Determine the necessary mass, volume, or concentration for preparing a solution.
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Synonyms | s3363 | (+/-)-alpha-Hydroxybenzeneacetic acid | alpha-Hydroxybenzeneacetic acid | (.+/-.)-Mandelic acid | CHEBI:35825 | EINECS 202-007-6 | MANDELIC ACID | Phenylacetic acid, alpha-hydroxy- | acidomandelico | hyroxyphenylacetic acid | Kyselina mandlova | U |
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Specifications & Purity | for synthesis |
Storage Temp | Room temperature |
Shipped In | Normal |
Grade | for synthesis |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | 2-hydroxy-2-phenylacetic acid |
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INCHI | InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11) |
InChi Key | IWYDHOAUDWTVEP-UHFFFAOYSA-N |
Canonical SMILES | C1=CC=C(C=C1)C(C(=O)O)O |
Isomeric SMILES | C1=CC=C(C=C1)C(C(=O)O)O |
WGK Germany | 3 |
RTECS | OO6300000 |
PubChem CID | 1292 |
Molecular Weight | 152.15 |
Beilstein | 510011 |
Enter Lot Number to search for COA:
Solubility | 139g/L |
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Melt Point(°C) | 119°C |
Pictogram(s) | GHS05, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H335:May cause respiratory irritation H302:Harmful if swallowed H318:Causes serious eye damage |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. P317:Get emergency medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | OO6300000 |
Merck Index | 5717 |
1. Chen Wang, Yanyu Li, Xinmeng Liu, Jing Fu, Jinglin Shen, Wei Qi. (2023) Luminescence enhancement of gold nanoclusters hydrogel through co-assembly strategy and its application for detection. JOURNAL OF MOLECULAR LIQUIDS, 380 (121718). [PMID:] [10.1016/j.molliq.2023.121718] |
2. Zhong-Lei Meng, Rong-Xiu Qin, Ru-Si Wen, Gui-Qing Li, Zhong-Yun Liang, Jun-Kang Xie, Yong-Hong Zhou, Zhang-Qi Yang. (2023) Study on Synthesizing Isobornyl Acetate/Isoborneol from Camphene Using α-Hydroxyl Carboxylic Acid Composite Catalyst. MOLECULES, 28 (4): (1875). [PMID:36838861] [10.3390/molecules28041875] |
3. Yongjing Liu, Suxia Zhang, Li Lou, Tang Yan, Wei Xu. (2022) Evaluating the behavior and principle of deep eutectic solvent on ephedrine-type alkaloid extraction from Ephedrae Herba. BIOMEDICAL CHROMATOGRAPHY, 37 (2): (e5541). [PMID:36328792] [10.1002/bmc.5541] |
4. Jiahong Guo, Xiaoyu Ma, Fernando Bouffard, Sophia Yi Zhang. (2022) A Novel multi-fruit acids formula design on molecular basis for skin brightening via a system biology approach. Journal of Cosmetic Dermatology, 21 (11): (6145-6155). [PMID:35713107] [10.1111/jocd.15163] |
5. Yu Fu, Xingchong Liu, Shuangshuang Zhao. (2022) Mandelic Acid as an Interfacial Modifier for High Performance NiOx-based Inverted Perovskite Solar Cells. ChemNanoMat, 8 (7): (e202200091). [PMID:] [10.1002/cnma.202200091] |
6. Huan Luo, Xiaoping Bai, Huixian Liu, Xin Qiu, Jianqiu Chen, Yibing Ji. (2022) β-Cyclodextrin covalent organic framework modified-cellulose acetate membranes for enantioseparation of chiral drugs. SEPARATION AND PURIFICATION TECHNOLOGY, 285 (120336). [PMID:] [10.1016/j.seppur.2021.120336] |
