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Cas Database

10387-13-0

10387-13-0

Identification

  • Product Name:9,10-Bis(chloromethyl)anthracene

  • CAS Number: 10387-13-0

  • EINECS:677-977-0

  • Molecular Weight:275.177

  • Molecular Formula: C16H12Cl2

  • HS Code:2903999090

  • Mol File:10387-13-0.mol

Synonyms:9,10-Di(chloromethyl)anthracene;NSC 81650;

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Safety information and MSDS view more

  • Signal Word:Danger

  • Hazard Statement:H302 Harmful if swallowedH314 Causes severe skin burns and eye damage H413 May cause long lasting harmful effects to aquatic life

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:9,10-Bis(chloromethyl)anthracene
  • Packaging:100mg
  • Price:$ 60
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:9,10-Bis(chloromethyl)anthracene
  • Packaging:50mg
  • Price:$ 45
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  • Manufacture/Brand:TCI Chemical
  • Product Description:9,10-Bis(chloromethyl)anthracene >97.0%(GC)(T)
  • Packaging:25g
  • Price:$ 420
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  • Manufacture/Brand:TCI Chemical
  • Product Description:9,10-Bis(chloromethyl)anthracene >97.0%(GC)(T)
  • Packaging:5g
  • Price:$ 191
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:9,10-BIS-CHLOROMETHYL-ANTHRACENE Aldrich
  • Packaging:10mg
  • Price:$ 115
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:9,10-BIS(CHLOROMETHYL)ANTHRACENE Aldrich
  • Packaging:250mg
  • Price:$ 144
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:9,10-Bis(chloromethyl)anthracene 95+%
  • Packaging:250mg
  • Price:$ 189
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:9,10-Bis(chloromethyl)anthracene 95+%
  • Packaging:5g
  • Price:$ 1183
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:9,10-Bis(chloromethyl)anthracene 95+%
  • Packaging:1g
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  • Manufacture/Brand:Crysdot
  • Product Description:9,10-Bis(chloromethyl)anthracene 97%
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Relevant articles and documentsAll total 50 Articles be found

Synthesis, characterization and DFT study of new anthracene-based semiconducting polyethers for OLED application

Mahmoudi, Chaima,Chouk, Rihab,Baatout, Khouloud,Jaballah, Nejmeddine Smida,Khalfaoui, Mohamed,Majdoub, Mustapha

, (2021/12/08)

New soluble semiconducting anthracene-based polyethers (An-BPS and An-TDP) were synthetized via the Williamson polycondensation of 9,10-dichloromethylanthracene with 4,4′-thiodiphenol (TDP) and bisphenol S (BPS), respectively. The polymers were investigated by density functional theory (DFT): the structural and optoelectronic properties, frontier molecular orbitals (HOMO/LUMO), as well as the infrared, absorption and fluorescence spectra were discussed. The polyethers structures were confirmed by NMR and FTIR spectroscopies, revealing good agreements between experimental and theoretical results. Quasi-identical absorption and blue emission properties were obtained for both polymers in dilute solutions, with a higher fluorescence efficiency for An-BPS. The cyclic voltammetry analysis of these electrochemically active materials showed a higher electron affinity for An-BPS and a lower ionization potential for An-TDP. The DFT calculations showed that the HOMO/LUMO frontier energy distributions are confined on the anthracene moiety in An-BPS. However in An-TDP, the LUMO distribution is localized on anthracene group, while the HOMO is on the TDP unit. The electric behavior of organic light-emitting diodes (OLEDs) based on these macromolecular structures has been investigated via numerical simulation using Silvaco TECAD software. Good electrical properties are estimated, with a low turn on voltages of 3.1 V and 2.9 V for An-TDP and An-BPS, respectively. However, An-BPS showed improved current conductivity, which makes it a good candidate for OLEDs.

