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4-ETHYNYLBENZYL ALCOHOL 97

Product Name
4-ETHYNYLBENZYL ALCOHOL 97
CAS No.
10602-04-7
Chemical Name
4-ETHYNYLBENZYL ALCOHOL 97
Synonyms
4-Ethynyl-benzeneMethanol;(4-ethynylphenyl)Methanol;Benzenemethanol,4-ethynyl-;4-Ethynylbenzyl alcohol 97%;4-ETHYNYLBENZYL ALCOHOL 97;4-Hydroxymethylphenylacetylene;1-Ethynyl-4-(hydroxymethyl)benzene;(4-ethynylphenyl)methanol, 97%mim;(4-Ethynylphenyl)methanol - [E51546]
CBNumber
CB7504486
Molecular Formula
C9H8O
Formula Weight
132.16
MOL File
10602-04-7.mol
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4-ETHYNYLBENZYL ALCOHOL 97 Property

Melting point:
40-44 °C(lit.)
Boiling point:
239.6±23.0℃ (760 Torr)
Density 
1.08±0.1 g/cm3 (20 ºC 760 Torr)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
powder to crystal
pka
14.13±0.10(Predicted)
color 
White to Orange to Green
InChI
InChI=1S/C9H8O/c1-2-8-3-5-9(7-10)6-4-8/h1,3-6,10H,7H2
InChIKey
QCZORVSTESPHCO-UHFFFAOYSA-N
SMILES
C1(CO)=CC=C(C#C)C=C1
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36-42/43
Safety Statements 
26-36
WGK Germany 
2
HS Code 
2906290090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
519235
Product name
4-Ethynylbenzyl alcohol
Purity
97%
Packaging
5g
Price
$297
Updated
2025/07/31
TCI Chemical
Product number
E1377
Product name
4-Ethynylbenzyl Alcohol
Packaging
1G
Price
$72
Updated
2025/07/31
TCI Chemical
Product number
E1377
Product name
4-Ethynylbenzyl Alcohol
Packaging
5G
Price
$289
Updated
2025/07/31
TRC
Product number
B124858
Product name
(4-Ethynylphenyl)methanol
Packaging
10mg
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
114090
Product name
4-Ethynylbenzyl alcohol
Purity
95%
Packaging
1g
Price
$78
Updated
2021/12/16
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4-ETHYNYLBENZYL ALCOHOL 97 Chemical Properties,Usage,Production

Uses

  • 4-Ethynylbenzyl alcohol can be used in the synthesis of platinum-acetylide dendrimers, rotaxanes and arylacetylenes.
  • It was employed in the preparation of arylalkyne-tagged sugars for the photoinduced glycosylation of cysteine-containing peptides.
  • It can also act as a precursor to synthesize fluorescent probes via Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click reaction.

Synthesis

275386-60-2

10602-04-7

General steps: 1. To an anhydrous triethylamine (TEA) solution of (4-bromophenyl)methanol (935 mg, 5 mmol), Pd(PPh3)2Cl2 (175 mg, 0.25 mmol), CuI (48 mg, 0.25 mmol), and P(t-Bu)3 (51 mg, 0.25 mmol) were sequentially added under nitrogen protection. 2. After stirring the reaction mixture for 5 minutes, ethynyltrimethylsilane (980 mg, 10 mmol) was added dropwise. 3. The reaction mixture was microwaved at 130 °C for 4 hours and subsequently cooled to room temperature. 4. The reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure. 5. The residue was extracted three times with a mixture of ethyl acetate (EtOAc) and water and the organic layers were combined. 6. The organic layer was washed with brine, dried over anhydrous sodium sulfate (Na2SO4), filtered and purified by silica gel column chromatography (petroleum ether/ethyl acetate=4/1) to afford (4-((trimethylmethylsilyl)ethynyl)phenyl)methanol as a brown oil (670 mg, 66% yield). [0633] 1. To a solution of (4-((trimethylmethylsilyl)ethynyl)phenyl)methanol (250 mg, 1.23 mmol) in tetrahydrofuran (THF) was added tetrabutylammonium fluoride (TBAF, 500 mg, 2.45 mmol) in one portion at 0 °C. 2. The reaction mixture was stirred from 0 °C to room temperature for 3 hours. 3. The reaction mixture was concentrated under reduced pressure and the residue was extracted three times with a mixture of ethyl acetate (EtOAc) and water and the organic layers were combined. 4. The organic layer was washed with brine, dried over anhydrous sodium sulfate (Na2SO4), filtered and purified by silica gel column chromatography (petroleum ether/ethyl acetate=4/1) to afford (4-ethynylphenyl)methanol as a brown oil (170 mg, 100% yield). 1H NMR (400 MHz, CDCl3) δ 7.45-7.49 (m, 2H), 7.21-7.26 (m, 2H), 4.69 (s, 1H), 4.65 (s, 2H).