7. Yongjing Liu, Qiang Chen, Suxia Zhang, Hua Zhang, Wei Xu. (2021) Evaluation of green and efficient deep eutectic solvents as media for extracting alkaloids from lotus leaf. BIOMEDICAL CHROMATOGRAPHY, 36 (3): (e5293). [PMID:34873711] [10.1002/bmc.5293] |
8. Mingyu Liu, Zhixing Lai, Lijun Zhu, Xin Ding, Xiyang Tong, Zhen Wang, Qirui Bi, Ninghua Tan. (2021) Novel amorphous solid dispersion based on natural deep eutectic solvent for enhancing delivery of anti-tumor RA-XII by oral administration in rats. EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 166 (105931). [PMID:34256100] [10.1016/j.ejps.2021.105931] |
9. Qiang Huang, Yu Tao, Huichang Li, Lihua Guo, Liye Wang, Chunlan Ban, Guopeng Shen. (2021) (R,S)-Mandelic acid in pure and binary solvents solubility measurement and its correlation with thermodynamic models. JOURNAL OF MOLECULAR LIQUIDS, 338 (116768). [PMID:] [10.1016/j.molliq.2021.116768] |
10. Xueqin Wang, Jinguo Jiang, Qingqing Zhang, Zhongchen Bai. (2021) The high active SERs substrate prepared by self assembling Ag nanoparticles on PPy@PEDOT:PSS film to detect the sodium formaldehyde sulfoxylate molecules. OPTICAL MATERIALS, 114 (110955). [PMID:] [10.1016/j.optmat.2021.110955] |
11. He Song, Chang Mengyu, Liu Pengcheng, Wang Xueqin, Bai Zhongchen. (2020) Self-assembled deposition of Ag nano-particles on PPy@PEDOT:PSS films to detect melamine molecules. APPLIED PHYSICS A-MATERIALS SCIENCE & PROCESSING, 126 (12): (1-7). [PMID:] [10.1007/s00339-020-04130-z] |
12. Dongxiu Wang, Pengxia Li, Junfen Li, Chuan Dong. (2020) An efficient fluorescent nano-sensor of N-doped carbon dots for the determination of 2,4,6-trinitrophenol and other applications. Analytical Methods, 12 (43): (5195-5201). [PMID:33090130] [10.1039/D0AY01702G] |
13. Cun-Duo Tang, Hong-Ling Shi, Yuan-Yuan Jia, Xiang Li, Lin-Feng Wang, Jian-He Xu, Lun-Guang Yao, Yun-Chao Kan. (2020) High level and enantioselective production of L-phenylglycine from racemic mandelic acid by engineered Escherichia coli using response surface methodology. ENZYME AND MICROBIAL TECHNOLOGY, 136 (109513). [PMID:32331718] [10.1016/j.enzmictec.2020.109513] |
14. Cun-Duo Tang, Peng-Ju Ding, Hong-Ling Shi, Yuan-yuan Jia, Mao-zhi Zhou, Hui-lei Yu, Jian-He Xu, Lun-Guang Yao, Yun-Chao Kan. (2019) One-Pot Synthesis of Phenylglyoxylic Acid from Racemic Mandelic Acids via Cascade Biocatalysis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 67 (10): (2946–2953). [PMID:30807132] [10.1021/acs.jafc.8b07295] |
15. Jun Sang, Kang Liu, Qun Ma, Bing Li, Cui-qin Li. (2019) Combination of a deep eutectic solvent and macroporous resin for green recovery of anthocyanins from Nitraria tangutorun Bobr. fruit. SEPARATION SCIENCE AND TECHNOLOGY, 54 (18): (3082-3090). [PMID:] [10.1080/01496395.2018.1559190] |
16. Jun Sang, Bing Li, Ya-ya Huang, Qun Ma, Kang Liu, Cui-qin Li. (2018) Deep eutectic solvent-based extraction coupled with green two-dimensional HPLC-DAD-ESI-MS/MS for the determination of anthocyanins from Lycium ruthenicum Murr. fruit. Analytical Methods, 10 (10): (1247-1257). [PMID:] [10.1039/C8AY00101D] |