Kinetic Stabilization of Blue-Emissive Anthracenes: Phenylene Bridging Works Best

Nathusius, Marvin,Sleeman, Daniel,Pan, Junyou,Rominger, Frank,Freudenberg, Jan,Bunz, Uwe H. F.,Müllen, Klaus

supporting information, p. 16606 - 16610 (2021/10/16)

In attempts at kinetically stabilizing blue-emissive anthracenes, a series of 9,10-diaryl substituted derivatives were tested for their photochemical and photooxidative persistence. A major breakthrough in light fastness comes from a new bis-meta-terpheny

Discrete Platinum(II) Metallacycles with Inner- and Outer-Modified 9,10-Distyrylanthracene: Design, Self-Assembly, and Luminescence Properties

Li, Meng,Pan, Guocui,Shi, Junjuan,Tian, Wenjing,Tong, Hui,Wang, Ming,Xu, Bin,Yu, Hao

supporting information, (2022/03/27)

To completely unravel the relationship between structures and luminescence properties of inner- and outer-modified metallacycles, two rhombic metallacycles S1 and S2 with 9,10-distyrylanthracene (DSA) were constructed herein via the design of DSA moieties on the inside or outside of metallacycles. Similar building blocks of the two metallacycles led to the same emission wavelengths in a dilute solution. In contrast, their fluorescence emissions in the aggregation and solid states were significantly different and revealed interesting emission behaviors from structures with inner- and outer-modified design. Finally, based on their luminescence properties, a tunable solid-state fluorescence emissive material was easily obtained by the mixing of two supramolecules in different ratios. This unique design suggested that the modified position of fluorophores exerts a key impact on the adjustment of luminescence from a dilute solution to the aggregated state and will be of great significance for the development of luminescent materials based on supramolecules.

Design, synthesis and imaging of a novel mitochondrial fluorescent nanoprobe based on distyreneanthracene-substituted triphenylphosphonium salt

Zhang, Yan,Jiang, Rui,Jiang, Hongbo,Xia, Qinglian,Wang, Yuting,Xiong, Lulu,Xiang zhou,Hu, Lianzhe,Qi, Wenjing

, (2021/11/16)

Targeting and monitoring the dynamics of mitochondria are of great significance because mitochondria are involved in a variety of physiological and pathological processes. For achieving this purpose, highly sensitive, photostable, tolerance and specific fluorescent probe is necessary. To obtain a superior mitochondrial fluorescent probe, (4-distyreneanthracenoxybutyl) bis(triphenylphosphonium) bromide (DSA-TPP) with aggregation-induced emission (AIE) characteristic was designed and synthesized for mitochondrial targeting. DSA-TPP dots with high fluorescence quantum yield (Φ = 17.9) and small particle size (8 nm) can be easily prepared by self-assembly formation. DSA-TPP dots had the ability of lightning mitochondria in living cells with high brightness, superior photostability and strong tolerance to cell environment change.

Crystallographic and spectroscopic analysis of 9,10-bis-alkyl imidazolium anthracene hexatungstate supramolecular complexes

Annapareddy, Gayatri,Mubeena, Shaik,N, Meghana,Sarma, Monima

, (2021/06/28)

This article describes the ionic and supramolecular association of bis-dialkyl imidazolium anthracene dications with hexametalate cluster anions. In the relevant compounds, the length of the alkyl chain was varied to observe its effect on the crystal packing. Despite the endothermicity in the crystals due to structural incompatibility between planar anthracene and spherical polyoxometalate ion, packing stability is attained by coulombic interaction together with the supramolecular interactions between the components. The nature of supramolecular interactions depends on the number of carbon atoms in the alkyl chain in the organic counterparts of the crystals which ultimately modifies the packing pattern.