References

[1] Angewandte Chemie - International Edition, 2004, vol. 43, # 29, p. 3814 - 3818
[2] Patent: WO2018/14802, 2018, A1. Location in patent: Paragraph 0364
[3] Patent: WO2008/31157, 2008, A1. Location in patent: Page/Page column 65
[4] Chemistry - A European Journal, 2013, vol. 19, # 29, p. 9452 - 9456
[5] Synthesis (Germany), 2014, vol. 46, # 3, p. 348 - 356

4-ETHYNYLBENZYL ALCOHOL 97 Preparation Products And Raw materials

Raw materials

Preparation Products

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4-ETHYNYLBENZYL ALCOHOL 97 Suppliers

Americas 1 China 101 Europe 1 India 3 Japan 1 Switzerland 1 United States 9 Global 117
Shanghai Yao Sen Biotechnology Co., LTD
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+86-25-83453306
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025-66113011 17798518460
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View Lastest Price from 4-ETHYNYLBENZYL ALCOHOL 97 manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
4-ETHYNYLBENZYL ALCOHOL 97 10602-04-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
4-ETHYNYLBENZYL ALCOHOL 97 10602-04-7
Price
US $1.00/g
Min. Order
100g
Purity
98%min
Supply Ability
G/KG/T
Release date
2019-12-20

10602-04-7, 4-ETHYNYLBENZYL ALCOHOL 97Related Search:

RARECHEM AL BI 0963 4-PHENYLETHYNYL-BENZOIC ACID 4-ETHYNYL-BENZOIC ACID METHYL ESTER 2,6,7-Trioxabicyclo(2.2.2)octane, 1-(4-ethynylphenyl)-4-(3-fluoropheny l)- 4-(3-HYDROXY-PROP-1-YNYL)-BENZOIC ACID METHYL ESTER 4-(3-HYDROXY-3-METHYLBUT-1-YNYL)BENZOIC ACID 2,6,7-Trioxabicyclo(2.2.2)octane, 1-(4-ethynylphenyl)-4-(2-fluoropheny l)- 4-ETHYNYL-BENZOIC ACID 4-(3-HYDROXY-3-METHYLBUT-1-YNYL)BENZOIC ACID METHYL ESTER EBOB, [PROPYL-2,3-3H]- ((4-(4-Pentyl-2,6,7-trioxabicyclo(2.2.2)oct-1-yl)phenyl)ethynyl)trimet hylsilane 2,6,7-Trioxabicyclo(2.2.2)octane, 1-(4-(3,3-dimethyl-1-butynyl)phenyl) -4-propyl- 2,6,7-Trioxabicyclo(2.2.2)octane, 1-(4-ethynylphenyl)-4-pentyl- 2,6,7-Trioxabicyclo(2.2.2)octane, 4-(2,2-dimethylpropyl)-1-(4-ethynylp henyl)- 2,6,7-Trioxabicyclo(2.2.2)octane, 1-(4-ethynylphenyl)-4-(2-methyl-2-pr openyl)- 2,6,7-Trioxabicyclo(2.2.2)octane, 4-butyl-1-(4-ethynylphenyl)- 2,6,7-Trioxabicyclo(2.2.2)octane, 1-(4-ethynylphenyl)-4-(2-methylcyclo propyl)-, trans- 2,6,7-Trioxabicyclo(2.2.2)octane, 4-cyclopropyl-1-(4-ethynylphenyl)-

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