 97985-66-5 ]

Reference： [1]European Journal of Organic Chemistry,2017,vol. 2017,p. 719 - 725
[2]Chemical Biology and Drug Design,2019,vol. 93,p. 337 - 350

37
[ 97985-66-5 ]
diethyl 2-((2,2,2-trifluoroethyl)imino)malonate [ No CAS ]
(3S,4R,5S)-diethyl 4-(3-bromophenyl)-3-formyl-5-(trifluoromethyl)pyrrolidine-2,2-dicarboxylate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 3482 - 3490

38
[ 97985-66-5 ]
diethyl 2-((2,2,2-trifluoroethyl)imino)malonate [ No CAS ]
diethyl 4-(3-bromophenyl)-3-formyl-5-(trifluoromethyl)pyrrolidine-2,2-dicarboxylate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 3482 - 3490

39
[ 4096-34-8 ]
[ 97985-66-5 ]
C₁₅H₁₅BrO₂ [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 2130 - 2133

40
[ 4096-34-8 ]
[ 97985-66-5 ]
(3S,3aS,7aS)-3-(3-bromophenyl)hexahydro-1H-indene-1,6(2H)-dione [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 2130 - 2133

41
[ 97985-66-5 ]
[ 2799-86-2 ]
(5R,8R,10R)-7-benzyl-10-(3-bromophenyl)-8-hydroxy-7-azaspiro[4.5]decane-1,6-dione [ No CAS ]
(5S,8R,10R)-7-benzyl-10-(3-bromophenyl)-8-hydroxy-7-azaspiro[4.5]decane-1,6-dione [ No CAS ]
7-benzyl-10-(3-bromophenyl)-8-hydroxy-7-azaspiro[4.5]decane-1,6-dione [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2017,vol. 2017,p. 1749 - 1756

42
[ 97985-66-5 ]
[ 56759-14-9 ]

Reference： [1]Organic Letters,2017,vol. 19,p. 2580 - 2583

43
[ 97985-66-5 ]
[ 14473-91-7 ]

Reference： [1]Organic Letters,2017,vol. 19,p. 2580 - 2583

44
[ 770-09-2 ]
[ 97985-66-5 ]
C₁₆H₁₅BrO [ No CAS ]
C₁₆H₁₅BrO [ No CAS ]

Reference： [1]Nature Chemistry,2017,vol. 9,p. 868 - 873

45
[ 779-84-0 ]
[ 97985-66-5 ]
(4R,5S)-4-(3-bromophenyl)-5-(2-hydroxyphenyl)-1-phenylpyrrolidin-2-one [ No CAS ]
4-(3-bromophenyl)-5-(2-hydroxyphenyl)-1-phenylpyrrolidin-2-one [ No CAS ]

Reference： [1]Chemistry - A European Journal,2017,vol. 23,p. 13888 - 13892

46
[ 210115-30-3 ]
[ 97985-66-5 ]

Reference： [1]ACS Catalysis,2017,vol. 7,p. 4000 - 4003

47
[ 97985-66-5 ]
(E)-ethyl 4-(2-(4-methylphenylsulfonamido)phenyl)-2-oxobut-3-enoate [ No CAS ]
ethyl (4S,4aS,5S,10bS)-5-(3-bromophenyl)-4-hydroxy-6-tosyl-4a,5,6,10b-tetrahydro-4H-pyrano[3,4-c]quinoline-2-carboxylate [ No CAS ]
ethyl 5-(3-bromophenyl)-4-hydroxy-6-tosyl-4a,5,6,10b-tetrahydro-4H-pyrano[3,4-c]quinoline-2-carboxylate [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 9630 - 9637

48
[ 97985-66-5 ]
(E)-ethyl 4-(2-(4-methylphenylsulfonamido)phenyl)-2-oxobut-3-enoate [ No CAS ]
ethyl 5-(3-bromophenyl)-4-hydroxy-6-tosyl-4a,5,6,10b-tetrahydro-4H-pyrano[3,4-c]quinoline-2-carboxylate [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 9630 - 9637

49
[ 97985-66-5 ]
[ 38513-20-1 ]
3'-bromo-2,4-bis(phenylsulfonyl)-1,1'-biphenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With pyrrolidine; In chloroform-d1; at 25℃; for 6h;	General procedure: To a mixture of a,b-unsaturated aldehyde 1 (0.15 mmol), 1,3-bisnucleophile 2 (0.1 mmol) and pyrrolidine 4b (1.7 mL, 0.02 mmol) was added chloroform (1 mL). After stirring at 25 oC for 6 h, the reaction mixture was directly purified by flash column chromatography on silica gel using petroleum/ethyl acetate as eluent to afford the product 3.

