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Synonyms | CHEBI:38913 | Trimethyl borate-11B | Boric acid (H3BO3), trimethyl ester | trimethoxy borane | Trimethoxyborane | Urea,N-(cyclohexylmethyl)-N'-cyclopentyl- | trimethyl boric acid | Borester O | MFCD00008346 | Trimethyl borate, purified by redistillation, |
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Specifications & Purity | ≥98% |
Storage Temp | Room temperature,Argon charged |
Shipped In | Normal |
Product Description | Trimethyl borate reacts with a Grignard reagent or organolithium compounds to yield dimethyl boronates, which upon subsequent aqueous acid treatment afford corresponding boronic acids. The resultant boronic acids or esters are useful intermediates in various cross-coupling reactions such as Suzuki coupling and Chan-Lam coupling.It is also used in the preparation of sodium borohydride. |
IUPAC Name | trimethyl borate |
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INCHI | InChI=1S/C3H9BO3/c1-5-4(6-2)7-3/h1-3H3 |
InChi Key | WRECIMRULFAWHA-UHFFFAOYSA-N |
Canonical SMILES | B(OC)(OC)OC |
Isomeric SMILES | B(OC)(OC)OC |
WGK Germany | 1 |
RTECS | ED5600000 |
PubChem CID | 8470 |
UN Number | 2416 |
Packing Group | II |
Molecular Weight | 103.91 |
Beilstein | 1697939 |
Reaxy-Rn | 1697939 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
C2112355 | Certificate of Analysis | Dec 11, 2024 | T104043 |
K2415589 | Certificate of Analysis | Nov 06, 2024 | T104043 |
K2415585 | Certificate of Analysis | Nov 06, 2024 | T104043 |
K2415583 | Certificate of Analysis | Nov 06, 2024 | T104043 |
G2422349 | Certificate of Analysis | Jul 06, 2024 | T104043 |
G2422351 | Certificate of Analysis | Jul 06, 2024 | T104043 |
G2422350 | Certificate of Analysis | Jul 06, 2024 | T104043 |
H2421306 | Certificate of Analysis | Apr 28, 2024 | T104043 |
K2310435 | Certificate of Analysis | Oct 26, 2023 | T104043 |
K2310436 | Certificate of Analysis | Oct 26, 2023 | T104043 |
C2429032 | Certificate of Analysis | Oct 26, 2023 | T104043 |
F2306898 | Certificate of Analysis | Jun 09, 2023 | T104043 |
F2306896 | Certificate of Analysis | Jun 09, 2023 | T104043 |
K22171080 | Certificate of Analysis | Nov 28, 2022 | T104043 |
G2229436 | Certificate of Analysis | Jul 16, 2022 | T104043 |
G2229437 | Certificate of Analysis | Jul 16, 2022 | T104043 |
G2229439 | Certificate of Analysis | Jul 16, 2022 | T104043 |
I2311041 | Certificate of Analysis | Jul 16, 2022 | T104043 |
B2211163 | Certificate of Analysis | Dec 09, 2021 | T104043 |
B2211181 | Certificate of Analysis | Dec 09, 2021 | T104043 |
B2211167 | Certificate of Analysis | Dec 09, 2021 | T104043 |
Solubility | Miscible with tetrahydrofuran, ether, isoporpylamine, hexane and methanol. |
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Sensitivity | moisture sensitive |
Refractive Index | 1.3562-1.3582 |
Flash Point(°F) | 17.6 °F |
Flash Point(°C) | -8℃ |
Boil Point(°C) | 67~68°C |
Melt Point(°C) | -29°C |
Pictogram(s) | GHS06, GHS08, GHS02 |
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Signal | Warning |
