Diphenylphosphinic chloride - ≥98% , CAS No.1499-21-4

CAS: 1499-21-4 Cat. No.: D109429 Molecular Weight: 236.63 Beilstein Registry Number: 975191 EC Number: 216-107-2

GRADE & PURITY ≥98%

Synonyms

Diphenylchlorophosphine oxide; Diphenylphosphinic acid chloride; Diphenylphosphinic chloride; Diphenylphosphinoyl chloride | Phosphinic chloride, diphenyl- | Diphenylchlorophosphine oxide | UNII-5GP30GY04V | diphenylphosphinoyl chloride | DTXSID5044996 |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

for using in the synthesis of bidentate ligands and peptide coupling agents

Specifications

Synonyms

Diphenylchlorophosphine oxide; Diphenylphosphinic acid chloride; Diphenylphosphinic chloride; Diphenylphosphinoyl chloride | Phosphinic chloride, diphenyl- | Diphenylchlorophosphine oxide | UNII-5GP30GY04V | diphenylphosphinoyl chloride | DTXSID5044996 |

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)Cl
• IUPAC Name: [chloro(phenyl)phosphoryl]benzene
• InChIKey: QPQGTZMAQRXCJW-UHFFFAOYSA-N
• INCHI: 1S/C12H10ClOP/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
• Isomeric SMILES: C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)Cl
• WGK Germany: 3
• UN Number: 2920
• Molecular Weight: 236.63
• Beilstein: 975191
• Reaxy-Rn: 975191
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=975191&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Organopnictogen compounds Organophosphorus compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organophosphorus compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Decomposes with water.
• Sensitivity: Moisture Sensitive
• Refractive Index: 1.608-1.612
• Flash Point(°F): 78.8 °F
• Flash Point(°C): 26°C
• Boil Point(°C): 222°C
• Melt Point(°C): 20°C
• Molecular Weight: 236.630 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 236.016 Da
• Monoisotopic Mass: 236.016 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 220.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Congcong Zhai, Wenchao Zhang, Rongjie Yang.  (2023)  Synthesis of a novel bis(diphenylphosphinyl)-containing pyromellitimide and its application in epoxy resins.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2023.110574]

2. Tang Gang, Tao Yi, Wu Qiang, Shen Haifeng, Sun Junjie, Deng Dan, Liu Xiuyu.  (2023)  DOPO-based derivatives with different phosphorous oxidation states as highly efficient flame retardants for epoxy resins.  POLYMER BULLETIN,      [PMID:] [10.1007/s00289-023-04997-x]

3. Wei Chunxiang, Gao Tianyu, Xu Yu, Yang Wenjie, Dai Guangjian, Li Ruiting, Zhu San E., Yuen Richard K. K., Yang Wei, Lu Hongdian.  (2023)  Synthesis of Bio-based Epoxy Containing Phosphine Oxide as a Reactive Additive Toward Highly Toughened and Fire-retarded Epoxy Resins.  CHINESE JOURNAL OF POLYMER SCIENCE,  41  (11): (1733-1746).  [PMID:] [10.1007/s10118-023-2932-4]

4. Yifang Hua, Jinxuan Chen, Jian Liu, Jun Sun, Xiaoyu Gu, Shengling Jiang, Sheng Zhang.  (2023)  Fabrication of a transparent, flame retardant, and antimicrobial epoxy resin by a novel phosphorus-containing Schiff base molecule.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2023.110274]

5. Xin Wang, Jiali Huang, Lei Song, Yuan Hu.  (2022)  Synthesis of phosphorus-containing cardanol-derived phenalkamine: a sustainable curing agent to access high-performance bio-based epoxy thermosets.  GREEN CHEMISTRY,  24  (23): (9269-9281).  [PMID:] [10.1039/D2GC03783A]

6. Jia-Li Huang, Hong-Liang Ding, Xin Wang, Lei Song, Yuan Hu.  (2022)  Cardanol-derived anhydride cross-linked epoxy thermosets with intrinsic anti-flammability, toughness and shape memory effect.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.137906]

