[ CAS No. 83-33-0 ] {[proInfo.proName]}

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2D 3D

Structure of 83-33-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 83-33-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 83-33-0 ]

SDS Specification

Alternatived Products of [ 83-33-0 ]

Product Details of [ 83-33-0 ]

CAS No. :	83-33-0	MDL No. :	MFCD00003785
Formula :	C₉H₈O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	QNXSIUBBGPHDDE-UHFFFAOYSA-N
M.W :	132.16	Pubchem ID :	6735
Synonyms :	α-Hydrindone	Chemical Name :	2,3-Dihydro-1H-inden-1-one

Calculated chemistry of [ 83-33-0 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.22
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	39.49
TPSA :	17.07 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.92 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.7
Log Po/w (XLOGP3) :	1.67
Log Po/w (WLOGP) :	1.82
Log Po/w (MLOGP) :	1.71
Log Po/w (SILICOS-IT) :	2.82
Consensus Log Po/w :	1.94

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.16
Solubility :	0.924 mg/ml ; 0.00699 mol/l
Class :	Soluble
Log S (Ali) :	-1.64
Solubility :	3.01 mg/ml ; 0.0228 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-3.08
Solubility :	0.11 mg/ml ; 0.000832 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.22

Safety of [ 83-33-0 ]

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

Application In Synthesis of [ 83-33-0 ]

* 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 [ 83-33-0 ]
Downstream synthetic route of [ 83-33-0 ]

[ 83-33-0 ] Synthesis Path-Upstream 1~3

1
[ 83-33-0 ]
[ 51135-91-2 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2019, vol. 29, # 9, p. 1090 - 1093

2
[ 83-33-0 ]
[ 51135-91-2 ]
[ 69975-65-1 ]

Reference： [1] Journal of the Chemical Society, 1923, vol. 123, p. 1482,1508

3
[ 83-33-0 ]
[ 17623-96-0 ]

Reference： [1] Patent: CN104945265, 2017, B,

[ 83-33-0 ] Synthesis Path-Downstream 1~8

1
[ 2243-58-5 ]
[ 83-33-0 ]
[ 7129-76-2 ]

Reference： [1]Journal of Organic Chemistry,1950,vol. 15,p. 131,133

2
[ 83-33-0 ]
[ 16732-66-4 ]
indan-1-one-(2-bromo-phenylhydrazone) [ No CAS ]

Reference： [1]Journal of the Chemical Society,1931,p. 3324,3330
Journal of the Chemical Society,1933,p. 298,299

3
[ 83-33-0 ]
[ 51135-91-2 ]
[ 69975-65-1 ]

Yield	Reaction Conditions	Operation in experiment
		To cold 98% sulfuric acid (500 mL) was added 2,3-dihydro-1H-inden-1-one (66.0 g, 500 mmol) portionwise over 30 minutes at -10 C. Then, a solution of KNO3 (75.8 g, 0.75 mol) in 98% sulfuric acid (250 mL) was added dropwise to the above mixture over 2 hours at -10 C. The resulting mixture was stirred for 30 minutes at -10 C. The obtained mixture was poured into a mixture of crushed ice (2 kg) and cold water (2 L). The formed yellowish precipitate was filtered off and washed with water (5*300 mL) and ethanol (100 mL). The precipitate was air-dried overnight to give 68.0 g (77%) of a ca. 3:1 mixture of 6-nitro-2,3-dihydro-1H-inden-1-one and 4-nitro-2,3-dihydro-1H-inden-1-one as a yellow powder. 1H NMR (CDCl3): delta 8.54 (d, J=1.9 Hz, 1H), 8.43 (dd, J=8.4, 2.1 Hz, 1H), 7.65 (d, J=8.3 Hz, 1H), 3.22-3.32 (m, 2H), 2.79-2.86 (m, 2H).; The mixture of nitroindanones (47.6 g, 270 mmol) from the previous step were combined with 95% ethanol (800 mL). To this solution was added SnCl2.H2O (300 g, 1.34 mol) in one portion. The resulting mixture was heated to reflux for 2 hours. Then, a solution of NaOH (90 g) in water (900 mL) was added portionwise to form a suspension (with pH=8-9). This suspension was divided into two parts, and each of them was extracted with diethyl ether (3×300 mL). The combined organic extract was washed with water, dried over Na2SO4, and passed through a pad of silica gel 60 (40-63 m, 100 mL). The obtained elute was evaporated to dryness to give 20.0 g (50%, a ca. 3:1 mixture of the respective aminoindanones) of a dark brown crystalline solid. 1H NMR (CDCl3): delta 7.23 (d, J=8.1 Hz, 1H), 6.95-6.99 (m, 1H), 6.90-6.95 (m, 1H), 3.81 (br. s., 2H), 2.91-3.04 (m, 2H), 2.57-2.66 (m, 2H)

Reference： [1]Journal of the Chemical Society,1923,vol. 123,p. 1482,1508
[2]Patent: US2020/71344,2020,A1 .Location in patent: Paragraph 0273-0276

4
[ 83-33-0 ]
[ 147751-16-4 ]
C₁₅H₂₁NO₅S [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 809 - 812