Hazard Statements | H319:Causes serious eye irritation H225:Highly Flammable liquid and vapor H360:May damage fertility or the unborn child H370:Causes damage to organs H301+H311+H331:Toxic if swallowed, in contact with skin or if inhaled |
Precautionary Statements | P280:Wear protective gloves/protective clothing/eye protection/face protection. P370+P378:In case of fire: Use ... to extinguish. P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P403+P235:Store in a well-ventilated place. Keep cool. P303+P361+P353:IF ON SKIN (or hair): Take off Immediately all contaminated clothing. Rinse SKIN with water [or shower]. P241:Use explosion-proof [electrical/ventilating/lighting/.../] equipment. P362+P364:Take off contaminated clothing and wash it before reuse. P242:Use only non-sparking tools. P243:Take precautionary measures against static discharge. P317:Get emergency medical help. |
WGK Germany | 1 |
RTECS | ED5600000 |
Reaxy-Rn | 1697939 |
Class | 3 |
Merck Index | 9712 |
RIDADR | UN 2416 3 / PGII |
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1. Longli Ma, Xuanyang Li, Jian Tan, Zhan Fang, Zhu Liu, Yuan Wang, Chuming Ye, Pengshu Yi, Mingxin Ye, Jianfeng Shen. (2023) Anion-Immobilized Gel Polymer Electrolyte with a High Ion Transference Number for High-Performance Lithium/Sodium Metal Batteries. ACS Applied Materials & Interfaces, 15 (49): (57201–57210). [PMID:38041638] [10.1021/acsami.3c13883] |
2. Chaoze Liu, Zheng Zhou, Jiawei Ji, Yaxin Gu, Song Yan, Shaobo Yang, Rongjuan Zhang, Zhenya Liu, Yanming Xue, Chengchun Tang. (2023) Controllable preparation of boron nitride microspheres and their epoxy-based thermoconductive composites. CERAMICS INTERNATIONAL, 49 (27138). [PMID:] [10.1016/j.ceramint.2023.05.258] |
3. Zexia Li, Jingwen Yang, Hejun Gao, Jiaxiao Qiao, Wei Qiao, Peng Wang, Jun Zhang, Chengchun Tang, Yanming Xue. (2023) Boron Nitride Microspheres via Pyrolysis of Polymerized Precursors. ACS Omega, 8 (17): (15239–15248). [PMID:37151536] [10.1021/acsomega.3c00313] |
4. Dewei Qiu, Ping Zhou, Jiawei Kang, Zhijun Chen, Zhiyong Xu, Hanwen Yang, Jun Tao, Fanrong Ai. (2022) ZnO nanoparticle modified chitosan/borosilicate bioglass composite scaffold for inhibiting bacterial infection and promoting bone regeneration. Biomedical Materials, 17 (6): (65023). [PMID:36394277] [10.1088/1748-605X/ac99c5] |
5. Binghua Zhou, Ying Zhou, Lujie Lai, Ziling Chen, Jiajia Li, Yunliang Jiang, Jian Liu, Zhipeng Wang, Zhigang Xue. (2021) Fabrication of Borate-Based Porous Polymer Electrolytes Containing Cyclic Carbonate for High-Performance Lithium Metal Batteries. ACS Applied Energy Materials, 4 (9): (9582–9593). [PMID:] [10.1021/acsaem.1c01724] |
6. Jianhui Li, Yuqing Liao, Weizhen Fan, Zifei Li, Guanjie Li, Qiankui Zhang, Lidan Xing, Mengqing Xu, Weishan Li. (2020) Significance of Electrolyte Additive Molecule Structure in Constructing Robust Interphases on High-Voltage Cathodes. ACS Applied Energy Materials, 3 (3): (3049–3058). [PMID:] [10.1021/acsaem.0c00168] |
7. Kuan Dai, Cheng Ma, Yiming Feng, Liangjun Zhou, Guichao Kuang, Yun Zhang, Yanqing Lai, Xinwei Cui, Weifeng Wei. (2019) A borate-rich, cross-linked gel polymer electrolyte with near-single ion conduction for lithium metal batteries. Journal of Materials Chemistry A, 7 (31): (18547-18557). [PMID:] [10.1039/C9TA05938E] |
