- Regioselective Disulfide-Catalyzed Photocatalytic Oxidative Cleavage of 1-Arylbutadienes to CinnamaldehydesFernandes, Rodney A. ; Kumar, Praveen; Bhowmik, Amit; Gorve, Dnyaneshwar A., Organic Letters, 2022, 24(19), 3435-3439
Cas no 97985-66-5 (3-(3-bromophenyl)prop-2-enal)
3-(3-bromophenyl)prop-2-enal structure
Product Name:3-(3-bromophenyl)prop-2-enal
CAS No:97985-66-5
MF:C9H7BrO
MW:211.055281877518
MDL:MFCD00996500
CID:61925
PubChem ID:5823756
Update Time:2025-09-22
3-(3-bromophenyl)prop-2-enal Chemical and Physical Properties
Names and Identifiers
-
- (E)-3-(3-Bromophenyl)acrylaldehyde
- trans-3-Bromocinnamaldehyde
- (E)-3-(3-Bromophenyl)-2-propenal
- 3-(3-BROMOPHENYL)ACRYLALDEHYDE
- 3-Bromocinnamaldehyde
- m-Bromzimtaldehyd
- (2E)-3-(3-bromophenyl)prop-2-enal
- 3-(3-Bromophenyl)propenal
- AMBZ0232
- QICJGJJHIQBWJR-DUXPYHPUSA-N
- (E)-3-(3-Bromo-phenyl)-propenal
- FCH2575977
- FCH1317924
- AM85992
- AX8137262
- AX8078358
- ST2410347
- AB0022448
- W3315
- Z3561
- 985B665
- (2E)-3-(3-Bromophenyl)-2-propenal (ACI)
- 2-Propenal, 3-(3-bromophenyl)-, (E)- (ZCI)
- (E)-3-Bromocinnamaldehyde
- 3-(3-bromophenyl)prop-2-enal
- 2-Propenal, 3-(3-bromophenyl)-, (2E)-
- 97985-66-5
- SCHEMBL1191454
- AKOS005133595
- XDA98566
- 15185-59-8
- MFCD00996500
- 3-(3-Bromophenyl)-2-propenal; m-Bromocinnamaldehyde
- (E)-3-(3-bromophenyl)prop-2-enal
- EN300-1246896
- J-501887
- BS-52020
-
- MDL: MFCD00996500
- Inchi: 1S/C9H7BrO/c10-9-5-1-3-8(7-9)4-2-6-11/h1-7H/b4-2+
- InChI Key: QICJGJJHIQBWJR-DUXPYHPUSA-N
- SMILES: C(/C1C=CC=C(Br)C=1)=C\C=O
Computed Properties
- Exact Mass: 209.96800
- Monoisotopic Mass: 209.96803g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 1
- Heavy Atom Count: 11
- Rotatable Bond Count: 2
- Complexity: 154
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 1
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 17.1
- XLogP3: 2.5
Experimental Properties
- Density: 1.466
- Boiling Point: 309.7 °C at 760 mmHg
- Flash Point: 309.7 °C at 760 mmHg
- PSA: 17.07000
- LogP: 2.66120
3-(3-bromophenyl)prop-2-enal Security Information
- Signal Word:Warning
- Hazard Statement: H302
- Warning Statement: P280-P305+P351+P338
- Storage Condition:Inert atmosphere,Store in freezer, under -20°C
3-(3-bromophenyl)prop-2-enal Customs Data
- HS CODE:2913000090
- Customs Data:
China Customs Code:
2913000090Overview:
2913000090 Item2912Other derivatives of the listed products [refer to halogenation,sulfonation,Nitrosative or nitrosative derivatives]. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%
Declaration elements:
Product Name, component content, use to
Summary:
HS: 2913000090 halogenated, sulphonated, nitrated or nitrosated derivatives of products of heading 2912 Educational tariff:17.0% Tax rebate rate:9.0% Regulatory conditions:none Most favored nation tariff:5.5% General tariff:30.0%
3-(3-bromophenyl)prop-2-enal Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A019110112-5g |
(E)-3-(3-Bromophenyl)acrylaldehyde |
97985-66-5 | 95% | 5g |
$826.20 | 2023-08-31 | |
| Alichem | A019110112-10g |
(E)-3-(3-Bromophenyl)acrylaldehyde |
97985-66-5 | 95% | 10g |
$870.26 | 2023-08-31 | |
| Alichem | A019110112-25g |
(E)-3-(3-Bromophenyl)acrylaldehyde |
97985-66-5 | 95% | 25g |
$1579.00 | 2023-08-31 | |
| abcr | AB449550-250 mg |
3-(3-Bromophenyl)acrylaldehyde, 95%; . |
97985-66-5 | 95% | 250MG |
€163.90 | 2022-03-24 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-RI601-1g |
3-(3-bromophenyl)prop-2-enal |
97985-66-5 | 95+% | 1g |
1351.0CNY | 2021-07-14 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-RI601-50mg |
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97985-66-5 | 95+% | 50mg |
216.0CNY | 2021-07-14 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-RI601-200mg |
3-(3-bromophenyl)prop-2-enal |
97985-66-5 | 95+% | 200mg |
508.0CNY | 2021-07-14 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-RI601-5g |
3-(3-bromophenyl)prop-2-enal |
97985-66-5 | 95+% | 5g |
4054.0CNY | 2021-07-14 | |
| abcr | AB449550-1g |
3-(3-Bromophenyl)acrylaldehyde, 95%; . |
97985-66-5 | 95% | 1g |
€309.50 | 2025-08-06 | |
| Enamine | EN300-1246896-0.05g |
3-(3-bromophenyl)prop-2-enal |
97985-66-5 | 0.05g |
$660.0 | 2023-06-08 |
3-(3-bromophenyl)prop-2-enal Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Oxygen Catalysts: 2,2′-Dipyridyl disulfide Solvents: Acetone ; 18 h, rt
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Oxygen , Ferric sulfate hydrate Solvents: Acetonitrile , Water ; rt → 45 °C; 21 h, 45 °C
Reference
- Iron(III)/O2-Mediated Regioselective Oxidative Cleavage of 1-Arylbutadienes to CinnamaldehydesBhowmik, Amit; Fernandes, Rodney A., Organic Letters, 2019, 21(22), 9203-9207
Production Method 3
Reaction Conditions
1.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ; 24 h, 25 °C
Reference
- Highly Enantioselective Synthesis of Functionalized Glutarimide Using Oxidative N-Heterocyclic Carbene Catalysis: A Formal Synthesis of (-)-ParoxetinePorey, Arka; Santra, Surojit; Guin, Joyram, Journal of Organic Chemistry, 2019, 84(9), 5313-5327
Production Method 4
Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Water ; 25 °C; overnight, rt
1.2 Reagents: Acetic acid Solvents: Water ; neutralized, rt
1.2 Reagents: Acetic acid Solvents: Water ; neutralized, rt
Reference
- Production of myxopyronin and its derivatives by mutasynthesis employing a genetically modified myxopyronin genes, World Intellectual Property Organization, , ,
Production Method 5
Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Methanol , Water ; rt
Reference
- Synthesis of N-Vinyl Cinnamaldehyde Nitrones through Atropisomeric Quinoxaline-Derived N,N,O-Ligand-Promoted Chan-Lam ReactionChen, Hao; Wei, Cui; Pang, Guang-Li; Liang, Cui; Mo, Dong-Liang ; et al, Organic Letters, 2022, 24(32), 6013-6017
Production Method 6
Reaction Conditions
1.1 -
1.2 Reagents: Diisobutylaluminum hydride
1.3 Reagents: Manganese oxide (MnO2)
1.2 Reagents: Diisobutylaluminum hydride
1.3 Reagents: Manganese oxide (MnO2)
Reference
- Secondary amine-catalyzed [3 + 3] benzannulation to access polysubstituted benzenes through iminium activationJiang, Lin; Li, Hang; Zhou, Jiang-Feng; Yuan, Ming-Wei; Li, Hong-Li; et al, Synthetic Communications, 2018, 48(3), 336-343
Production Method 7
Reaction Conditions
1.1 Solvents: Toluene ; 50 °C
Reference
- Synergistic catalysis: cis-cyclopropanation of benzoxazolesMeazza, Marta; Light, Mark E.; Mazzanti, Andrea; Rios, Ramon, Chemical Science, 2016, 7(2), 984-988
Production Method 8
Reaction Conditions
Reference
- One-Pot, Four-Step Organocatalytic Asymmetric Synthesis of Functionalized NitrocyclopropanesZaghi, Anna; Bernardi, Tatiana; Bertolasi, Valerio; Bortolini, Olga; Massi, Alessandro; et al, Journal of Organic Chemistry, 2015, 80(18), 9176-9184
Production Method 9
Reaction Conditions
1.1 Reagents: Manganese oxide (MnO2) Solvents: Hexane , Ethyl acetate ; 1 - 4 h, rt
Reference
- Titanium-Catalyzed Intermolecular Hydroaminoalkylation of Conjugated DienesPreuss, Till; Saak, Wolfgang; Doye, Sven, Chemistry - A European Journal, 2013, 19(12), 3833-3837
Production Method 10
Reaction Conditions
1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; rt
Reference
- Emission Wavelength Prediction of a Full-Color-Tunable Fluorescent Core Skeleton, 9-Aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-oneKim, Eunha; Koh, Minseob; Lim, Byung Joon; Park, Seung Bum, Journal of the American Chemical Society, 2011, 133(17), 6642-6649
Production Method 11
Reaction Conditions
1.1 Reagents: p-Toluenesulfonic acid , Oxygen Catalysts: tert-Butyl nitrite , Bis(benzonitrile)dichloropalladium Solvents: tert-Butanol , Mesitylene ; 8 h, 1 atm, 25 °C
1.2 Solvents: Water ; 25 °C
1.2 Solvents: Water ; 25 °C
Reference
- Dehydrogenative Synthesis of Linear α,β-Unsaturated Aldehydes with Oxygen at Room Temperature Enabled by tBuONOWang, Mei-Mei; Ning, Xiao-Shan; Qu, Jian-Ping; Kang, Yan-Biao, ACS Catalysis, 2017, 7(6), 4000-4003
Production Method 12
Reaction Conditions
1.1 Reagents: Tempo Catalysts: 1,10-Phenanthroline , Iron chloride (FeCl3) Solvents: Chlorobenzene ; 12 h, 120 °C
Reference
- Iron-Catalyzed α,β-Dehydrogenation of Carbonyl CompoundsZhang, Xiao-Wei; Jiang, Guo-Qing; Lei, Shu-Hui; Shan, Xiang-Huan; Qu, Jian-Ping ; et al, Organic Letters, 2021, 23(5), 1611-1615
Production Method 13
Reaction Conditions
1.1 Solvents: Toluene ; overnight, 80 °C
Reference
- Potent inhibition of nicotinamide N-methyltransferase by alkene-linked bisubstrate mimics bearing electron deficient aromaticsGao, Yongzhi; van Haren, Matthijs J. ; Buijs, Ned; Innocenti, Paolo; Zhang, Yurui; et al, Journal of Medicinal Chemistry, 2021, 64(17), 12938-12963
Production Method 14
Reaction Conditions
1.1 Reagents: Cesium carbonate Catalysts: Copper oxide (CuO) (supported on magnesium exchanged zeolite-Y) Solvents: Ethanol ; 10 h, 100 °C
Reference
- Dehydrogenation of ethanol over CuO-Mg-Y for cross-aldol condensation with aryl aldehydesBiswas, Subir; Baruah, Manash J.; Gogoi, Gautam; Hoque, Nazimul; Lee, Seonghwan; et al, Microporous and Mesoporous Materials, 2022, 336,
Production Method 15
Reaction Conditions
1.1 Solvents: Tetrahydrofuran ; 16 h, 70 °C
Reference
- Enantioselective conjugate addition of malonates to α,β-unsaturated aldehydes catalysed by 4-oxalocrotonate tautomeraseYu, Ming-Zhu; Chen, Kai-Yue; Zhang, Yi-Bin; Zhang, Chang-Xuan; Xiang, Zheng, Organic & Biomolecular Chemistry, 2023, 21(10), 2086-2090
