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382426

Sigma-Aldrich

(R)-(+)-1,1′-联萘-2,2′-二胺

99%

别名:

(R)-(+)-1,1′-联(2-萘胺), (R)-(+)-1,1′-联萘-2,2′-二胺, (R)-(+)-2,2′-二氨基-1,1′-联萘, (R)-(+)-DABN

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1 G
$308.00

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1 G
$308.00

About This Item

线性分子式:
H2NC10H6C10H6NH2
CAS号:
18741-85-0
分子量:
284.35
Beilstein:
5279621
MDL编号:
MFCD00145204
UNSPSC代码:
12352005
PubChem化学物质编号:
24863894
NACRES:
NA.22

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方案

99%

旋光性

[α]20/D +157°, c = 1 in pyridine

光学纯度

ee: 99% (HPLC)

mp

242-244 °C (lit.)

SMILES字符串

Nc1ccc2ccccc2c1-c3c(N)ccc4ccccc34

InChI

1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2

InChI key

DDAPSNKEOHDLKB-UHFFFAOYSA-N

相关类别

一般描述

(R)-(+)-1,1′-二萘基-2,2′-二胺是一种轴向不对称联萘配体，主要用于对映选择性催化。[1]

应用

1,1′-二萘基-2,2′-二胺衍生物已被用于不对称氢化反应、[2]环丙烷化反应[3][4]和手性内酯的形成。[4][5][6] 在钛（IV）醇盐存在下，其手性磺酰胺、手性二苯基磷酰胺和手性二苯基硫代磷酰胺衍生物可用作二乙基锌与醛的不对称加成反应的有用配体。[1]
1,1′-联萘-2,2′-二胺衍生物已用于不对称氢化反应、[2]环丙烷化反应、[3][4]以及手性内酯的形成。[4][5][6]

注意

储存时颜色可能变深。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

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)

Not applicable

闪点(°C)

Not applicable

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
BCBB0981
BCBB0981V
07307HH
049313/3
10404AH

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(1R,2R)-(+)-1,2-二苯基乙二胺 97%

Sigma-Aldrich

364010

(1R,2R)-(+)-1,2-二苯基乙二胺

Trifluoromethanesulfonamide, diphenylphosphoramide and diphenylthiophosphoramide of (R)-(+)-1, 1'-binaphthyl-2, 2'-diamine as chiral catalyst ligands for the titanium (IV) alkoxide-promoted addition of diethylzinc to aldehydes.
Shi M and Sui WS.
Chirality, 12(7), 574-580 (2000)
Chem. Abstr., 123, 101213k-101213k (1995)
Yamamoto, Y. et al.
The Journal of Organic Chemistry, 56, 1112-1112 (1991)
Chen, G.-M. et al.
Gaodeng Xuexiao Huaxue Xuebao, 16, 216-216 (1995)
The Journal of Organic Chemistry, 56, 1112-1112 (1991)
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Questions

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

    1 answer

    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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