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78976

Sigma-Aldrich

(R)-1-Phenyl-2-propyn-1-ol

≥99.0% (sum of enantiomers, GC)

Synonym(s):

(R)-α-Ethynylbenzyl alcohol

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About This Item

Empirical Formula (Hill Notation):
C9H8O
CAS Number:
Molecular Weight:
132.16
Beilstein:
3195857
MDL number:
UNSPSC Code:
12352003
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99.0% (sum of enantiomers, GC)

form

liquid

optical activity

[α]20/D −28±2°, c = 3.2% in chloroform

optical purity

enantiomeric ratio: ≥96:4 (HPLC)

refractive index

n20/D 1.551

density

1.067 g/mL at 20 °C (lit.)

SMILES string

O[C@H](C#C)c1ccccc1

InChI

1S/C9H8O/c1-2-9(10)8-6-4-3-5-7-8/h1,3-7,9-10H/t9-/m1/s1

InChI key

UIGLAZDLBZDVBL-SECBINFHSA-N

Caution

may discolor to yellow during storage

Other Notes

Chiral building block; synthesis of substituted allenes

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

210.2 °F - closed cup

Flash Point(C)

99 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

78976-BULK:
78976-VAR:
78976-1G:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C.J. Elsevier et al.
The Journal of Organic Chemistry, 47, 2194-2194 (1982)
The Journal of Organic Chemistry, 48, 1103-1103 (1983)
C.J. Elsevier et al.
The Journal of Organic Chemistry, 54, 3726-3726 (1989)

Articles

The terminal alkyne functionality has a wide range of applications including most recently the synthesis of spiropyran substituted 2,3-dicyanopyrazines and (±)-asteriscanolide, as well as conversion to enamines using resin-bound 2° amines.

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