[ CAS No. 623-24-5 ] {[proInfo.proName]}

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Quality Control of [ 623-24-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 623-24-5 ]

SDS Specification

Alternatived Products of [ 623-24-5 ]

Product Details of [ 623-24-5 ]

CAS No. :	623-24-5	MDL No. :	MFCD00000182
Formula :	C₈H₈Br₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RBZMSGOBSOCYHR-UHFFFAOYSA-N
M.W :	263.96	Pubchem ID :	69335
Synonyms :		Chemical Name :	1,4-Bis(bromomethyl)benzene

Calculated chemistry of [ 623-24-5 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.25
Num. rotatable bonds :	2
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	52.11
TPSA :	0.0 ?2

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.75 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.49
Log Po/w (XLOGP3) :	3.04
Log Po/w (WLOGP) :	3.17
Log Po/w (MLOGP) :	3.85
Log Po/w (SILICOS-IT) :	3.84
Consensus Log Po/w :	3.28

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.7
Solubility :	0.0522 mg/ml ; 0.000198 mol/l
Class :	Soluble
Log S (Ali) :	-2.71
Solubility :	0.52 mg/ml ; 0.00197 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.91
Solubility :	0.00323 mg/ml ; 0.0000122 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	1.49

Safety of [ 623-24-5 ]

Signal Word:	Danger	Class:	6.1,8
Precautionary Statements:	P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P403+P233	UN#:	2928
Hazard Statements:	H330-H314-H290	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 623-24-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 623-24-5 ]
Downstream synthetic route of [ 623-24-5 ]

[ 623-24-5 ] Synthesis Path-Upstream 1~2

1
[ 67-56-1 ]
[ 623-24-5 ]
[ 6770-38-3 ]

Reference： [1] Synthetic Communications, 1993, vol. 23, # 6, p. 749 - 756
[2] Synthetic Communications, 2011, vol. 41, # 5, p. 720 - 728
[3] Chemistry - A European Journal, 2009, vol. 15, # 42, p. 11273 - 11287

2
[ 623-24-5 ]
[ 124-41-4 ]
[ 6770-38-3 ]

Reference： [1] Journal of Organic Chemistry, 1997, vol. 62, # 19, p. 6598 - 6602

[ 623-24-5 ] Synthesis Path-Downstream 1~11

1
[ 623-24-5 ]
[ 68631-52-7 ]
1,4-bis(2,6-bis(ethoxycarbonyl)-pyridin-4-yloxymethyl)benzene [ No CAS ]

Reference： [1]Chemical Communications,2004,p. 1226 - 1227
[2]Synthetic Communications,2003,vol. 33,p. 1113 - 1119

2
[ 623-24-5 ]
[ 2456-81-7 ]
C₂₆H₃₂N₄⁽²⁺⁾*2Br^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 5433 - 5440

3
[ 623-24-5 ]
[ 57497-39-9 ]
[ 111009-67-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate; In water; N,N-dimethyl-formamide;	EXAMPLE 1 N,N'-Dihydroxy-N,N'-di-tert-butyl-p-xylylenediamine A suspension of 3.0 g tert-butylhydroxylamine hydrochloride, 5.0 g of anhydrous sodium carbonate and 3.15 g of p-xylylene dibromide in 20 ml of N,N-dimethylformamide is heated at 80° C. under nitrogen for 3 hours. Dilution of the reaction mixture with water followed by crystallization from heptane affords 2.1 g of product as a white solid; m.p. 137°-138° C. Analysis: Calculated for C16 H28 N2 O2: C, 68.53; H, 10.06; N, 9.99. Found: C, 68.7; H, 9.8; N, 10.1.

Reference： [1]Patent: US4649221,1987,A

4
[ 623-24-5 ]
[ 2456-81-7 ]
[ 1365671-49-3 ]

Reference： [1]European Journal of Medicinal Chemistry,2012,vol. 50,p. 154 - 162

5
[ 623-24-5 ]
[ 2456-81-7 ]
[ 1365671-87-9 ]

Yield	Reaction Conditions	Operation in experiment
77%	In butanone; at 20℃; for 3h;	General procedure: A butanone solution (40 mL) of the linker (2 equiv.) and the corresponding 4-substituted pyridine (1 equiv.) was stirred at room temperature for 3 h 21, 22, 23, 25 and 26 were isolated after filtration and thorough washing with butanone, ethyl acetate and diethyl ether. In the case of 24, 27 and 28, the reaction mixture was evaporated, and the crude products purified by flash column chromatography on silica gel using CH2Cl2/MeOH (10/0.5) as eluent.

Reference： [1]European Journal of Medicinal Chemistry,2012,vol. 50,p. 154 - 162
[2]Magnetic Resonance in Chemistry,2014,vol. 52,p. 40 - 46

6
[ 623-24-5 ]
[ 21252-69-7 ]
3,3’-di-n-octyl-1,1’-(1,4-phenylenedimethylene)diimidazolium dibromide [ No CAS ]

Reference： [1]ChemPlusChem,2013,vol. 78,p. 331 - 342
[2]New Journal of Chemistry,2017,vol. 41,p. 3574 - 3585

7
[ 623-24-5 ]
[ 309947-86-2 ]
N⁹-[4-(bromomethyl)benzyl]-N⁶,N⁶-bis(tert-butoxycarbonyl)adenine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With caesium carbonate; In N,N-dimethyl-formamide; at 20℃; for 2h;Inert atmosphere;	General procedure: A solution of compound 1 (0.838 g, 2.5 mmol), 2 (0.567g, 2.5mmol), or 3 (0.540 g, 2.5 mmol), Cs2CO3 (0.888 g, 2.725 mmol), and 1,4-bis(bromomethyl)benzene (1.96 g, 7.5 mmol) in anhyd DMF (14 mL) was stirred for 2 h at r.t. under argon. The solvent was evaporated; the residue was dissolved in CH2Cl2 and washed with H2O (2 × 50 mL). The organic layer was dried (Na2SO4), filtered,and concentrated under vacuum. The residue was purified by column chromatography [silica gel, EtOAc (for 4) and CH2Cl2-EtOAc, 4:1 (for 7 and 8)].