8. Li Erpeng, Li Wenqin, Li Linchang, Zhang Hao, Shen Chao, Wu Zihua, Zhang Weiwei, Xu Xiaojia, Tian He, Zhu Wei-Hong, Wu Yongzhen. (2019) Efficient p-i-n structured perovskite solar cells employing low-cost and highly reproducible oligomers as hole transporting materials. Science China-Chemistry, 62 (6): (767-774). [PMID:] [10.1007/s11426-018-9452-9] |
9. Linfeng Chen, Xike Tian, Yong Li, Chao Yang, Liqiang Lu, Zhaoxin Zhou, Yulun Nie. (2019) An AIE dye based smartphone and LDA integrated portable, intelligent and rapid detection system as trace water indicator and cyanide detector. DYES AND PIGMENTS, 166 (1). [PMID:] [10.1016/j.dyepig.2019.03.008] |
10. Jinfang Zhang, Cheng Ma, Hua Hou, Xiaofeng Li, Libao Chen, Douglas G. Ivey, Weifeng Wei. (2018) A star-shaped solid composite electrolyte containing multifunctional moieties with enhanced electrochemical properties for all solid-state lithium batteries. JOURNAL OF MEMBRANE SCIENCE, 552 (107). [PMID:] [10.1016/j.memsci.2018.01.063] |
11. Wen-Ming Wan, Shun-Shun Li, Dong-Ming Liu, Xin-Hu Lv, Xiao-Li Sun. (2017) Synthesis of Electron-Deficient Borinic Acid Polymers with Multiresponsive Properties and Their Application in the Fluorescence Detection of Alizarin Red S and Electron-Rich 8-Hydroxyquinoline and Fluoride Ion: Substituent Effects. MACROMOLECULES, 50 (17): (6872–6879). [PMID:] [10.1021/acs.macromol.7b01002] |
12. Guilong Zhang, Shiyao Lu, Junchao Qian, Kai Zhong, Jianming Yao, Dongqing Cai, Zhiliang Cheng, Zhengyan Wu. (2015) Magnetic Relaxation Switch Detecting Boric Acid or Borate Ester through One-Pot Synthesized Poly(vinyl alcohol) Functionalized Nanomagnetic Iron Oxide. ACS Applied Materials & Interfaces, 7 (30): (16837–16841). [PMID:26171794] [10.1021/acsami.5b04863] |
13. Hongxia Peng, Yiwang Chen, Lie Chen, Xiaohui He, Fan Li. (2010) Luminescent mesogen jacketed poly(1-alkyne) bearing lateral terphenyl with hexyloxy tail. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 48 (24): (5679-5692). [PMID:] [10.1002/pola.24361] |
1. Longli Ma, Xuanyang Li, Jian Tan, Zhan Fang, Zhu Liu, Yuan Wang, Chuming Ye, Pengshu Yi, Mingxin Ye, Jianfeng Shen. (2023) Anion-Immobilized Gel Polymer Electrolyte with a High Ion Transference Number for High-Performance Lithium/Sodium Metal Batteries. ACS Applied Materials & Interfaces, 15 (49): (57201–57210). [PMID:38041638] [10.1021/acsami.3c13883] |
2. Chaoze Liu, Zheng Zhou, Jiawei Ji, Yaxin Gu, Song Yan, Shaobo Yang, Rongjuan Zhang, Zhenya Liu, Yanming Xue, Chengchun Tang. (2023) Controllable preparation of boron nitride microspheres and their epoxy-based thermoconductive composites. CERAMICS INTERNATIONAL, 49 (27138). [PMID:] [10.1016/j.ceramint.2023.05.258] |
3. Zexia Li, Jingwen Yang, Hejun Gao, Jiaxiao Qiao, Wei Qiao, Peng Wang, Jun Zhang, Chengchun Tang, Yanming Xue. (2023) Boron Nitride Microspheres via Pyrolysis of Polymerized Precursors. ACS Omega, 8 (17): (15239–15248). [PMID:37151536] [10.1021/acsomega.3c00313] |
