Computed Properties

• 精确分子量: 156.03400
• 氢键供体数量: 1
• 氢键受体数量: 1
• 可旋转化学键数量: 0
• 同位素质量: 156.034193
• 重原子数量: 10
• 复杂度: 104
• 同位素原子数量: 0
• 确定原子立构中心数量: 0
• 不确定原子立构中心数量: 0
• 确定化学键立构中心数量: 0
• 不确定化学键立构中心数量: 0
• 共价键单元数量: 1
• 疏水参数计算参考值（XlogP）: 2
• 互变异构体数量: 5
• 表面电荷: 0
• 拓扑分子极性表面积: 20.2

Experimental Properties

• LogP: 2.66240
• PSA: 20.23000
• Merck: 2176
• 折射率: 1.5523 (estimate)
• 水溶性: 0.3 g/L (20 ºC)
• 沸点: 246°C(lit.)
• 熔点: 114-116 °C (lit.)
  114-116 °C
• 闪点: 132 ºC
• 溶解度: methanol: soluble1g/10 mL, clear to faintly turbid, colorless to very faintly yellow
• 颜色与性状: 无色针状晶体，有苯酚气味。
• PH值: 7 (0.2g/l, H2O)
• 稳定性: Stable. Incompatible with strong oxidizing agents.
• 溶解性: 不溶于水，可溶于碱溶液，有机溶剂。
• 密度: 0.67 g/cm3

• Symbol: GHS07
• RTECS号：ZE6850000
• WGK Germany：1
• 安全说明：S24-S37
• 风险术语：R22; R36/38; R43
• 危險品標誌： Xn
• 危险品运输编号：UN 3077 9/PG 3
• 危害声明：H302,H315,H317,H319
• 警示性声明：P280,P305+P351+P338
• 提示语：警告
• 储存条件：Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
• PackingGroup：III
• 危险类别码：22-36/38-43
• 信号词：Warning
• TSCA：Yes
• HazardClass：9

• 海关编码：2908199090
• 海关数据：

  中国海关编码：

  2908199090

  概述：

  HS:2908199090 其他酚及酚醇的仅含卤素取代基的衍生物及其盐 增值税率:17.0% 退税率:9.0% 监管条件:无 最惠国关税:5.5% 普通关税:30.0%

  申报要素：

  品名, 成分含量, 用途

  Summary：

  HS: 2908199090. derivatives of polyphenols or phenol-alcohols containing only halogen substituents and their salts. VAT:17.0%. tax rebate rate:9.0%. supervision conditions:None. MFN tariff:5.5%. general tariff:30.0%

Synthetic Circuit 1

108-68-9

88-04-0

5538-41-0

Reaction Conditions + 展開

1.1 Reagents: Iron chloride (FeCl3) ,  Sulfuryl chloride Solvents: Tetrachloroethylene ;  2 h, rt; 2 h, rt
1.2 Solvents: Water

Reference

Regioselective chlorination of phenols in the presence of tetrahydrothiopyran derivatives

Smith, Keith; et al, Journal of Sulfur Chemistry, 2019, 40(5), 529-538

Synthetic Circuit 2

22454-92-8

75-36-5

88-04-0

Reaction Conditions + 展開

Reference

Dienone intermediates in the Pummerer rearrangement of 4-methylsulfinyl-3,5-xylenol

King, Russell R., Journal of Organic Chemistry, 1978, 43(19), 3784-5

Synthetic Circuit 3

108-68-9

88-04-0

5538-41-0

Reaction Conditions + 展開

1.1 Reagents: 1,3-Dichloro-5,5-dimethylhydantoin Catalysts: 2-Propanamine, N-(1-methylethyl)-, hydrochloride (1:1) Solvents: Toluene ;  4 h, 0 °C
1.2 Reagents: Sodium sulfite Solvents: Water

Reference

Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications

Xiong, Xiaodong ; et al, ACS Catalysis, 2018, 8(5), 4033-4043

Synthetic Circuit 4

108-68-9

88-04-0

5538-41-0

133-53-9

Reaction Conditions + 展開

1.1 Reagents: Sulfuryl chloride Catalysts: Iron chloride (FeCl3) ,  1,3-Propanedithiol, homopolymer ;  2 h, rt; 2 h, rt
1.2 Reagents: Water

Reference

Comparison of cyclic and polymeric disulfides as catalysts for the regioselective chlorination of phenols

Smith, Keith; et al, Journal of Sulfur Chemistry, 2015, 36(1), 74-85

Synthetic Circuit 5

108-68-9

88-04-0

133-53-9

Reaction Conditions + 展開

1.1 Reagents: Ethanaminium, N-chloro-N,N-diethyl-, chloride (1:1) Solvents: Trifluoroacetic acid

Reference

Highly selective aromatic chlorinations. Part 2. The chlorination of substituted phenols, anisoles, anilines and related compounds with N-chloroamines in acidic solution