Reference： [1]Synthetic Communications,2018,vol. 48,p. 336 - 343

50
[ 3132-99-8 ]
[ 1099-45-2 ]
[ 97985-66-5 ]

Reference： [1]Synthetic Communications,2018,vol. 48,p. 336 - 343

51
[ 97985-66-5 ]
[ 62-53-3 ]
N-[3-(3-bromophenyl)-2-(dimethylphenylsilyl)propyl]aniline [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 5765 - 5769

52
[ 97985-66-5 ]
[ 62-53-3 ]
C₁₅H₁₂BrN [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 5765 - 5769

53
[ 97985-66-5 ]
[ 16880-41-4 ]
C₂₄H₂₄BrNO₄ [ No CAS ]
C₂₄H₂₄BrNO₄ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 12071 - 12085

54
[ 97985-66-5 ]
6-bromo-9-phenyl-1-(phenylsulfonyl)-1H-benzo[f]indazole [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 124 - 128

55
[ 97985-66-5 ]
1-([1,1'-biphenyl]-4-ylsulfonyl)-6-bromo-9-phenyl-1H-benzo[f]indazole [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 124 - 128

56
[ 97985-66-5 ]
C₁₇H₁₁BrO [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 124 - 128

57
[ 97985-66-5 ]
C₉H₆Br₂O [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 124 - 128

58
[ 97985-66-5 ]
diethyl 4-benzoyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate [ No CAS ]
3-(3-bromophenyl)-4-oxo-4-phenylbutanal [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2019,vol. 58,p. 1213 - 1217
Angew. Chem.,2019,vol. 131,p. 1226 - 1230,5

59
[ 97985-66-5 ]
diethyl 4-benzoyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate [ No CAS ]
(S)-3-(3-bromophenyl)-4-oxo-4-phenylbutanal [ No CAS ]
3-(3-bromophenyl)-4-oxo-4-phenylbutanal [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2019,vol. 58,p. 1213 - 1217
Angew. Chem.,2019,vol. 131,p. 1226 - 1230,5

60
[ 97985-66-5 ]
[ 1214-47-7 ]
trans-3-(3-bromophenyl)-2-phenyl-2,3-dihydrocyclopenta[c]chromen-4(1H)-one [ No CAS ]

Reference： [1]Chemical Biology and Drug Design,2019,vol. 93,p. 337 - 350

61
[ 97985-66-5 ]
[ 611-73-4 ]
(S)-3-(3-bromophenyl)-4-oxo-4-phenylbutanal [ No CAS ]
3-(3-bromophenyl)-4-oxo-4-phenylbutanal [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 913 - 916

62
[ 97985-66-5 ]
5-phenyl-1-vinyl-6-oxa-4-azaspiro[2.4]hept-4-en-7-one [ No CAS ]
(5S,6S,7S,8R)-6-(3-bromophenyl)-4-oxo-2-phenyl-8-vinyl-3-oxa-1-azaspiro[4.4]non-1-ene-7-carbaldehyde [ No CAS ]
(5R,6S,7S,8R)-6-(3-bromophenyl)-4-oxo-2-phenyl-8-vinyl-3-oxa-1-azaspiro[4.4]non-1-ene-7-carbaldehyde [ No CAS ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 3829 - 3832

63
[ 24398-80-9 ]
[ 97985-66-5 ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 5313 - 5327
[2]ACS Chemical Biology,2020,vol. 15,p. 1526 - 1534

64
[ 97985-66-5 ]
[ 116476-70-1 ]
C₂₆H₂₃BrN₂O₃ [ No CAS ]
C₂₆H₂₃BrN₂O₃ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 5313 - 5327

65
[ 86610-62-0 ]
[ 97985-66-5 ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 5313 - 5327
[2]ACS Chemical Biology,2020,vol. 15,p. 1526 - 1534

66
[ 3132-99-8 ]
[ 97985-66-5 ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 5313 - 5327
[2]ACS Chemical Biology,2020,vol. 15,p. 1526 - 1534

67
[ 97985-66-5 ]
2-methyl quinoline-3-carbaldehyde [ No CAS ]
(R)-3-(3-bromophenyl)-3,4-dihydroacridine-2-carbaldehyde [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019,vol. 25,p. 7623 - 7627

