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742678

Sigma-Aldrich

(1 R ,8 S ,9 S )-二环 \ [6.1.0] 非-4-炔-9-基甲醇

for Copper-free Click Chemistry

别名:

(1α,8α,9β)-二环 [6.1.0] 非-4-炔-9-甲醇, endo -9-羟甲基二环 \ [6.1.0] 非-4-炔

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100 MG
$449.00

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About This Item

经验公式（希尔记法）:
C10H14O
CAS号:
1263166-90-0
分子量:
150.22
Beilstein:
21037713
MDL编号:
MFCD26142970
UNSPSC代码:
12352209
PubChem化学物质编号:
329765586
NACRES:
NA.22

$449.00

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质量水平

100

表单

powder

组成

carbon content, 79.96%
hydrogen content, 9.39%

反应适用性

reaction type: click chemistry
reagent type: linker

官能团

hydroxyl

储存温度

−20°C

SMILES字符串

[H][C@@]12[C@@]([C@H]2CO)([H])CCC#CCC1

InChI

1S/C10H14O/c11-7-10-8-5-3-1-2-4-6-9(8)10/h8-11H,3-7H2/t8-,9+,10-

InChI key

NSVXZMGWYBICRW-ILWJIGKKSA-N

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相关类别

应用

醇官能化环辛炔衍生物。环辛烯在促进无铜叠氮炔环加成反应中是有用的。这种应变环辛炔将与叠氮官能团化的化合物或生物分子反应，而不需要铜催化剂产生稳定的三唑键。

包装

无底玻璃瓶。内含物在插入的融合锥体内。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCM9693
BCCL6142
BCCL3515
BCCK0584
BCCH8516

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Xifeng Liu et al.
Biomacromolecules, 20(9), 3352-3365 (2019-08-10)
A new PPF-BCN/hyPCL32-N3 injectable system that can be cross-linked by catalyst-free, strain promoted alkyne-azide cycloaddition (SPAAC) click chemistry was developed for tissue engineering applications. The system consisted of two components: PPF-BCN, poly(propylene fumarate) (PPF) functionalized with (1R,8S,9s)-bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN-OH), and hyPCL32-N3
Readily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells.
Jan Dommerholt et al.
Angewandte Chemie (International ed. in English), 49(49), 9422-9425 (2010-09-22)

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Copper-Free Click Chemistry

Copper-free click chemistry is an alternative approach to click chemistry that proceeds at a lower activation barrier and is free of cytotoxic transition metal catalysts.

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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