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115568

Sigma-Aldrich

(S)-(-)-α-甲基苄胺

98%

别名:

(S)-(-)-α-甲基苄胺, (S)-(-)-1-苯乙胺

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About This Item

线性分子式:
C6H5CH(CH3)NH2
CAS号:
2627-86-3
分子量:
121.18
Beilstein:
2204907
EC 号:
220-098-0
MDL编号:
MFCD00064406
UNSPSC代码:
12352116
PubChem化学物质编号:
24847225
NACRES:
NA.22
价格与库存信息目前不能提供

蒸汽压

0.5 mmHg ( 20 °C)

方案

98%

旋光性

[α]20/D −39°, neat

光学纯度

ee: 98% (GLC)

折射率

n20/D 1.526 (lit.)

沸点

187 °C (lit.)

密度

0.94 g/mL at 25 °C (lit.)

官能团

amine
phenyl

储存温度

2-8°C

SMILES字符串

C[C@H](N)c1ccccc1

InChI

1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1

InChI key

RQEUFEKYXDPUSK-ZETCQYMHSA-N

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应用

(S)-(-)-α-甲基苄胺与2-甲酰基苯基硼酸可一起用于衍生化实验方案以分析手性二醇的对映体过量值。[1]
它也可以用于：
  • 非对映选择性合成 S-氨基腈。[2]
  • 作为合成(S)-(-)-N-乙酰萼卷豆碱或(R)-(+)-N-乙酰萼卷豆碱的手性助剂。[3]
  • 作为1-取代四氢-β-咔啉不对称合成的手性合成砌块。[3]
用于一锅多组分合成高度取代的手性吡咯。[4]

象形图

Skull and crossbonesCorrosion
GHS06,GHS05

警示用语：

Danger

危险声明

H302,H311,H314

危险分类

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Skin Corr. 1B

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

闪点(°F)

158.0 °F - closed cup

闪点(°C)

70 °C - closed cup

个人防护装备

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SDBB1148
STBK5744
STBK5822
STBK5483
0000084719

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Ashwin R Bharadwaj et al.
Organic letters, 6(14), 2465-2468 (2004-07-02)
[reaction: see text] A multicomponent synthesis of highly substituted pyrroles catalyzed by thiazolium salts has been disclosed. The reaction employs an acyl anion conjugate addition reaction of acylsilanes (sila-Stetter) and unsaturated ketones to generate 1,4-dicarbonyl compounds in situ. The subsequent
(S)-(-)-a-Methylbenzylamine as an efficient chiral auxiliary in enantiodivergent synthesis of both enantiomers of N-acetylcalycotomine.
Ziolkowski M, et al
Tetrahedron Asymmetry, 10(17), 3371-3380 (1999)
Lithium perchlorate/diethylether catalyzed aminocyanation of aldehydes
Heydari A, et al
Tetrahedron Letters, 39(19), 3049-3050 (1998)
Bartosz Lewandowski et al.
Chemical communications (Cambridge, England), (47)(47), 6399-6401 (2008-12-03)
Simple chiral aza-crown ethers based on sucrose display high enantioselectivity in complexation of phenylethylammonium chlorides.
Andrew M Kelly et al.
Nature protocols, 3(2), 215-219 (2008-02-16)
A three-component chiral derivatization protocol for determining the enantiopurity of chiral diols by (1)H NMR spectroscopic analysis is described here. The present approach involves the derivatization of 1,2- 1,3- and 1,4-diols with 2-formylphenylboronic acid and enantiopure alpha-methylbenzylamine. This method affords
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  1. How can I determine the shelf life / expiration / retest date of this product?

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    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?

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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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