17. Hongji Li, Xiaonan Wang, Zirun Wang, Jiaqi Jiang, Yu Qiao, Maobin Wei, Yongsheng Yan, Chunxiang Li. (2017) A high-performance SERS-imprinted sensor doped with silver particles of different surface morphologies for selective detection of pyrethroids in rivers. NEW JOURNAL OF CHEMISTRY, 41 (23): (14342-14350). [PMID:] [10.1039/C7NJ02811C] |
18. Jun Sang, Qun Ma, Cui-qin Li. (2017) Development and validation of green chromatography for the determination of anthocyanins in haskap berry, mulberry and blackberry. Analytical Methods, 9 (17): (2535-2545). [PMID:] [10.1039/C7AY00229G] |
19. Zhuang Yibin, Jiang Jingjie, Bi Huiping, Yin Hua, Liu Shaowei, Liu Tao. (2016) Synthesis of rosmarinic acid analogues in Escherichia coli. BIOTECHNOLOGY LETTERS, 38 (4): (619-627). [PMID:26667131] [10.1007/s10529-015-2011-1] |
1. Chen Wang, Yanyu Li, Xinmeng Liu, Jing Fu, Jinglin Shen, Wei Qi. (2023) Luminescence enhancement of gold nanoclusters hydrogel through co-assembly strategy and its application for detection. JOURNAL OF MOLECULAR LIQUIDS, 380 (121718). [PMID:] [10.1016/j.molliq.2023.121718] |
2. Zhong-Lei Meng, Rong-Xiu Qin, Ru-Si Wen, Gui-Qing Li, Zhong-Yun Liang, Jun-Kang Xie, Yong-Hong Zhou, Zhang-Qi Yang. (2023) Study on Synthesizing Isobornyl Acetate/Isoborneol from Camphene Using α-Hydroxyl Carboxylic Acid Composite Catalyst. MOLECULES, 28 (4): (1875). [PMID:36838861] [10.3390/molecules28041875] |
3. Yongjing Liu, Suxia Zhang, Li Lou, Tang Yan, Wei Xu. (2022) Evaluating the behavior and principle of deep eutectic solvent on ephedrine-type alkaloid extraction from Ephedrae Herba. BIOMEDICAL CHROMATOGRAPHY, 37 (2): (e5541). [PMID:36328792] [10.1002/bmc.5541] |
4. Jiahong Guo, Xiaoyu Ma, Fernando Bouffard, Sophia Yi Zhang. (2022) A Novel multi-fruit acids formula design on molecular basis for skin brightening via a system biology approach. Journal of Cosmetic Dermatology, 21 (11): (6145-6155). [PMID:35713107] [10.1111/jocd.15163] |
5. Yu Fu, Xingchong Liu, Shuangshuang Zhao. (2022) Mandelic Acid as an Interfacial Modifier for High Performance NiOx-based Inverted Perovskite Solar Cells. ChemNanoMat, 8 (7): (e202200091). [PMID:] [10.1002/cnma.202200091] |
6. Huan Luo, Xiaoping Bai, Huixian Liu, Xin Qiu, Jianqiu Chen, Yibing Ji. (2022) β-Cyclodextrin covalent organic framework modified-cellulose acetate membranes for enantioseparation of chiral drugs. SEPARATION AND PURIFICATION TECHNOLOGY, 285 (120336). [PMID:] [10.1016/j.seppur.2021.120336] |
7. Yongjing Liu, Qiang Chen, Suxia Zhang, Hua Zhang, Wei Xu. (2021) Evaluation of green and efficient deep eutectic solvents as media for extracting alkaloids from lotus leaf. BIOMEDICAL CHROMATOGRAPHY, 36 (3): (e5293). [PMID:34873711] [10.1002/bmc.5293] |
8. Mingyu Liu, Zhixing Lai, Lijun Zhu, Xin Ding, Xiyang Tong, Zhen Wang, Qirui Bi, Ninghua Tan. (2021) Novel amorphous solid dispersion based on natural deep eutectic solvent for enhancing delivery of anti-tumor RA-XII by oral administration in rats. EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 166 (105931). [PMID:34256100] [10.1016/j.ejps.2021.105931] |