Reference： [1]Synthesis,2014,vol. 46,p. 1229 - 1235

8
[ 623-24-5 ]
[ 309947-86-2 ]
N-[4-(azidomethyl)benzyl]-N⁶,N⁶-bis(tert-butoxycarbonyl)adenine [ No CAS ]

Reference： [1]Synthesis,2014,vol. 46,p. 1229 - 1235

9
[ 623-24-5 ]
[ 120068-37-3 ]
N-bis(1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulfinyl-1H-pyrazol-5ylamino)benzyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89.3%	With potassium hydroxide; In toluene; at 20℃; for 3h;Sonication; Microwave irradiation; Heating;	(Fixed power 150 W) was charged with 50 mL of toluene, 10.0 g of 3-cyano-4-trifluoromethylsulfinyl-5-amino-1- (2,6-dichloro-4-trifluoromethylbenzene And the mixture was stirred at room temperature for 60min. After the shock, the spray switch was turned on. The mist was sent to the top of the microwave reactor through the trachea, and the microwave reactor was turned on. The power The reaction was started at 300W. When the solvent in the ultrasonic atomizer was about to be atomized, the atomization was stopped and the inlet of the microwave reactor was turned off and the reaction was continued for 120 min.After the completion of the reaction, the product was washed with water and dried by filtration to obtain 14.24 g of compound 8.Yield: 89.3%.

Reference： [1]Patent: CN106187896,2016,A .Location in patent: Paragraph 0083; 0084; 0085; 0086

10
[ 6086-21-1 ]
[ 623-24-5 ]
4,4'-(1,4-phenylenebis(methylene))bis(1-methyl-1,2,4-triazol-4-ium) dibromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	In dichloromethane; at 120℃; for 12 - 16h;Schlenk technique; Glovebox; Inert atmosphere;	General procedure: In a typical run, a 10-mL thick wall pressure tube was charged with 1,4-bis(bromomethyl)benzene (0.20 g,0.76 mmol), the corresponding 1-alkyl-1H-1,2,4-triazoles(1.60 mmol) and DCM (3 mL). The reaction mixture was heated at 120 C for 12?16 h. The reaction mixture was cooled to room temperature and extracted with water(3 9 5 mL). The collected aqueous phase was dried by rotovap, and the crude product was recrystallized from methanol/acetone (1:4) to give the product as a white solid.

Reference： [1]Transition Metal Chemistry,2017,vol. 42,p. 193 - 201

11
[ 623-24-5 ]
[ 21252-69-7 ]
C₁₉H₂₈BrN₂⁽¹⁺⁾*Br^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	In tetrahydrofuran; at 70℃;	A mixture of (9) (1 .80 g 10.0 mmol,) and alpha,alpha'-dibromo-p- xylene (13.20 g, 50.0 mmol) was stirred in THF (150 mL) at 70 °C. After overnight stirring, the precipitate was washed with diethyl ether 3 times and then dried under vacuum (2.5 g, 56 percent). 1 H NMR (DMSO-d6): 59.43 (s, 1 H), 7.87 (m, 2H), 7.42 (d, 2H), 7. 30 (d, 2H),7.19 (s, 1 H), 6.87 (s, 1 H), 5.45 (s, 2H), 5.22 (s, 2H), 4.18 (m, 2H), 1 .77 (m, 2H), 1 .23 (m, 6H), 0.83 (t, 3H).

Reference： [1]ChemMedChem,2017,vol. 12,p. 835 - 840
[2]Patent: WO2018/56902,2018,A1 .Location in patent: Page/Page column 32

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Isomers

Technical Information

? Alkyl Halide Occurrence ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling

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[ 623-24-5 ]

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P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
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P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
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P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
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P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
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P361	Remove/Take off immediately all contaminated clothing.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
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P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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H202	Explosive; severe projection hazard
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
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H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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H271	May cause fire or explosion; strong oxidizer
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Code	Phrase
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H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
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H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
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H341	Suspected of causing genetic defects
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H361d	Suspected of damaging the unborn child
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H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 623-24-5 ] {[proInfo.proName]}

Quality Control of [ 623-24-5 ]

Related Doc. of [ 623-24-5 ]

Product Details of [ 623-24-5 ]

Calculated chemistry of [ 623-24-5 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 623-24-5 ]

Application In Synthesis of [ 623-24-5 ]

[ 623-24-5 ] Synthesis Path-Upstream 1~2

[ 623-24-5 ] Synthesis Path-Downstream 1~11

Technical Information

Related Functional Groups of [ 623-24-5 ]

Aryls

Bromides

Benzyl bromides

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 623-24-5 ]