[ CAS No. 103-88-8 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 103-88-8 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 103-88-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 103-88-8 ]

SDS Specification

Alternatived Products of [ 103-88-8 ]

Product Details of [ 103-88-8 ]

CAS No. :	103-88-8	MDL No. :	MFCD00000092
Formula :	C₈H₈BrNO	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	MSLICLMCQYQNPK-UHFFFAOYSA-N
M.W :	214.06	Pubchem ID :	7683
Synonyms :

Calculated chemistry of [ 103-88-8 ] Expand+

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	2
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	48.45
TPSA :	29.1 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.98 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.91
Log Po/w (XLOGP3) :	2.29
Log Po/w (WLOGP) :	2.22
Log Po/w (MLOGP) :	2.27
Log Po/w (SILICOS-IT) :	2.04
Consensus Log Po/w :	2.15

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.88
Solubility :	0.281 mg/ml ; 0.00131 mol/l
Class :	Soluble
Log S (Ali) :	-2.54
Solubility :	0.619 mg/ml ; 0.00289 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.64
Solubility :	0.0486 mg/ml ; 0.000227 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.12

Safety of [ 103-88-8 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 103-88-8 ]

* 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 [ 103-88-8 ]
Downstream synthetic route of [ 103-88-8 ]

[ 103-88-8 ] Synthesis Path-Upstream 1~2

1
[ 103-88-8 ]
[ 3460-23-9 ]

Reference： [1] Synthetic Communications, 2012, vol. 42, # 24, p. 3655 - 3663,9
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 34, p. 4748 - 4753
[3] Chemistry - A European Journal, 2017, vol. 23, # 29, p. 7031 - 7036
[4] Organic and Biomolecular Chemistry, 2018, vol. 16, # 30, p. 5433 - 5440
[5] Journal of the Indian Chemical Society, 1981, vol. 58, p. 447 - 453
[6] Journal of the Chemical Society, 1907, vol. 91, p. 1567
[7] Journal of the Chemical Society, 1916, vol. 109, p. 96
[8] Journal of the Chemical Society, 1923, vol. 123, p. 3394

2
[ 7647-01-0 ]
[ 103-88-8 ]
[ 127-65-1 ]
[ 3460-23-9 ]

Reference： [1] Journal of the Chemical Society, 1923, vol. 123, p. 3394

[ 103-88-8 ] Synthesis Path-Downstream 1~8

1
[ 103-88-8 ]
[ 3460-23-9 ]

Reference： [1]Synthetic Communications,2012,vol. 42,p. 3655 - 3663,9
[2]European Journal of Organic Chemistry,2018,vol. 2018,p. 4748 - 4753
[3]Chemistry - A European Journal,2017,vol. 23,p. 7031 - 7036
[4]Organic and Biomolecular Chemistry,2018,vol. 16,p. 5433 - 5440
[5]Journal of the Indian Chemical Society,1981,vol. 58,p. 447 - 453
[6]Journal of the Chemical Society,1907,vol. 91,p. 1567
[7]Journal of the Chemical Society,1916,vol. 109,p. 96
[8]Journal of the Chemical Society,1923,vol. 123,p. 3394

2
[ 600-05-5 ]
[ 1439-12-9 ]
[ 71-43-2 ]
[ 103-88-8 ]

Reference： [1]Proceedings of the Royal Society of London, Series A: Mathematical, Physical and Engineering Sciences,1934,vol. 143,p. 377,384-393,397

3
[ 7647-01-0 ]
[ 103-88-8 ]
[ 127-65-1 ]
[ 3460-23-9 ]

Reference： [1]Journal of the Chemical Society,1923,vol. 123,p. 3394

4
[ 16375-88-5 ]
[ 103-88-8 ]
[ 23373-04-8 ]

Reference： [1]Synthetic Communications,2002,vol. 32,p. 2115 - 2123

5
[ 103-88-8 ]
argon [ No CAS ]
[ 224311-51-7 ]
[ 98-80-6 ]
[ 4075-79-0 ]

Yield	Reaction Conditions	Operation in experiment
182 mg (86%)	With potassium fluoride;palladium diacetate; In tetrahydrofuran;	EXAMPLE 38 Synthesis of N-acetyl-4-aminobiphenyl An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol percent), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.02 mmol, 2.0 mol percent), phenylboronic acid (183 mg, 1.5 mmol), potassium fluoride (174 mg, 3.0 mmol), and 4'-bromoacetanilide (214 mg, 1.0 mmol). The tube was evacuated and backfilled with argon, and THF (1 mL) was added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was stirred at room temperature until the starting aryl bromide had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL), filtered through celite, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 182 mg (86percent) of the title compound.
182 mg (86%)	With potassium fluoride;palladium diacetate; In tetrahydrofuran;	Example 38 Synthesis of N-acetyl-4-aminobiphenyl An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol percent), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.02 mmol, 2.0 mol percent), phenylboronic acid (183 mg, 1.5 mmol), potassium fluoride (174 mg, 3.0 mmol), and 4'-bromoacetanilide (214 mg, 1.0 mmol). The tube was evacuated and backfilled with argon, and THF (1 mL) was added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was stirred at room temperature until the starting aryl bromide had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL), filtered through celite, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 182 mg (86percent) of the title compound.