68
[ 97985-66-5 ]
[ 1576-35-8 ]
C₁₆H₁₅BrN₂O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; at 60℃;	General procedure: alpha,beta-unsaturated aldehydes (5 mmol) was dropped to a solution of pure 4-methylbenzenesylfonhydrazide (5 mmol) in methanol (5 mL). The mixture was stirred and heated to 60 C until the alpha,beta-unsaturated aldehydes was completely disappeared. After approximately 0.5-3 hour the crude products was obtained as precipitates. The precipitates were washed by petroleum ether then were dried in vacuo to afford the pure products. The reaction provides the alpha,beta-unsaturated tosylhydrazones 1a-1q in about 50-99% yields.

Reference： [1]Tetrahedron Letters,2019,vol. 60

69
[ 97985-66-5 ]
4-(3-(3-bromophenyl)-1H-pyrazol-1-yl)thieno[2,3-d]pyrimidine [ No CAS ]

Reference： [1]Tetrahedron Letters,2019,vol. 60

70
[ 67-56-1 ]
[ 97985-66-5 ]
(R)-(+)-methyl 3-(3-bromophenyl)-3-hydroxypropanoate [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 7440 - 7444

71
[ 97985-66-5 ]
(E)-ethyl 5-oxo-5-phenyl-3-(trifluoromethyl)pent-3-enoate [ No CAS ]
ethyl 3''-bromo-2'-formyl-5'-(trifluoromethyl)-[1,1':3',1''-terphenyl]-4'-carboxylate [ No CAS ]

Reference： [1]Green Chemistry,2019,vol. 21,p. 6179 - 6186

72
[ 97985-66-5 ]
ethyl (E)-4-cyano-3-(trifluoromethyl)but-3-enoate [ No CAS ]
ethyl 3'-bromo-2-cyano-3-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxylate [ No CAS ]

Reference： [1]Green Chemistry,2019,vol. 21,p. 6179 - 6186

73
[ 6742-53-6 ]
[ 97985-66-5 ]
C₁₆H₁₇BrO₄ [ No CAS ]

Reference： [1]Chemical Science,2020,vol. 11,p. 1205 - 1209

74
[ 97985-66-5 ]
[ 7632-57-7 ]
2-(3-bromophenyl)-4,4-diphenylspiro[2.3]hexane-1-carbaldehyde [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 3058 - 3062
Angew. Chem.,2020,vol. 132,p. 3082 - 3086,5

75
[ 97985-66-5 ]
[ 7632-57-7 ]
(1R,2S,3S)-2-(3-bromophenyl)-4,4-diphenylspiro[2.3]hexane-1-carbaldehyde [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 3058 - 3062
Angew. Chem.,2020,vol. 132,p. 3082 - 3086,5

76
[ 97985-66-5 ]
5-(chloromethyl)-3-methyl-4-nitroisoxazole [ No CAS ]
2-(3-bromophenyl)-3-(3-methyl-4-nitroisoxazol-5-yl)cyclopropane-1-carbaldehyde [ No CAS ]
(1R,2S,3S)-2-(3-bromophenyl)-3-(3-methyl-4-nitroisoxazol-5-yl)cyclopropane-1-carbaldehyde [ No CAS ]
rel-(2S)-2-(3-bromophenyl)-3-(3-methyl-4-nitroisoxazol-5-yl)cyclopropane-1-carbaldehyde [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2020,vol. 362,p. 2597 - 2603

77
[ 97985-66-5 ]
C₁₅H₂₅BO₃Si [ No CAS ]
C₂₄H₃₀O₂Si [ No CAS ]

Reference： [1]ACS Chemical Biology,2020,vol. 15,p. 1526 - 1534

78
[ 97985-66-5 ]
C₁₈H₁₆O₂ [ No CAS ]

Reference： [1]ACS Chemical Biology,2020,vol. 15,p. 1526 - 1534

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P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
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P362	Take off contaminated clothing and wash before reuse.
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
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P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
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.
P370 + P376	In case of fire: Stop leak if safe to Do so.
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Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 97985-66-5 ] {[proInfo.proName]}

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[ 97985-66-5 ] Synthesis Path-Upstream 1~4

[ 97985-66-5 ] Synthesis Path-Downstream 1~78

Related Functional Groups of [ 97985-66-5 ]

Aryls

Alkenes

Bromides

Aldehydes

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[ 97985-66-5 ]