Lindsay Smith, John R.; et al, Journal of the Chemical Society, 1988, (3), 385-91

Synthetic Circuit 6

108-68-9

88-04-0

5538-41-0

Reaction Conditions + 展開

1.1 Reagents: Hydrochloric acid ,  Hydrogen peroxide Solvents: Water ;  2 h, 30 °C

Reference

Spatial Orientation of Aromatics at Micellar Interface: Selectivity Enhancement in Oxychlorination

Samant, Bhupesh S.; et al, Journal of Dispersion Science and Technology, 2012, 33(7), 1030-1037

Synthetic Circuit 7

108-68-9

88-04-0

5538-41-0

133-53-9

Reaction Conditions + 展開

1.1 Reagents: Thionyl chloride ,  9-(Methylthio)-1-nonanol Catalysts: Iron chloride (FeCl3) Solvents: Dichloromethane ;  rt; 2 h, rt; 2 h, rt
1.2 Reagents: Water ;  rt

Reference

Regioselective synthesis of important chlorophenols in the presence of methylthioalkanes with remote SMe, OMe or OH substituents

Smith, Keith; et al, Journal of Sulfur Chemistry, 2018, 39(6), 607-621

Synthetic Circuit 8

535976-08-0

88-04-0

Reaction Conditions + 展開

1.1 Catalysts: Amberlyst 15 Solvents: Methanol ,  Water ;  1 h, 40 °C

Reference

Facile protection of phenols and hydroxypyridines: Key components of natural products - a new pathway to orellanine

Michelot, Didier; et al, Natural Product Research, 2003, 17(1), 41-46

Synthetic Circuit 9

108-68-9

88-04-0

19523-54-7

5538-41-0

527-61-7

133-53-9

Reaction Conditions + 展開

1.1 Reagents: Chlorine dioxide Solvents: Dimethylformamide ,  Dichloromethane ;  1 h, 6 °C
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Features of the use of ClO2 in the oxidation of some alkylphenols

Kutchin, A. V.; et al, Russian Chemical Bulletin, 2023, 72(1), 202-212

• 1. Highly selective aromatic chlorinations. Part 2. The chlorination of substituted phenols, anisoles, anilines, and related compounds with N-chloroamines in acidic solution John R. Lindsay Smith,Linda C. McKeer,Jonathan M. Taylor J. Chem. Soc. Perkin Trans. 2 1988 385
• 2. Occurrence of emerging and priority pollutants in municipal reverse osmosis concentrates Xiaozhu Wei,Ping Gu,Guanghui Zhang,Jianjun Huang Environ. Sci.: Processes Impacts 2015 17 488
• 3. Aromatic nuclear chlorination by copper(II) chloride H. P. Crocker,R. Walser J. Chem. Soc. C 1970 1982
• 4. Additive substituent effects on the thermodynamic functions of proton ionization processes. Part III. Phenols with adjacent methyl and chloro-substituents P. D. Bolton,J. Ellis,F. M. Hall J. Chem. Soc. B 1970 1252
• 5. Lewis acid promoted construction of chromen-4-one and isoflavone scaffolds via regio- and chemoselective domino Friedel–Crafts acylation/Allan–Robinson reaction Tanmoy Chanda,Sushobhan Chowdhury,Suvajit Koley,Namrata Anand,Maya Shankar Singh Org. Biomol. Chem. 2014 12 9216
• 6. Chemical removal in waste stabilisation pond systems of varying configuration Kathryn L. Linge,Deborah Liew,Yolanta Gruchlik,Francesco Busetti,Una Ryan,Cynthia A. Joll Environ. Sci.: Water Res. Technol. 2021 7 1587
• 7. Structure-based design of 3-carboxy-substituted 1,2,3,4-tetrahydroquinolines as inhibitors of myeloid cell leukemia-1 (Mcl-1) L. Chen,P. T. Wilder,B. Drennen,J. Tran,B. M. Roth,K. Chesko,P. Shapiro,S. Fletcher Org. Biomol. Chem. 2016 14 5505
• 8. 770. A series of ω-dimethylaminoalkylphenols J. P. Brown,E. B. McCall J. Chem. Soc. 1957 3875
• 9. Discovery of N-sulfonylated aminosalicylic acids as dual MCL-1/BCL-xL inhibitors Lijia Chen,Jay Chauhan,Jeremy L. Yap,Christopher C. Goodis,Paul T. Wilder,Steven Fletcher RSC Med. Chem. 2023 14 103
• 10. Development of functional cotton fabric by simultaneous dyeing and finishing with a novel bioactive reactive dye Anum Nosheen,Munir Ashraf,Muhammad Tahir Hussain,Humera Aziz,Muhammad Farrukh Tahir,Saba Akram New J. Chem. 2023 47 1872