Reference： [1]Patent: US6307087,2001,B1
[2]Patent: US2004/171833,2004,A1

6
[ 103-88-8 ]
[ 214360-60-8 ]

Reference： [1]Tetrahedron Letters,2013,vol. 54,p. 166 - 169

7
[ 103-88-8 ]
[ 73183-34-3 ]
[ 214360-60-8 ]

Yield	Reaction Conditions	Operation in experiment
71%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; triethylamine; In 1,4-dioxane; at 20 - 100℃;Inert atmosphere;	To a solution of compound 47 (250 mg, 1.45 mmol) in dioxane(6 mL) at room temperature was added bis(pinacolato)diboron(554 g, 2.18 mmol, 1.5 equiv.), and KOAc (427 mg, 4.35 mmol, 3equiv.). The reaction mixture was degassed under N2. Pd(dppf)Cl2(90 mg, 0.12 mmol, 0.1 equiv.) was added to the mixture anddegassed under N2. The reaction mixture was heated to 100 C andstirred overnight under nitrogen. The reaction mixture was monitoredusing TLC until completion, filtered through Celite andwashed with EA. The reaction solvent was evaporated underreduced pressure to give a residue, which was purified via silica gelcolumn chromatography (elution system - EA/Hexane 1: 1) togive compound 48 as a white solid (870 mg, 71%).Rf 0.43 (EA/Hexane 1: 1); 1H NMR (400 MHz, CDCl3) d 7.76(d, J 8.3 Hz, 2H), 7.51 (d, J 7.9 Hz, 2H), 7.19 (s, 1H), 2.18 (s, 3H),1.33 (s, 12H).
	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; for 2h;Reflux; Inert atmosphere;	General procedure: A mixture of substituted 3-(or 4-) bromobenzamides or 3-bromobenzoate or N-(3-(or 4-)bromophenyl)acetamide 3, (0.5 mmol), bis(pinacolato)diboron (0.14 g, 0.55 mmol), potassium acetate (0.15 g, 1.5 mmol), PdCl2(dppf) (0.03 g, 0.04 mmol) and 1,4-dioxane (10 mL) was refluxed for 2 h under nitrogen atmosphere. The solvent was evaporated under reduced pressure to afford a dark brown residue. To the residue was added intermediate 2 (0.4 mmol), sodium carbonate (0.16 g, 1.5 mmol), PdCl2(dppf) (0.03 g, 0.04 mmol), 1,2-dimethoxyethane (8 mL) and water (2 mL) and the mixture was refluxed for 2 h under nitrogen atmosphere. The mixture was evaporated under reduced pressure and purified by silica gel column chromatography using chloroform/methanol = 30: 1 as the eluent to afford the compounds T1-T6, T9-T10, T12 and T14-T21 as an off-white or a white solid.

Reference： [1]Organometallics,2019,vol. 38,p. 3060 - 3073
[2]European Journal of Medicinal Chemistry,2018,vol. 158,p. 593 - 619
[3]European Journal of Medicinal Chemistry,2015,vol. 96,p. 382 - 395

8
[ 103-88-8 ]
[ 915095-89-5 ]

Reference： [1]Patent: CN107652278,2018,A

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Isomers

Technical Information

? Acyl Group Substitution ? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chan-Lam Coupling Reaction ? Complex Metal Hydride Reductions ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? Mannich Reaction ? Petasis Reaction ? Preparation of Alkylbenzene ? Preparation of Amines ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Specialized Acylation Reagents-Vilsmeier Reagent ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Ugi Reaction ? Vilsmeier-Haack Reaction

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Precautionary Statements-General
Code	Phrase
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P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
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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.
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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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P235 + P410	Keep cool. Protect from sunlight.
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Code	Phrase
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P304	IF INHALED:
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P306	IF ON CLOTHING:
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P310	Immediately call a POISON CENTER or doctor/physician.
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P320
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P321
P322
P330	Rinse mouth.
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P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
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P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
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P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
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P362	Take off contaminated clothing and wash before reuse.
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P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P378
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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.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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.
P370 + P376	In case of fire: Stop leak if safe to Do so.
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P402 + P404	Store in a dry place. Store in a closed container.
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H311	Toxic in contact with skin
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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. 103-88-8 ] {[proInfo.proName]}

Quality Control of [ 103-88-8 ]

Related Doc. of [ 103-88-8 ]

Product Details of [ 103-88-8 ]

Calculated chemistry of [ 103-88-8 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 103-88-8 ]

Application In Synthesis of [ 103-88-8 ]

[ 103-88-8 ] Synthesis Path-Upstream 1~2

[ 103-88-8 ] Synthesis Path-Downstream 1~8

Technical Information

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry