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ChemicalBook > CAS DataBase List > 3-(Hydroxymethyl)-1-adamantol

3-(Hydroxymethyl)-1-adamantol

Uses
Product Name
3-(Hydroxymethyl)-1-adamantol
CAS No.
38584-37-1
Chemical Name
3-(Hydroxymethyl)-1-adamantol
Synonyms
3-hydroxyadamantylmethanol;1-Hydroxy-3-adamantylmethanol;3-(Hydroxymethyl)-1-adamantol;3-Hydroxymethyl-1-adamantanol;3-Hydroxy-1-Adamantanemethanol;3-(Hydroxymethyl)-1-Adamantantol;3-Hydroxy-1-adamantanemethanol 98%;3-Hydroxy-1-hydroxyMethyladMantane;3-(Hydroxymethyl)-1-adamantanol>3-hydroxy-1-hydroxyMethyladaMantane
CBNumber
CB6972806
Molecular Formula
C11H18O2
Formula Weight
182.26
MOL File
38584-37-1.mol
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3-(Hydroxymethyl)-1-adamantol Property

Melting point:
158-162 °C
Boiling point:
322.6±10.0 °C(Predicted)
Density 
1.261±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
15.04±0.10(Predicted)
form 
Powder
color 
White to pale brown
InChI
InChI=1S/C11H18O2/c12-7-10-2-8-1-9(3-10)5-11(13,4-8)6-10/h8-9,12-13H,1-7H2
InChIKey
FORAJDRXEYKDFJ-UHFFFAOYSA-N
SMILES
C12(CO)CC3CC(CC(O)(C3)C1)C2
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Safety

Hazard Codes 
Xi
Risk Statements 
41
Safety Statements 
26-39
WGK Germany 
3
HS Code 
29061990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
679968
Product name
3-(Hydroxymethyl)-1-adamantol
Purity
97%
Packaging
1g
Price
$92.8
Updated
2023/01/07
TCI Chemical
Product number
H1415
Product name
3-(Hydroxymethyl)-1-adamantanol
Purity
>98.0%(GC)
Packaging
1g
Price
$34
Updated
2025/07/31
TCI Chemical
Product number
H1415
Product name
3-(Hydroxymethyl)-1-adamantanol
Purity
>98.0%(GC)
Packaging
5g
Price
$102
Updated
2025/07/31
TRC
Product number
H627305
Product name
3-(Hydroxymethyl)-1-adamantanol
Packaging
50mg
Price
$60
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK789220
Product name
3-(Hydroxymethyl)-1-adamantanol
Packaging
1g
Price
$51
Updated
2021/12/16
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3-(Hydroxymethyl)-1-adamantol Chemical Properties,Usage,Production

Uses

3-Hydroxy-1-adamantyl methanol can be used to introduce adamantyl groups into the structure of target organic molecules. In organic synthesis methodology, it is mainly used for the structural modification and synthesis of sterically hindered organic ligands.

Chemical Properties

White solid

Synthesis

770-71-8

38584-37-1

42711-75-1

General procedure for the synthesis of 3-hydroxy-1-adamantanemethanol and 3-hydroxyadamantane from 1-adamantanemethanol: Under vigorous stirring, adamantan-1-ylmethanol (1a-1d) was added in batches over a period of 5-10 minutes to 15-20°C fuming nitric acid. The resulting solution was stirred vigorously for 1 h at 20°C and poured into 500 g of crushed ice. The product was extracted with butan-1-ol (6 mL), the organic layer was separated, 20 mL of hydrazine hydrate was added and the mixture was refluxed for 3 hours. After cooling, the mixture was diluted with 10 mL of butan-1-ol and washed sequentially with water (2 x 20 mL), 5% aqueous potassium hydroxide (3 x 15 mL) and water (2 x 10 mL). The organic phase was dried and evaporated under reduced pressure and the residue was recrystallized from toluene. The basic washings were acidified with aqueous HCl and the precipitated 3-hydroxyadamantane-1-carboxylic acid (5a-5d) was filtered. (3-Hydroxyadamantan-1-yl)methanol (4a) was synthesized from 2 g (0.012 mol) of 1a and 20 mL of fuming nitric acid in a yield of 1.6 g (75%) with a melting point of 140-142°C; literature value [50]: melting point 139-141°C. 3-Hydroxyadamantane-1-carboxylic acid (5a) was synthesized in a yield of 0.18 g (8%) with a melting point 203-205°C; literature value [64]: melting point 202-203 °C.

References

[1] Russian Journal of Organic Chemistry, 2018, vol. 54, # 9, p. 1294 - 1300
[2] Zh. Org. Khim., 2018, vol. 54, # 9, p. 1283 - 1289,8

3-(Hydroxymethyl)-1-adamantol Preparation Products And Raw materials

Raw materials

Preparation Products

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3-(Hydroxymethyl)-1-adamantol Suppliers

Aladdin Scientific
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View Lastest Price from 3-(Hydroxymethyl)-1-adamantol manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
3-(Hydroxymethyl)-1-adamantol 38584-37-1
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
10000KGS
Release date
2025-02-17
Longyan Tianhua Biological Technology Co., Ltd
Product
3-(Hydroxymethyl)-1-adamantol 38584-37-1
Price
US $20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000kg
Release date
2020-11-16
Chemwill Asia Co.,Ltd.
Product
3-(Hydroxymethyl)-1-adamantol 38584-37-1 38584-37-1
Price
US $35.00/KG
Min. Order
1KG
Purity
99.8% in stock
Supply Ability
50 MT per month
Release date
2019-08-04

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