4. Dewei Qiu, Ping Zhou, Jiawei Kang, Zhijun Chen, Zhiyong Xu, Hanwen Yang, Jun Tao, Fanrong Ai. (2022) ZnO nanoparticle modified chitosan/borosilicate bioglass composite scaffold for inhibiting bacterial infection and promoting bone regeneration. Biomedical Materials, 17 (6): (65023). [PMID:36394277] [10.1088/1748-605X/ac99c5] |
5. Binghua Zhou, Ying Zhou, Lujie Lai, Ziling Chen, Jiajia Li, Yunliang Jiang, Jian Liu, Zhipeng Wang, Zhigang Xue. (2021) Fabrication of Borate-Based Porous Polymer Electrolytes Containing Cyclic Carbonate for High-Performance Lithium Metal Batteries. ACS Applied Energy Materials, 4 (9): (9582–9593). [PMID:] [10.1021/acsaem.1c01724] |
6. Jianhui Li, Yuqing Liao, Weizhen Fan, Zifei Li, Guanjie Li, Qiankui Zhang, Lidan Xing, Mengqing Xu, Weishan Li. (2020) Significance of Electrolyte Additive Molecule Structure in Constructing Robust Interphases on High-Voltage Cathodes. ACS Applied Energy Materials, 3 (3): (3049–3058). [PMID:] [10.1021/acsaem.0c00168] |
7. Kuan Dai, Cheng Ma, Yiming Feng, Liangjun Zhou, Guichao Kuang, Yun Zhang, Yanqing Lai, Xinwei Cui, Weifeng Wei. (2019) A borate-rich, cross-linked gel polymer electrolyte with near-single ion conduction for lithium metal batteries. Journal of Materials Chemistry A, 7 (31): (18547-18557). [PMID:] [10.1039/C9TA05938E] |
8. Li Erpeng, Li Wenqin, Li Linchang, Zhang Hao, Shen Chao, Wu Zihua, Zhang Weiwei, Xu Xiaojia, Tian He, Zhu Wei-Hong, Wu Yongzhen. (2019) Efficient p-i-n structured perovskite solar cells employing low-cost and highly reproducible oligomers as hole transporting materials. Science China-Chemistry, 62 (6): (767-774). [PMID:] [10.1007/s11426-018-9452-9] |
9. Linfeng Chen, Xike Tian, Yong Li, Chao Yang, Liqiang Lu, Zhaoxin Zhou, Yulun Nie. (2019) An AIE dye based smartphone and LDA integrated portable, intelligent and rapid detection system as trace water indicator and cyanide detector. DYES AND PIGMENTS, 166 (1). [PMID:] [10.1016/j.dyepig.2019.03.008] |
10. Jinfang Zhang, Cheng Ma, Hua Hou, Xiaofeng Li, Libao Chen, Douglas G. Ivey, Weifeng Wei. (2018) A star-shaped solid composite electrolyte containing multifunctional moieties with enhanced electrochemical properties for all solid-state lithium batteries. JOURNAL OF MEMBRANE SCIENCE, 552 (107). [PMID:] [10.1016/j.memsci.2018.01.063] |
11. Wen-Ming Wan, Shun-Shun Li, Dong-Ming Liu, Xin-Hu Lv, Xiao-Li Sun. (2017) Synthesis of Electron-Deficient Borinic Acid Polymers with Multiresponsive Properties and Their Application in the Fluorescence Detection of Alizarin Red S and Electron-Rich 8-Hydroxyquinoline and Fluoride Ion: Substituent Effects. MACROMOLECULES, 50 (17): (6872–6879). [PMID:] [10.1021/acs.macromol.7b01002] |
12. Guilong Zhang, Shiyao Lu, Junchao Qian, Kai Zhong, Jianming Yao, Dongqing Cai, Zhiliang Cheng, Zhengyan Wu. (2015) Magnetic Relaxation Switch Detecting Boric Acid or Borate Ester through One-Pot Synthesized Poly(vinyl alcohol) Functionalized Nanomagnetic Iron Oxide. ACS Applied Materials & Interfaces, 7 (30): (16837–16841). [PMID:26171794] [10.1021/acsami.5b04863] |
13. Hongxia Peng, Yiwang Chen, Lie Chen, Xiaohui He, Fan Li. (2010) Luminescent mesogen jacketed poly(1-alkyne) bearing lateral terphenyl with hexyloxy tail. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 48 (24): (5679-5692). [PMID:] [10.1002/pola.24361] |