[ CAS No. 144876-14-2 ] {[proInfo.proName]}

Name: 144876-14-2|5-Hydroxyisophthalaldehyde|98%
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3d Animation Molecule Structure of 144876-14-2

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Quality Control of [ 144876-14-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 144876-14-2 ]

SDS Specification

Alternatived Products of [ 144876-14-2 ]

Product Details of [ 144876-14-2 ]

CAS No. :	144876-14-2	MDL No. :	MFCD13192816
Formula :	C₈H₆O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DGXGWECICDYSEX-UHFFFAOYSA-N
M.W :	150.13	Pubchem ID :	15250550
Synonyms :

Calculated chemistry of [ 144876-14-2 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	39.24
TPSA :	54.37 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) :	-6.31 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.63
Log Po/w (XLOGP3) :	1.27
Log Po/w (WLOGP) :	1.02
Log Po/w (MLOGP) :	0.15
Log Po/w (SILICOS-IT) :	1.65
Consensus Log Po/w :	0.94

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.84
Solubility :	2.16 mg/ml ; 0.0144 mol/l
Class :	Very soluble
Log S (Ali) :	-2.01
Solubility :	1.46 mg/ml ; 0.00975 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.7
Solubility :	2.99 mg/ml ; 0.0199 mol/l
Class :	Soluble

Medicinal Chemistry

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

Safety of [ 144876-14-2 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313	UN#:
Hazard Statements:	H315-H319	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 144876-14-2 ]

* 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 [ 144876-14-2 ]

[ 144876-14-2 ] Synthesis Path-Downstream 1~21

1
[ 618-83-7 ]
[ 144876-14-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;
	Multi-step reaction with 3 steps 1: sulfuric acid / 5 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere; Cooling with ice 3: silica gel; pyridinium chlorochromate / tetrahydrofuran; dichloromethane / 12 h / 20 °C

Reference： [1]Provent, Christophe; Chautemps, Pierre; Gellon, Gisele; Pierre, Jean-Louis [Tetrahedron Letters, 1996, vol. 37, # 9, p. 1393 - 1396]
[2]Li, Yaowen; Zhao, Yue; Chen, Qi; Yang, Yang (Michael); Liu, Yongsheng; Hong, Ziruo; Liu, Zonghao; Hsieh, Yao-Tsung; Meng, Lei; Li, Yongfang; Yang, Yang [Journal of the American Chemical Society, 2015, vol. 137, # 49, p. 15540 - 15547]

2
[ 107-30-2 ]
[ 144876-14-2 ]
[ 176096-81-4 ]

Yield	Reaction Conditions	Operation in experiment
78%	With potassium carbonate In acetone
	With potassium carbonate In acetone

Reference： [1]Star, Alexander; Liu, Yi; Grant, Kevin; Ridvan, Ludek; Stoddart, J. Fraser; Steuerman, David W.; Diehl, Michael R.; Boukai, Akram; Heath, James R. [Macromolecules, 2003, vol. 36, # 3, p. 553 - 560]
[2]Provent, Christophe; Chautemps, Pierre; Gellon, Gisele; Pierre, Jean-Louis [Tetrahedron Letters, 1996, vol. 37, # 9, p. 1393 - 1396]

3
[ 23051-08-3 ]
[ 144876-14-2 ]
C₃₀H₂₀N₂O₇ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 4647 - 4654

4
[ 624-76-0 ]
[ 144876-14-2 ]
[ 500567-75-9 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 20℃;

5
[ 4286-55-9 ]
[ 144876-14-2 ]
[ 500567-76-0 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 20℃;

6
[ 40145-10-6 ]
[ 144876-14-2 ]
[ 500567-76-0 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 20℃;

7
1-azido-6-iodohexane [ No CAS ]
[ 144876-14-2 ]
[ 500567-74-8 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 20℃;

8
[ 144876-14-2 ]
[ 235095-05-3 ]
[ 500567-74-8 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 20℃;

9
[ 144876-14-2 ]
[ 500567-84-0 ]
[ 500567-86-2 ]

Yield	Reaction Conditions	Operation in experiment
58%	With potassium carbonate In N,N-dimethyl-formamide

10
[ 153707-56-3 ]
[ 144876-14-2 ]

Yield	Reaction Conditions	Operation in experiment
62%	With manganese(IV) oxide In tetrahydrofuran; dichloromethane for 48h; Heating;
50%	With K₂Cr₂O₇ In dimethyl sulfoxide at 100℃; Inert atmosphere;
50.5%	With silica gel; pyridinium chlorochromate In tetrahydrofuran; dichloromethane at 20℃; for 12h;

35%

With potassium dichromate In dimethyl sulfoxide at 100℃;

Reference： [1]Servin, Paul; Rebout, Cyrille; Laurent, Régis; Peruzzini, Maurizio; Caminade, Anne-Marie; Majoral, Jean-Pierre [Tetrahedron Letters, 2007, vol. 48, # 4, p. 579 - 583]
[2]Steinmetz, Vincent; Couty, François; David, Olivier R. P. [Chemical Communications, 2009, # 3, p. 343 - 345]
[3]Li, Yaowen; Zhao, Yue; Chen, Qi; Yang, Yang (Michael); Liu, Yongsheng; Hong, Ziruo; Liu, Zonghao; Hsieh, Yao-Tsung; Meng, Lei; Li, Yongfang; Yang, Yang [Journal of the American Chemical Society, 2015, vol. 137, # 49, p. 15540 - 15547]
[4]Star, Alexander; Liu, Yi; Grant, Kevin; Ridvan, Ludek; Stoddart, J. Fraser; Steuerman, David W.; Diehl, Michael R.; Boukai, Akram; Heath, James R. [Macromolecules, 2003, vol. 36, # 3, p. 553 - 560]

