56961-76-3|3,4,5-Trichlorobenzaldehyde| Ambeed

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Quality Control of [ 56961-76-3 ] Purity: 97% SDS Specification

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Product Details of [ 56961-76-3 ]

CAS No. :	56961-76-3
Formula :	C₇H₃Cl₃O
M.W :	209.46
SMILES Code :	O=CC1=CC(Cl)=C(Cl)C(Cl)=C1
MDL No. :	MFCD18400105
InChI Key :	GHMOHPITLLRUAC-UHFFFAOYSA-N
Pubchem ID :	14118321

Safety of [ 56961-76-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H319
Precautionary Statements:	P305+P351+P338

Computational Chemistry of [ 56961-76-3 ] Show Less

Physicochemical Properties

Num. heavy atoms	11
Num. arom. heavy atoms	6
Fraction Csp3	0.0
Num. rotatable bonds	1
Num. H-bond acceptors	1.0
Num. H-bond donors	0.0
Molar Refractivity	46.86
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	17.07 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	1.81
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	3.39
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	3.46
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	3.2
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	3.9
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	3.15

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-3.61
Solubility	0.0512 mg/ml ; 0.000244 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-3.43
Solubility	0.0783 mg/ml ; 0.000374 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-4.2
Solubility	0.0132 mg/ml ; 0.0000631 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Moderately soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	Yes
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-5.17 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	2.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	1.24

Application In Synthesis of [ 56961-76-3 ]

* 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.

Downstream synthetic route of [ 56961-76-3 ]

[ 56961-76-3 ] Synthesis Path-Downstream 1~16

1
[ 56961-76-3 ]
[ 704899-62-7 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

2
[ 56961-76-3 ]
[ 51-39-8 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

3
[ 56961-76-3 ]
bis-(3,4,5-trichloro-benzylidene)-hydrazine [ No CAS ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

4
[ 62909-66-4 ]
[ 56961-76-3 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

5
[ 56961-76-3 ]
[ 117820-80-1 ]

References: [1]Chemistry Letters,1988,p. 1355 - 1358.
[2]Chemistry Letters,1988,p. 1355 - 1358.

6
[ 56961-76-3 ]
[ 7697-37-2 ]
[ 704899-62-7 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

8
[ 56961-76-3 ]
alkaline permanganate [ No CAS ]
[ 51-39-8 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

9
[ 56961-76-3 ]
C₇H₄Cl₃NO [ No CAS ]

References: [1]Journal of the Chinese Chemical Society,2007,vol. 54,p. 643 - 652.

10
[ 56961-76-3 ]
[ 6379-46-0 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.
[2]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

11
[ 56961-76-3 ]
[ 860563-47-9 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

12
[ 56961-76-3 ]
[ 860563-51-5 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.
[2]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

13
[ 56961-76-3 ]
[ 133327-16-9 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1929,vol. 48,p. 139.

14
[ 56961-76-3 ]
[ 74-88-4 ]
1-(3,4,5-trichlorophenyl)ethanol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; ammonium chloride; magnesium;	i) To a suspension of magnesium turnings (0.55 g.) in dry ether (20 ml.) was added dropwise a solution of methyl iodide (3 g.) in dry ether (10 ml.) at such a rate that the reaction refluxed. After the addition was complete, <strong>[56961-76-3]3,4,5-trichlorobenzaldehyde</strong> (see Process B) (4 g.) was added in dry ether (10 ml.) at a rate that maintained reflux. The reaction was stirred overnight. Saturated ammonium chloride solution was added, followed by dilute hydrochloric acid. The organic layer was separated, dried over anhydrous magnesium sulphate and evaporated to give 1-(3,4,5-trichlorophenyl)ethanol. Nuclear Magnetic Resonance Spectrum (NMR) was as follows; 1.2, 3H, d; 4.2, 1H, s; 4.8, 1H, m; 7.3, 2H, s.

References: [1]Patent: US5502073,1996,A .

15
[ 120530-42-9 ]
[ 56961-76-3 ]
[ 59664-42-5 ]

Yield	Reaction Conditions	Operation in experiment
		By analogous methodology 3,4,5-trichlorobenzaldehyde and 2,4-bistrifluoromethylbenzaldehyde were prepared from ethyl 3,4,5-trichlorobenzoate (Reference: S. Chiavarelli Gazz. chim. ital., 1955, 85, 1405) and 2,4-bistrifluoromethylbenzoic acid (supplied by Yarsley Chemical Company).

References: [1]Patent: US5502073,1996,A .

