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Merck

249505

Sigma-Aldrich

2,6-二-丁基-4-甲基吡啶

98%

别名:

2,6′-双(1,1-二甲基乙基)-4-甲基吡啶, 2,6-二叔丁基-4-甲基吡啶, 2,6-双(叔丁基)-4-甲基吡啶, 4-甲基-2,6-二叔丁基吡啶

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5 G
$214.00
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About This Item

经验公式(希尔记法):
C14H23N
CAS号:
分子量:
205.34
Beilstein:
130503
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

$214.00


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质量水平

方案

98%

表单

solid

折射率

n20/D 1.4763 (lit.)

沸点

233 °C (lit.)

mp

33-36 °C (lit.)

溶解性

ethanol: soluble 5%, clear to slightly hazy, colorless to dark yellow

储存温度

2-8°C

SMILES字符串

Cc1cc(nc(c1)C(C)(C)C)C(C)(C)C

InChI

1S/C14H23N/c1-10-8-11(13(2,3)4)15-12(9-10)14(5,6)7/h8-9H,1-7H3

InChI key

HVHZEKKZMFRULH-UHFFFAOYSA-N

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一般描述

2,6-二-叔t-丁基-4-甲基吡啶是一种位阻型非亲和碱,可区分布仑斯惕(质子)酸与路易斯酸。它也可直接将乙醛[1]和酮[1][2]高产率转化成乙烯基三氟甲磺酸酯。它可抑制GaCl3-催化苯酚乙基化[3]反应中产物的脱硅和水合作用。

应用

2,6-二--丁基-4-甲基吡啶用于:
  • 1,2-二氢-2-硅杂萘衍生物的合成[4]
  • 高炔丙基叠氮衍生物在 PtCl 4 催化下的环化反应[5]
  • β-硫代吡喃核苷的非对映选择性合成[6]

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

183.2 °F - closed cup

闪点(°C)

84 °C - closed cup

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Organic Syntheses, 68, 138-138 (1990)
Hidekazu Arii et al.
Chemical communications (Cambridge, England), 50(50), 6649-6652 (2014-05-16)
Treatment of dialkylbenzylsilane (1) with trityl tetrakis(pentafluorophenyl)borate (TPFPB) in the presence of terminal or internal alkynes (3) and 2,6-di-tert-butyl-4-methylpyridine gave the corresponding 1,2-dihydro-2-silanaphthalene derivatives (4) in 34-82% yields.
D Crich et al.
The Journal of organic chemistry, 65(3), 801-805 (2000-05-18)
A highly diastereoselective synthesis of beta-thiomannopyranosides is described in which S-phenyl 2,3-di-O-benzyl-4, 6-O-benzylidene-1-deoxy-1-thia-alpha-D-mannopyranoside S-oxide is treated with triflic anhydride and 2, 6-di-tert-butyl-4-methylpyridine in CH(2)Cl(2) at -78 degrees C leading to the formation of an intermediate alpha-mannosyl triflate. Addition of primary
Katsumi Kobayashi et al.
Journal of the American Chemical Society, 124(29), 8528-8529 (2002-07-18)
Phenols are ethynylated at the ortho position with silylated chloroethyne in the presence of a catalytic amount of GaCl3 and lithium phenoxide. The lithium salt is essential for the catalysis, and addition of 2,6-di(tert-butyl)-4-methylpyridine inhibits desilylation and hydration of the
Synthesis, 283-283 (1980)

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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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