7. Zixuan Zhang, Yuling Xiao, Yifan Zhou, Bin Zou, Zhoumei Xu, Shenghe Zhang, Lei Song, Weiyi Xing, Yuan Hu.  (2022)  Combustion Inhibition Ability of Piperazine Phosphoramide Derivatives and Titanium Carbide on Epoxy Resin.  COMBUSTION SCIENCE AND TECHNOLOGY,      [PMID:] [10.1080/00102202.2022.2048826]

8. Yue Xu, Yong Qiu, Chentao Yan, Lubin Liu, Miaojun Xu, Baoti Xu, Bin Li.  (2021)  A novel and multifunctional flame retardant nucleating agent towards superior fire safety and crystallization properties for biodegradable poly (lactic acid).  ADVANCED POWDER TECHNOLOGY,      [PMID:] [10.1016/j.apt.2021.09.026]

9. Wenwen Guo, Xin Wang, Jiali Huang, Xiaowei Mu, Wei Cai, Lei Song, Yuan Hu.  (2021)  Phosphorylated cardanol-formaldehyde oligomers as flame-retardant and toughening agents for epoxy thermosets.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.130192]

10. San-E Zhu, Li-Li Wang, Hao Chen, Wei Yang, Anthony Chun-Yin Yuen, Timothy Bo-Yuan Chen, Cheng Luo, Wen-Mei Bi, En-Zhu Hu, Jian Zhang, Jing-Yu Si, Hong-Dian Lu, Kun-Hong Hu, Qing Nian Chan, Guan Heng Yeoh.  (2018)  Comparative Studies on Thermal, Mechanical, and Flame Retardant Properties of PBT Nanocomposites via Different Oxidation State Phosphorus-Containing Agents Modified Amino-CNTs.  Nanomaterials,  8  (2): (70).  [PMID:29373531] [10.3390/nano8020070]

11. San-E Zhu, Li-Li Wang, Ming-Zhen Wang, Anthony Chun-Yin Yuen, Timothy Bo-Yuan Chen, Wei Yang, Tian-Zhu Pan, You-Ran Zhi, Hong-Dian Lu.  (2017)  Simultaneous enhancements in the mechanical, thermal stability, and flame retardant properties of poly(1,4-butylene terephthalate) nanocomposites with a novel phosphorus–nitrogen-containing polyhedral oligomeric silsesquioxane.  RSC Advances,  7  (85): (54021-54030).  [PMID:] [10.1039/C7RA11437K]

12. Wei Yang, Yun-Ran Zhang, Anthony Chun-Yin Yuen, Timothy Bo-Yuan Chen, Ming-Chung Chan, Li-Zhen Peng, Wen-Jie Yang, San-E Zhu, Ben-Hong Yang, Kun-Hong Hu, Guan-Heng Yeoh, Hong-Dian Lu.  (2017)  Synthesis of phosphorus-containing silane coupling agent for surface modification of glass fibers: Effective reinforcement and flame retardancy in poly(1,4-butylene terephthalate).  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2017.03.123]

13. Yong Tang, Xiyu Zhang, Zheng Liu, Xiaoya Liu, Xiaojie Li.  (2025)  A resveratrol-based P/Si-containing hyperbranched flame retardant for simultaneously enhancing fire safety and mechanical properties of epoxy thermosets.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.160240]

14. Shenghao Zhang, Yun Chen, Lingjie Huang, Mengyu Liu, Qingliang Lv, Zexing Wu, Jianping Lai, Yuanxiang Gu, Lei Wang, Caixia Li.  (2025)  Intrinsic-safe polymer electrolyte enabling fast kinetics by accelerated dissociation and transport of Li-ion.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.167194]

15. Hongjin Wang, Ao Qin, Chentao Yan, Kai Xu, Yue Xu, Yue Gang, Bin Li, Lubin Liu.  (2025)  Molecular design of different phosphorus-containing groups on the mechanism of fire retardancy, compatibility and mechanics of thermoplastic polyurethanes.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.168019]