16
[ 21928-51-8 ]
[ 68-12-2 ]
[ 56961-76-3 ]

Yield	Reaction Conditions	Operation in experiment
99%		In an oven dried, nitrogen flushed, 500 mL round-bottomed flask equipped with a pressure equalizing addition funnel, 5-bromo- 1,2,3-trichlorobenzene ( 10.0 g, 38.4 mmol) was dissolved in tetrahydrofuran ( 100 mL), and the resulting solution was cooled in an ice bath under nitrogen. /soPropyl magnesium chloride (2 M solution tetrahydrofuran, 21. 1 mL, 42.3 mmol) was added dropwise with good stirring over 15 minutes via the addition funnel . After 0.5 hours, Lambda/,N-dimethylformamide (3.72 mL, 48.0 mmol) was added to the dark solution with stirring . After an additional 0.5 hours, hydrochloric acid ( 1 N, 100 mL) was added with stirring . The layers were separated, and the organic layer was washed with brine. The combined aqueous layers were extracted with ether, and the combined organics were dried over sodium sulfate, filtered, and concentrated to afford the title compound as a white solid ( 10 : 1 mixture of title compound to 1,2,3-trichlorobenzene, 7.96 g, 99%) : NM R (CDCb) delta 9.91 (s, 1H), 7.88 (s, 2H) ; EIMS m/z 209 ( [M ]+).
99%		Example 56 Preparation of 3,4,5-trichlorobenzaldehyde (C96) In an oven dried, nitrogen flushed, 500 mL round-bottomed flask equipped with a pressure equalizing addition funnel, 5-bromo-1,2,3-trichlorobenzene (10.0 g, 38.4 mmol) was dissolved in tetrahydrofuran (100 mL), and the resulting solution was cooled in an ice bath under nitrogen. isoPropyl magnesium chloride (2 M solution tetrahydrofuran, 21.1 mL, 42.3 mmol) was added dropwise with good stirring over 15 minutes via the addition funnel. After 0.5 hours, N,N-dimethylformamide (3.72 mL, 48.0 mmol) was added to the dark solution with stirring. After an additional 0.5 hours, hydrochloric acid (1 N, 100 mL) was added with stirring. The layers were separated, and the organic layer was washed with brine. The combined aqueous layers were extracted with ether, and the combined organics were dried over sodium sulfate, filtered, and concentrated to afford the title compound as a white solid (10:1 mixture of title compound to 1,2,3-trichlorobenzene, 7.96 g, 99%): 1H NMR (CDCl3) delta 9.91 (s, 1H), 7.88 (s, 2H); EIMS m/z 209 ([M]+).

References: [1]Patent: WO2016/168059,2016,A1 .Location in patent: Page/Page column 84-85.
[2]Patent: US2018/98541,2018,A1 .Location in patent: Paragraph 1464-1465.

Historical Records

Technical Information

• Alkyl Halide Occurrence • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Hantzsch Dihydropyridine Synthesis • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Julia-Kocienski Olefination • Kinetics of Alkyl Halides • Knoevenagel Condensation • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reformatsky Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Stetter Reaction • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

Related Functional Groups of
[ 56961-76-3 ]

Aryls

A122023 [6287-38-3]

3,4-Dichlorobenzaldehyde

Similarity: 0.92

A455403 [10203-08-4]

3,5-Dichlorobenzaldehyde

Similarity: 0.92

A617650 [56961-75-2]

2,3,5-Trichlorobenzaldehyde

Similarity: 0.90

A103016 [587-04-2]

3-Chlorobenzaldehyde

Similarity: 0.89

A707079 [103426-20-6]

3-Chloro-5-methylbenzaldehyde

Similarity: 0.89

Chlorides

A122023 [6287-38-3]

3,4-Dichlorobenzaldehyde

Similarity: 0.92

A455403 [10203-08-4]

3,5-Dichlorobenzaldehyde

Similarity: 0.92

A617650 [56961-75-2]

2,3,5-Trichlorobenzaldehyde

Similarity: 0.90

A103016 [587-04-2]

3-Chlorobenzaldehyde

Similarity: 0.89

A707079 [103426-20-6]

3-Chloro-5-methylbenzaldehyde

Similarity: 0.89

Aldehydes

A122023 [6287-38-3]

3,4-Dichlorobenzaldehyde

Similarity: 0.92

A455403 [10203-08-4]

3,5-Dichlorobenzaldehyde

Similarity: 0.92

A617650 [56961-75-2]

2,3,5-Trichlorobenzaldehyde

Similarity: 0.90

A103016 [587-04-2]

3-Chlorobenzaldehyde

Similarity: 0.89

A707079 [103426-20-6]

3-Chloro-5-methylbenzaldehyde

Similarity: 0.89

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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
H330	Fatal if inhaled
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
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
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.: 56961-76-3

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