9. Qiang Huang, Yu Tao, Huichang Li, Lihua Guo, Liye Wang, Chunlan Ban, Guopeng Shen. (2021) (R,S)-Mandelic acid in pure and binary solvents solubility measurement and its correlation with thermodynamic models. JOURNAL OF MOLECULAR LIQUIDS, 338 (116768). [PMID:] [10.1016/j.molliq.2021.116768] |
10. Xueqin Wang, Jinguo Jiang, Qingqing Zhang, Zhongchen Bai. (2021) The high active SERs substrate prepared by self assembling Ag nanoparticles on PPy@PEDOT:PSS film to detect the sodium formaldehyde sulfoxylate molecules. OPTICAL MATERIALS, 114 (110955). [PMID:] [10.1016/j.optmat.2021.110955] |
11. He Song, Chang Mengyu, Liu Pengcheng, Wang Xueqin, Bai Zhongchen. (2020) Self-assembled deposition of Ag nano-particles on PPy@PEDOT:PSS films to detect melamine molecules. APPLIED PHYSICS A-MATERIALS SCIENCE & PROCESSING, 126 (12): (1-7). [PMID:] [10.1007/s00339-020-04130-z] |
12. Dongxiu Wang, Pengxia Li, Junfen Li, Chuan Dong. (2020) An efficient fluorescent nano-sensor of N-doped carbon dots for the determination of 2,4,6-trinitrophenol and other applications. Analytical Methods, 12 (43): (5195-5201). [PMID:33090130] [10.1039/D0AY01702G] |
13. Cun-Duo Tang, Hong-Ling Shi, Yuan-Yuan Jia, Xiang Li, Lin-Feng Wang, Jian-He Xu, Lun-Guang Yao, Yun-Chao Kan. (2020) High level and enantioselective production of L-phenylglycine from racemic mandelic acid by engineered Escherichia coli using response surface methodology. ENZYME AND MICROBIAL TECHNOLOGY, 136 (109513). [PMID:32331718] [10.1016/j.enzmictec.2020.109513] |
14. Cun-Duo Tang, Peng-Ju Ding, Hong-Ling Shi, Yuan-yuan Jia, Mao-zhi Zhou, Hui-lei Yu, Jian-He Xu, Lun-Guang Yao, Yun-Chao Kan. (2019) One-Pot Synthesis of Phenylglyoxylic Acid from Racemic Mandelic Acids via Cascade Biocatalysis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 67 (10): (2946–2953). [PMID:30807132] [10.1021/acs.jafc.8b07295] |
15. Jun Sang, Kang Liu, Qun Ma, Bing Li, Cui-qin Li. (2019) Combination of a deep eutectic solvent and macroporous resin for green recovery of anthocyanins from Nitraria tangutorun Bobr. fruit. SEPARATION SCIENCE AND TECHNOLOGY, 54 (18): (3082-3090). [PMID:] [10.1080/01496395.2018.1559190] |
16. Jun Sang, Bing Li, Ya-ya Huang, Qun Ma, Kang Liu, Cui-qin Li. (2018) Deep eutectic solvent-based extraction coupled with green two-dimensional HPLC-DAD-ESI-MS/MS for the determination of anthocyanins from Lycium ruthenicum Murr. fruit. Analytical Methods, 10 (10): (1247-1257). [PMID:] [10.1039/C8AY00101D] |
17. Hongji Li, Xiaonan Wang, Zirun Wang, Jiaqi Jiang, Yu Qiao, Maobin Wei, Yongsheng Yan, Chunxiang Li. (2017) A high-performance SERS-imprinted sensor doped with silver particles of different surface morphologies for selective detection of pyrethroids in rivers. NEW JOURNAL OF CHEMISTRY, 41 (23): (14342-14350). [PMID:] [10.1039/C7NJ02811C] |
18. Jun Sang, Qun Ma, Cui-qin Li. (2017) Development and validation of green chromatography for the determination of anthocyanins in haskap berry, mulberry and blackberry. Analytical Methods, 9 (17): (2535-2545). [PMID:] [10.1039/C7AY00229G] |
19. Zhuang Yibin, Jiang Jingjie, Bi Huiping, Yin Hua, Liu Shaowei, Liu Tao. (2016) Synthesis of rosmarinic acid analogues in Escherichia coli. BIOTECHNOLOGY LETTERS, 38 (4): (619-627). [PMID:26667131] [10.1007/s10529-015-2011-1] |