5
[ 485-47-2 ]
[ 2338-18-3 ]
[ 83-33-0 ]

Reference： [1]Organic Process Research and Development,2001,vol. 5,p. 167 - 175

6
[ 83004-13-1 ]
[ 83-33-0 ]
3-(6-ethyl-2-pyridyl)indene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%		A solution of 3.0 g (16.1 mmol) of <strong>[83004-13-1]2-bromo-6-ethylpyridine</strong> in25 mL of tetrahydrofuran was added dropwise at 78 C to 6.5 mL (16.1 mmol) of n-BuLi (2.5 M in n-hexane). The resultingreaction mixture was stirred for 45 min at this temperature. Thereafter,2.1 g (16.1 mmol) of 1-indanone dissolved in 25 mL oftetrahydrofuran was added to the stirred solution. After a reactiontime of 2 h between 60 and 78 C, the solution was left at roomtemperature overnight. The reaction was then hydrolyzed with50 mL of saturated ammonium chloride solution. After extractionwith EtOAc (50 mL 3), the combined organic phase was concentrated,and the residue was treated at 0 C with 100 mL of sulfuricacid drop-wisely (85%). The dark red solution was stirred for 2 h atthis temperature and then poured into 150 g of ice water. Theresulting reaction mixture was neutralized with solid sodiumhydroxide and then washed with diethyl ether. Elution withEtOAc/petroleum ether to give 1.60 g (45%) of 3-(6-ethyl-2-pyridyl)indene as a colorless oil. HR-MS (ESI): Calcd for C16H15N +H,222.1283. Found, 222.1282. 1H NMR (400 MHz, CDCl3, ppm): d[8.19 (d, J = 7.6 Hz, 1H), 7.69 (t, J = 8.4 Hz, 1H), 7.54 (t, J = 6.8 Hz,2H), 7.38 (t, J = 7.2 Hz, 1H), 7.29 (t, J = 7.2 Hz, 1H), 7.15 (d,J = 7.6 Hz, 1H), 7.00 (s, 1H) (Py-H, ArH and Cp-H)], 3.57 (s, 2H,Cp-H), 2.96 (q, J = 7.6 Hz, 2H, CH2), 1.43 (t, J = 7.6 Hz, 3H, CH3).13C NMR (100 MHz, CDCl3, ppm): 163.1, 154.4, 144.7, 143.2,136.7, 133.4, 126.2, 124.9, 123.8, 122.3, 120.4, 119.2, 38.3, 31.5,14.0.

Reference： [1]Polyhedron,2019,vol. 158,p. 311 - 315

7
[ 83-33-0 ]
[ 51135-91-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,p. 1090 - 1093

8
[ 83-33-0 ]
[ 157869-15-3 ]
2-(4-methoxyphenyl)-2-(1-oxo-2,3-dihydro-1H-inden-2-yl)indolin-3-one [ No CAS ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 7542 - 7545

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Isomers

Technical Information

• Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • Grignard Reaction • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

Historical Records

Related Functional Groups of
[ 83-33-0 ]

Aryls

[ 16440-98-5 ]

6,7-Dimethyl-2,3-dihydro-1H-inden-1-one

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[ 4593-38-8 ]

5-Methyl-1-indanone

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[ 37678-61-8 ]

4,5-Dimethyl-2,3-dihydro-1H-inden-1-one

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[ 42348-88-9 ]

6-Ethyl-2,3-dihydro-1H-inden-1-one

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[ 1685-81-0 ]

4,6-Dimethyl-2,3-dihydro-1H-inden-1-one

Similarity: 1.00

Ketones

[ 16440-98-5 ]

6,7-Dimethyl-2,3-dihydro-1H-inden-1-one

Similarity: 1.00

[ 4593-38-8 ]

5-Methyl-1-indanone

Similarity: 1.00

[ 37678-61-8 ]

4,5-Dimethyl-2,3-dihydro-1H-inden-1-one

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[ 42348-88-9 ]

6-Ethyl-2,3-dihydro-1H-inden-1-one

Similarity: 1.00

[ 1685-81-0 ]

4,6-Dimethyl-2,3-dihydro-1H-inden-1-one

Similarity: 1.00

Ghs Precautionary Statements

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P102	Keep out of reach of children.
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Code	Phrase
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P222	Do not allow contact with air.
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Code	Phrase
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P321
P322
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P342	If experiencing respiratory symptoms:
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
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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.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
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.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
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P401
P402	Store in a dry place.
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P402 + P404	Store in a dry place. Store in a closed container.
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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
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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

[ CAS No. 83-33-0 ] {[proInfo.proName]}

Quality Control of [ 83-33-0 ]

Related Doc. of [ 83-33-0 ]

Product Details of [ 83-33-0 ]

Calculated chemistry of [ 83-33-0 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 83-33-0 ]

Application In Synthesis of [ 83-33-0 ]

[ 83-33-0 ] Synthesis Path-Upstream 1~3

[ 83-33-0 ] Synthesis Path-Downstream 1~8

Technical Information

Related Functional Groups of [ 83-33-0 ]

Aryls

Ketones

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 83-33-0 ]