Production Method 16
Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 92 h, rt
Reference
- Visible-light excitation of iminium ions enables the enantioselective catalytic β-alkylation of enalsSilvi, Mattia; Verrier, Charlie; Rey, Yannick P.; Buzzetti, Luca; Melchiorre, Paolo, Nature Chemistry, 2017, 9(9), 868-873
Production Method 17
Reaction Conditions
1.1 Reagents: 1,1,1,3,3,3-Hexafluoro-2-propanol , Water Solvents: Acetonitrile ; rt
Reference
- Electrochemical Formation of Cinnamaldehyde by the Electrolyte System N,N-Diisopropylethylamine and 1,1,1,3,3,3-Hexafluoropropan-2-olImada, Yasushi; Okada, Yohei; Chiba, Kazuhiro, ChemElectroChem, 2020, 7(7), 1619-1622
Production Method 18
Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Water ; 25 °C; overnight, 25 °C
1.2 Reagents: Acetic acid ; neutralized
1.2 Reagents: Acetic acid ; neutralized
Reference
- Advanced Mutasynthesis Studies on the Natural α-Pyrone Antibiotic Myxopyronin from Myxococcus fulvusSahner, J. Henning; Sucipto, Hilda; Wenzel, Silke C.; Groh, Matthias; Hartmann, Rolf W.; et al, ChemBioChem, 2015, 16(6), 946-953
Production Method 19
Reaction Conditions
1.1 Solvents: Dichloromethane ; rt
Reference
- Palladium-Catalyzed [5 + 2] Annulation of Vinylethylene Carbonates with Barbiturate-Derived AlkenesGao, Xing ; Zhu, Dongyu; Chen, Yuehua; Deng, Hao; Jiang, Feng; et al, Organic Letters, 2020, 22(18), 7158-7163
Production Method 20
Reaction Conditions
1.1 Reagents: Piperidine Solvents: Acetic acid ; rt; 2.5 min
1.2 Reagents: Triethylamine , Ethyl chloroformate Solvents: Tetrahydrofuran ; -7 °C; 1 h, -7 °C; -7 °C → rt
1.3 Reagents: Methanol , Sodium borohydride ; 0 °C; 12 h, 25 °C
1.4 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane ; 12 h, 25 °C
1.2 Reagents: Triethylamine , Ethyl chloroformate Solvents: Tetrahydrofuran ; -7 °C; 1 h, -7 °C; -7 °C → rt
1.3 Reagents: Methanol , Sodium borohydride ; 0 °C; 12 h, 25 °C
1.4 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane ; 12 h, 25 °C
Reference
- De novo synthesis of functionalized 1,3-enynes and extended conjugated molecular systemsRao, Maddali L. N.; Dasgupta, Priyabrata; Murty, Venneti N., RSC Advances, 2015, 5(32), 24834-24845
3-(3-bromophenyl)prop-2-enal Raw materials
- propanedioic acid
- 3-(3-bromophenyl)prop-2-en-1-ol
- 3-Bromobenzaldehyde
- (Formylmethyl)triphenylphosphonium chloride
- (Triphenylphosphoranylidene)acetaldehyde
- ethyl 2-(triphenyl-λ?-phosphanylidene)acetate
- 3-(3-Bromophenyl)propanal
- Benzene, 1-bromo-3-(1,3-butadienyl)-, (E)-
3-(3-bromophenyl)prop-2-enal Preparation Products
3-(3-bromophenyl)prop-2-enal Related Literature
-
Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
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Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
-
Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
-
Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
-
Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
97985-66-5 (3-(3-bromophenyl)prop-2-enal) Related Products
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