디페닐아세토니트릴

Diphenylacetonitrile

HCID 6837CAS 86-29-3

기본 정보

표준 SMILES
N#CC(c1ccccc1)c1ccccc1
InChIKey
NEBPTMCRLHKPOB-UHFFFAOYSA-N
분자식
C14H11N
평균 분자량
193.24 g/mol
단동위원소 질량
193.08914936

이름 및 식별자

우선 이름
Diphenylacetonitrile
IUPAC
2,2-diphenylacetonitrile
현지명
디페닐아세토니트릴
영어명
Diphenylacetonitrile
분자식
C14H11N
분자량
193.25

이름 및 동의어

DIPHENYLACETONITRILE86-29-3DipanDiphenatrileBenzhydrylcyanideBenzyhydrylcyanidebenzhydryl cyanideDiphenylmethylcyanideDiphenylmethyl cyanideDifenylacetonitrilAcetonitrile, diphenyl-USAF KF-13
이름 더 보기
디페닐아세토니트릴다이페닐아세토나이트릴2,2-diphenylacetonitrileDPANdibenzylcyanide-CyanodiphenylmethaneBenzeneacetonitrile, α-phenyl-
alpha-PhenylbenzeneacetonitrileDiphenyl-alpha-cyanomethanealpha-PhenylphenylacetonitrileBenzeneacetonitrile, alpha-phenyl-Caswell No. 396alpha-Phenylbenzylcyanidealpha-CyanodiphenylmethaneDifenylacetonitril [Czech]

데이터베이스 식별자

CAS
86-29-3
PubChem CID
6837
DTXSID
DTXSID4020539
ChEMBL
CHEMBL3185477
UNII
QK4W106TKU
EC Number
201-662-5
Nikkaji
J4.937I

물성

구조 계산 물성

XLogP
3.2
극성 표면적
23.8 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
15

물리화학적 성질

녹는점
71 · 71-73 °C (lit.)
끓는 점
181 °C/12 · 181 °C/12 mmHg (lit.)
밀도
1.1061 · 1.1061 (rough estimate)
증기압
21.3 hPa · 21.3 hPa (190 °C)
굴절률
1.585 · 1.5850 (estimate)
인화점
120 °C · 120 °C
화학적 성질 · 1건

Diphenylacetonitrile is a white to creamy or faint yellow crystalline powder, Soluble in ethanol, ether. It is obtained by bromination and condensation of phenylacetonitrile. Diphenylacetonitrile is mainly used as an intermediate to manufacture API which deals in treatment of respiratory stimulant. It is used to manufacture APIs like stomach amine, Aminepentamide Sulphate, Diphenoxylate, Diphenylacetaldehyde, Doxapram, Loperamide, Methadone.

안전 및 규제

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
AL9800000
독성
LD50 orally in Rabbit: 3500 mg/kg
HS 번호
29269095
risk_code
36/37/38

화학 및 산업

응용 분야 · 2건

용도Mathadone (M225865) impurity. Used in synthesis of methadone, antispasmodics and other pharmaceuticals.Diphenylacetonitrile is used to synthesize isocyanate, which is further prepared into UV paint, PU paint, transparent elastomer and adhesive, etc. In addition, it is also used in polyamide and epoxy resin industries.

일반 설명Diphenylacetonitrile can be prepared in good yield by the dehydration of the amide of diphenyl acetic acid with phosphorous oxychloride.

제조 방법 · 2건

Diphenylacetonitrile can be prepared in good yield by the dehydration of the amide of diphenyl acetic acid with phosphorous oxychloride. Diphenylacetonitrile undergoes anhydrous condensation with ethyl-4-bromo-butyrate. This is followed by its hydrolysis in alkaline medium that is used in the quantitative determination of 3-cyano-3,3-diphenylpropionic acid.

In a 100 mL, nitrogen-flushed pear flask was added indium(III) bromide (2.0 mmol, 10 mol %) in CH2Cl2 (40 mL) to give a white suspension. To this at room temperature was added trimethylsilyl cyanide (40 mmol, 2.0 equiv.), followed by dropwise addition of alcohol (20 mmol, 1.0 equiv.) to give a moderate exothermic reaction. The mixture slowly turned clear, and TLC showed mostly the desire product. Saturated NaHCO3 was added and the mixture was concentrated in vacuo to remove the volatiles. The residue was partitioned between saturated NaHCO3 and ethyl acetate, and the aqueous layer was extracted one more time with ethyl acetate. Combined organic layers were dried over MgSO4, filtered and concentrated. The crude product was purified by flash column chromatography on silica gel (5% ethyl acetate/hexanes) to give the desired Diphenylacetonitrile.

공급사50 곳

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梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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上海将来实业股份有限公司400-0066400 13621662912 · [email protected]

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