Process route upstream and downstream products

Process route

9,10-bis(phenoxymethyl)anthracene
166660-39-5

9,10-bis(phenoxymethyl)anthracene

tetrabenzo[2.2]paracyclophane
5672-97-9

tetrabenzo[2.2]paracyclophane

9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

9-(chloromethyl)-10-(phenoxymethyl)anthracene

9-(chloromethyl)-10-(phenoxymethyl)anthracene

Conditions
Conditions Yield
With dichloromethane; Title compound not separated from byproducts; laser-jet photolysis;
57 % Spectr.
27 % Spectr.
16 % Spectr.
anthracene
120-12-7

anthracene

9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

Conditions
Conditions Yield
With hydrogenchloride; acetic acid; at 50 ℃; for 24h;
95%
With hydrogenchloride; In acetic acid; at 60 ℃; for 20h;
92%
With hydrogenchloride; In 1,4-dioxane;
92%
With hydrogenchloride; acetic acid; In water monomer; at 60 ℃; for 5h;
92%
With hydrogenchloride; In water monomer; acetic acid; at 50 ℃; for 24h;
90%
With hydrogenchloride; In 1,4-dioxane; water monomer; for 7h; Reflux;
85%
With hydrogenchloride; In water monomer; acetic acid; at 100 ℃; for 5h;
82%
With hydrogenchloride; acetic acid; In water monomer; at 50 ℃; for 24h;
76%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; for 3h; Reflux;
67%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
65%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
65%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; for 3h; Heating;
64%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; at 20 ℃; for 19h; Reflux;
64.1%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
64%
With hydrogenchloride; anhydrous zinc chloride; In water monomer;
64.1%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; at 20 ℃; for 3h; Reflux;
64%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
64.1%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
64.1%
With hydrogenchloride; In 1,4-dioxane; for 4h; Heating;
60%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; at 20 ℃; for 19h; Inert atmosphere; Reflux;
60%
With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 3h; Inert atmosphere; Reflux;
60%
With hydrogenchloride; In 1,4-dioxane; water monomer; at 145 ℃; for 5h;
51%
With hydrogenchloride; In 1,4-dioxane;
50%
With hydrogenchloride; N-hexadecyl-N,N,N-trimethylammonium bromide; In 1,4-dioxane; water monomer; at 100 ℃; for 3h;
49%
With hydrogenchloride; In 1,4-dioxane; water monomer; at 110 ℃; for 2h;
40%
With hydrogenchloride; In 1,4-dioxane; water monomer; at 110 ℃; for 6h;
40%
With hydrogenchloride; In trans-1,3-dioxane;
38%
With hydrogenchloride; In 1,4-dioxane; water monomer; at 110 ℃; for 5h; Inert atmosphere;
38%
With hydrogenchloride; In 1,4-dioxane; water monomer;
36%
With hydrogenchloride; acetic acid;
With hydrogenchloride; phosphoric acid; acetic acid;
With hydrogenchloride; Einleiten von HCl;
With hydrogenchloride;
With hydrogenchloride;
With hydrogenchloride; In 1,4-dioxane;
With hydrogenchloride; In 1,4-dioxane;
With hydrogenchloride; In 1,4-dioxane; water monomer; for 5h; Reflux;
With hydrogenchloride;
With hydrogenchloride;
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; for 3h; Reflux;
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane;
With hydrogenchloride;
With hydrogenchloride; In water monomer;
With hydrogenchloride; Einleiten von HCl;
With hydrogenchloride; In 1,4-dioxane; water monomer; at 110 ℃;
With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 3h;
12.5 g
With hydrogenchloride; Reflux;
With hydrogenchloride; In 1,4-dioxane;
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

anthracene
120-12-7

anthracene

9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

Conditions
Conditions Yield
With hydrogenchloride; cetyltrimethylammonim bromide; acetic acid; In water; at 60 ℃; for 24h; Temperature; Concentration; Reagent/catalyst; Time;
hydrogenchloride
7647-01-0,15364-23-5

hydrogenchloride

anthracene
120-12-7

anthracene

acetic acid
64-19-7,77671-22-8

acetic acid

9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

Conditions
Conditions Yield
at 60 ℃;
at 60 ℃;
9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

