[ CAS No. 374933-76-3 ] {[proInfo.proName]}

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Quality Control of [ 374933-76-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 374933-76-3 ]

SDS Specification

Alternatived Products of [ 374933-76-3 ]

Product Details of [ 374933-76-3 ]

CAS No. :	374933-76-3	MDL No. :	MFCD11841039
Formula :	C₉H₇BrOS	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YGEBIGMLMWYGHE-UHFFFAOYSA-N
M.W :	243.12	Pubchem ID :	13567983
Synonyms :		Chemical Name :	(6-Bromobenzo[b]thiophen-2-yl)methanol

Safety of [ 374933-76-3 ]

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

Application In Synthesis of [ 374933-76-3 ]

* 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 [ 374933-76-3 ]

[ 374933-76-3 ] Synthesis Path-Downstream 1~1

1
[ 360576-01-8 ]
[ 374933-76-3 ]

Yield	Reaction Conditions	Operation in experiment
94%	With LAB; In tetrahydrofuran; hexane; for 0.08333330000000001h;	Ester 9 (6.8 g, 25.0 mmol) was dissolved in THF (anhydrous, 50 mL) and cooled to 0 oC. Lithium dimethylammonium borohydride3 (50 mL, 50.0 mmol, 1.0 M THF/hexane) was added drop-wise. After 5 min of stirring, the reaction was complete as judged by TLC and was quenched with HCl (3.0 M) under vigorous stirring until the evolution of gas ceased. The organic layer was separated, and the aqueous layer extracted with EtOAc (3x). The combined organic layers were washed with water and brine followed by drying (Na2SO4). Evaporation of solvent gave a yellow solid, which was recrystallized from isopropanol/water to give the desired primary alcohol as white crystals. (5.7 g, 94% yield), mp 111-113 oC. IR (thin film, cm-1) 3203, 3071, 2901, 2853, 1577, 1523, 1444, 849, 841; 1H NMR (CDCl3) delta 7.95 (d, J = 1.5 Hz, 1H), 7.57 (d, J = 8.5 Hz, 1H), 7.44 (dd, J = 1.5, 8.5 Hz, 1H), 7.17 (d, J = 1.0 Hz, 1H), 4.91 (s, 2H), 1.97 (br s, 1H); 13C NMR (CDCl3) delta 145.8, 141.6, 138.5, 128.0, 125.1, 124.8, 121.1, 118.3, 60.9; HRMS (EI) for C9H7BrOS [M]+ calcd, 241.9401, found, 241.9404 (error = 1.2 ppm).
74.7%	With lithium aluminium tetrahydride; In tetrahydrofuran; at 25℃; for 3.0h;Cooling with ice;	Lithium aluminum hydride (756 mg, 19.9 mmol)Was suspended in tetrahydrofuran (20.0 mL)And the mixture was stirred under ice cooling.Compound 8 (1.79 g, 6.64 mmol) synthesized by the method shown in Example 3-1 was dissolved in tetrahydrofuran (20.0 mL).The resulting solution of Compound 8 was added to a solutionThe solution was slowly added dropwise to a lithium aluminum hydride solution under ice cooling, followed by stirring at room temperature for 3 hours.Saturated sodium sulfate aqueous solution was added excessively,It was dehydrated with sodium sulfate powder.After filtration with a glass filter, the solvent was distilled off under reduced pressure,The residue was subjected to silica gel column chromatography using ethyl acetate / hexane (1/1, volume ratio) as an elution solvent,Compound 9 was obtained in a yield of 1.20 g (yield: 74.7%).

Reference： [1]Tetrahedron Letters,2013,vol. 54,p. 1482 - 1485
[2]Journal of Medicinal Chemistry,2015,vol. 58,p. 7241 - 7257
[3]Patent: JP2015/89879,2015,A .Location in patent: Paragraph 0016; 0037; 0047; 0049

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Appel Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chugaev Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Jones Oxidation ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Martin's Sulfurane Dehydrating Reagent ? Mitsunobu Reaction ? Moffatt Oxidation ? Oxidation of Alcohols by DMSO ? Preparation of Alcohols ? Preparation of Alkylbenzene ? Preparation of Amines ? Reactions of Alcohols ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Reactions with Organometallic Reagents ? Ritter Reaction ? Sharpless Olefin Synthesis ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Swern Oxidation ? Vilsmeier-Haack Reaction

Historical Records

Related Functional Groups of
[ 374933-76-3 ]

Bromides

[ 93103-83-4 ]

(4-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 1.00

[ 13771-72-7 ]

(5-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 0.98

[ 1171926-64-9 ]

(7-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 0.90

[ 912332-92-4 ]

6-Bromo-2-methylbenzo[b]thiophene

Similarity: 0.82

Alcohols

[ 93103-83-4 ]

(4-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 1.00

[ 13771-72-7 ]

(5-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 0.98

[ 1171926-64-9 ]

(7-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 0.90

[ 35813-68-4 ]

Naphtho[1,2-b]thiophen-2-ylmethanol

Similarity: 0.84

Related Parent Nucleus of
[ 374933-76-3 ]

Benzothiophenes

[ 93103-83-4 ]

(4-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 1.00

[ 13771-72-7 ]

(5-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 0.98

[ 1171926-64-9 ]

(7-Bromobenzo[b]thiophen-2-yl)methanol

Similarity: 0.90

[ 912332-92-4 ]

6-Bromo-2-methylbenzo[b]thiophene

Similarity: 0.82

Ghs Precautionary Statements

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P378
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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.
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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.
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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.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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P401
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P402 + P404	Store in a dry place. Store in a closed container.
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P411 + P235	Keep cool.
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P501	Dispose of contents/container to ...
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H204	Fire or projection hazard
H205	May mass explode in fire
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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
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H261	In contact with water releases flammable gas
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H301	Toxic if swallowed
H302	Harmful if swallowed
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H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
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H318	Causes serious eye damage
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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. 374933-76-3 ] {[proInfo.proName]}

Quality Control of [ 374933-76-3 ]

Related Doc. of [ 374933-76-3 ]

Product Details of [ 374933-76-3 ]

Safety of [ 374933-76-3 ]

Application In Synthesis of [ 374933-76-3 ]

[ 374933-76-3 ] Synthesis Path-Downstream 1~1

Technical Information

Related Functional Groups of [ 374933-76-3 ]

Bromides

Alcohols

Related Parent Nucleus of [ 374933-76-3 ]

Benzothiophenes

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 374933-76-3 ]

Related Parent Nucleus of
[ 374933-76-3 ]