11
[ 144876-14-2 ]
[ 540-51-2 ]
[ 500567-75-9 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 20℃;

12
[ 144876-14-2 ]
sodium; 3,5-diformyl-phenolate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With sodium hydride In tetrahydrofuran cooling;

Reference： [1]Servin, Paul; Rebout, Cyrille; Laurent, Régis; Peruzzini, Maurizio; Caminade, Anne-Marie; Majoral, Jean-Pierre [Tetrahedron Letters, 2007, vol. 48, # 4, p. 579 - 583]

13
[ 144876-14-2 ]
[ 926317-26-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 73 percent / NaH / tetrahydrofuran / cooling 2: 39.7 percent / Na₃P₃Cl₆ / tetrahydrofuran / 48 h / 20 °C

Reference： [1]Servin, Paul; Rebout, Cyrille; Laurent, Régis; Peruzzini, Maurizio; Caminade, Anne-Marie; Majoral, Jean-Pierre [Tetrahedron Letters, 2007, vol. 48, # 4, p. 579 - 583]

14
[ 39630-68-7 ]
[ 144876-14-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 96 percent / LiAlH₄ / tetrahydrofuran / Heating 2: 35 percent / K₂Cr₂O₇ / dimethylsulfoxide / 100 °C

15
[ 144876-14-2 ]
[ 500567-85-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 58 percent / K₂CO₃ / dimethylformamide 2: 83 percent / HCl / tetrahydrofuran

16
[ 106-93-4 ]
[ 144876-14-2 ]
C₁₀H₉BrO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide for 72h; Inert atmosphere;

Reference： [1]Steinmetz, Vincent; Couty, François; David, Olivier R. P. [Chemical Communications, 2009, # 3, p. 343 - 345]

17
[ 100-39-0 ]
[ 144876-14-2 ]
[ 522609-24-1 ]

Yield	Reaction Conditions	Operation in experiment
81%	With potassium carbonate In acetone

Reference： [1]Sun, Qing-Fu; Lee, Terence Kwok-Ming; Li, Pei-Zhou; Yao, Liao-Yuan; Huang, Jing-Jing; Huang, Jing; Yu, Shu-Yan; Li, Yi-Zhi; Cheng, Eddie Chung-Chin; Yam, Vivian Wing-Wah [Chemical Communications, 2008, # 43, p. 5514 - 5516]

18
[ 13036-02-7 ]
[ 144876-14-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere; Cooling with ice 2: silica gel; pyridinium chlorochromate / tetrahydrofuran; dichloromethane / 12 h / 20 °C

Reference： [1]Li, Yaowen; Zhao, Yue; Chen, Qi; Yang, Yang (Michael); Liu, Yongsheng; Hong, Ziruo; Liu, Zonghao; Hsieh, Yao-Tsung; Meng, Lei; Li, Yongfang; Yang, Yang [Journal of the American Chemical Society, 2015, vol. 137, # 49, p. 15540 - 15547]

19
[ 15666-97-4 ]
[ 144876-14-2 ]
dioctyl-3,3′-(5-hydroxy-1,3-phenylene)bis(2-cyanoacrylate) [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 15540 - 15547

20
[ 4097-89-6 ]
[ 144876-14-2 ]
C₃₆H₄₂N₈O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	In acetonitrile at 20℃; for 12h; Inert atmosphere; Schlenk technique;

Reference： [1]Möller; Castañeda-Losada; Junqueira; Miller; Reback; Mallick; Van Gastel; Apfel [Dalton Transactions, 2017, vol. 46, # 17, p. 5680 - 5688]

21
[ 106-96-7 ]
[ 144876-14-2 ]
5-(2-propynyloxy)isophthalaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With potassium carbonate In tetrahydrofuran for 72h; Reflux;	1.1 Example 1 Synthesis of compound 5-(2-propynyloxy)isophthalaldehyde (1) 5-hydroxyisophthalaldehyde (0.81g, 5.4mmol), potassium carbonate (0.75g, 5.4mmol) and addition of anhydrous tetrahydrofuran (120ml),After heating to reflux for 30 minutes, 3-bromopropyne (2.5 ml) was added, and the reaction was refluxed for 3 days.Cool to room temperature and filter.Distilled under reduced pressure and purified by column chromatography (petroleum ether / ethyl acetate = 4/1, volume ratio)0.82 g of 5-(2-propynyloxy)isophthalaldehyde was obtained as a white flocculent in a yield of 81%.

Reference： [1]Current Patent Assignee: SHANDONG UNIVERSITY - CN111004103, 2020, A Location in patent: Paragraph 0048-0051

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[ 144876-14-2 ]

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Code	Phrase
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P321
P322
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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:
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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P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
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P372	Explosion risk in case of fire.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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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.
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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.
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
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H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
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H230	May react explosively even in the absence of air
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
H251	Self-heating; may catch fire
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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Health hazards
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H301	Toxic if swallowed
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H310	Fatal in contact with skin
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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
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H371	May cause damage to organs
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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

[ CAS No. 144876-14-2 ] {[proInfo.proName]}

Quality Control of [ 144876-14-2 ]

Related Doc. of [ 144876-14-2 ]

Product Details of [ 144876-14-2 ]

Calculated chemistry of [ 144876-14-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 144876-14-2 ]

Application In Synthesis of [ 144876-14-2 ]

[ 144876-14-2 ] Synthesis Path-Downstream 1~21

Related Functional Groups of [ 144876-14-2 ]

Aryls

Aldehydes

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 144876-14-2 ]