16. Hongjin Wang, Ao Qin, Yue Xu, Miaojun Xu, Bin Li, Lubin Liu.  (2025)  A novel phosphorus-containing nitrogen oxide for enhancing fire safety and UV shielding properties of thermoplastic polyurethanes.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2025.111691]

17. Meiqing Zhu, Manjie Chen, Xinfu Zhu, Xingyu Zhu, Rimao Hua, Xiaofan Yang, Saraschandra Naraginti, Yi Wang.  (2025)  A novel fluorescent sensing strategy for point-of-care monitoring of Hg2 +-induced oxidative stress in HeLa cells, zebrafish and mice models.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2025.137956]

18. Li-Wei Su, Ming-Hao Liu, Yang Jing, Peng-Yu Huang, Bo Jiang, Rui-Guang Xing, Xin Ge, Ya-Hui Li, Jin-Xiao Bao, Gao-Fei Pan.  (2025)  Recyclable flame retardant, luminescent, and transparent thermoplastic polyurethanes: applications in light conversion films for flexible solar cells.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.164436]

19. Bin Zou, Xiaochuan Li, Xiaodong Qian, Xiangliang Tian, Shuilai Qiu, Yifan Zhou, Siyu Zhu, Jiajun li, Yuan Hu.  (2025)  Multi-dimensional evaluation of phosphorus oxidation state and loading effects on the fire safety of carbon fiber reinforced aviation epoxy resin via control variables experiment.  COMPOSITES PART B-ENGINEERING,      [PMID:] [10.1016/j.compositesb.2025.112743]

20. Huiling Huang, Shengqi Cui, Xiaoqing Song, Zhonglin Luo, Biaobing Wang.  (2025)  Synthesis of N, N-Bis-(diphenylphosphinyl)-p-toluenesulfonamide for endowing epoxy resin simultaneously with better flame retardancy and transparency.  POLYMER,      [PMID:] [10.1016/j.polymer.2025.129178]

21. Ming Huang, Yidi Liu, Xin Qu, Jingcheng Liu, Xiaojie Li, Wei Wei.  (2025)  A phosphorus-containing multielement flame retardant with schiff base structure imparting excellent flame retardancy, mechanical performance, and transparency to anhydride-cured epoxy resins.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2025.114439]

22. Jiaxi Chen, Zhaojian Ding, Chengsheng He, Feijing Xu, Shanjun Gao, Chunhui Shen.  (2025)  A Phosphorus/Nitrogen/Boron-Containing Reactive Single-Component Flame Retardant for Enhancing the Flame Retardancy and Mechanical Properties of Epoxy Resin.  JOURNAL OF APPLIED POLYMER SCIENCE,      [PMID:] [10.1002/app.70181]

23. Shuang Chen, Ang Gao, Ke Liu, Ru Xiao.  (2026)  Flame-Retardant Polyamide 6 Enabled by a Reactive α-Amino-ε-caprolactam-Based Comonomer and In Situ Melamine Cyanurate.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c03272]

24. Qinting Su, Haonan Li, Yang Leng, Yushang Wei, Xiaoli Li, Miaojun Xu, Bin Li.  (2026)  Flame-retardant functionalized biobased carbon dots as nanoenhancers for flame retardant, transparent and UV-shielding properties of epoxy resin.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2026.109985]

25. Bin Li, Peiyuan Chen, Weiyu Liu, Luzhi Zhou, Benze Wu, Wenhui Rao, Chuanbai Yu.  (2026)  A Phosphoramide-Sulfonate Flame Retardant at Ultra-Low Loading for Thin-Walled Transparent Polycarbonate Composites With Enhanced Flame Retardancy.  JOURNAL OF APPLIED POLYMER SCIENCE,      [PMID:] [10.1002/app.70711]

26. Jianting Ma, Peirui Song, Wanying Wang, Shuhui Liang, Anqi Yin, Yue Xu, Qiang Wang, Lubin Liu.  (2026)  High-efficiency flame retardant thermoplastic polyurethane with the synergy of multiple phosphorus-containing groups: Performance and mechanism study.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2026.112056]