Conditions
Conditions Yield
9,10-bis(phenoxymethyl)anthracene
166660-39-5

9,10-bis(phenoxymethyl)anthracene

tetrabenzo[2.2]paracyclophane
5672-97-9

tetrabenzo[2.2]paracyclophane

9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

9-(chloromethyl)-10-(phenoxymethyl)anthracene

9-(chloromethyl)-10-(phenoxymethyl)anthracene

Conditions
Conditions Yield
With dichloromethane; Title compound not separated from byproducts; laser-jet photolysis;
57 % Spectr.
27 % Spectr.
16 % Spectr.
anthracene
120-12-7

anthracene

9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

Conditions
Conditions Yield
With hydrogenchloride; acetic acid; at 50 ℃; for 24h;
95%
With hydrogenchloride; In acetic acid; at 60 ℃; for 20h;
92%
With hydrogenchloride; In 1,4-dioxane;
92%
With hydrogenchloride; acetic acid; In water monomer; at 60 ℃; for 5h;
92%
With hydrogenchloride; In water monomer; acetic acid; at 50 ℃; for 24h;
90%
With hydrogenchloride; In 1,4-dioxane; water monomer; for 7h; Reflux;
85%
With hydrogenchloride; In water monomer; acetic acid; at 100 ℃; for 5h;
82%
With hydrogenchloride; acetic acid; In water monomer; at 50 ℃; for 24h;
76%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; for 3h; Reflux;
67%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
65%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
65%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; for 3h; Heating;
64%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; at 20 ℃; for 19h; Reflux;
64.1%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
64%
With hydrogenchloride; anhydrous zinc chloride; In water monomer;
64.1%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; at 20 ℃; for 3h; Reflux;
64%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
64.1%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; water monomer; for 3h; Reflux;
64.1%
With hydrogenchloride; In 1,4-dioxane; for 4h; Heating;
60%
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; at 20 ℃; for 19h; Inert atmosphere; Reflux;
60%
With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 3h; Inert atmosphere; Reflux;
60%
With hydrogenchloride; In 1,4-dioxane; water monomer; at 145 ℃; for 5h;
51%
With hydrogenchloride; In 1,4-dioxane;
50%
With hydrogenchloride; N-hexadecyl-N,N,N-trimethylammonium bromide; In 1,4-dioxane; water monomer; at 100 ℃; for 3h;
49%
With hydrogenchloride; In 1,4-dioxane; water monomer; at 110 ℃; for 2h;
40%
With hydrogenchloride; In 1,4-dioxane; water monomer; at 110 ℃; for 6h;
40%
With hydrogenchloride; In trans-1,3-dioxane;
38%
With hydrogenchloride; In 1,4-dioxane; water monomer; at 110 ℃; for 5h; Inert atmosphere;
38%
With hydrogenchloride; In 1,4-dioxane; water monomer;
36%
With hydrogenchloride; acetic acid;
With hydrogenchloride; phosphoric acid; acetic acid;
With hydrogenchloride; Einleiten von HCl;
With hydrogenchloride;
With hydrogenchloride;
With hydrogenchloride; In 1,4-dioxane;
With hydrogenchloride; In 1,4-dioxane;
With hydrogenchloride; In 1,4-dioxane; water monomer; for 5h; Reflux;
With hydrogenchloride;
With hydrogenchloride;
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane; for 3h; Reflux;
With hydrogenchloride; anhydrous zinc chloride; In 1,4-dioxane;
With hydrogenchloride;
With hydrogenchloride; In water monomer;
With hydrogenchloride; Einleiten von HCl;
With hydrogenchloride; In 1,4-dioxane; water monomer; at 110 ℃;
With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 3h;
12.5 g
With hydrogenchloride; Reflux;
With hydrogenchloride; In 1,4-dioxane;
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

anthracene
120-12-7

anthracene

9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

Conditions
Conditions Yield
With hydrogenchloride; cetyltrimethylammonim bromide; acetic acid; In water; at 60 ℃; for 24h; Temperature; Concentration; Reagent/catalyst; Time;
hydrogenchloride
7647-01-0,15364-23-5

hydrogenchloride

anthracene
120-12-7

anthracene

acetic acid
64-19-7,77671-22-8

acetic acid

9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

Conditions
Conditions Yield
at 60 ℃;
at 60 ℃;
9,1-bis(chloromethyl)anthracene
10387-13-0

9,1-bis(chloromethyl)anthracene

Conditions
Conditions Yield

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