1,1,3,3-테트라메틸부틸이소시아나이드

1,1,3,3-Tetramethylbutyl isocyanide

HCID 26725CAS 14542-93-9

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: [C-]#[N+]C(C)(C)CC(C)(C)C
InChIKey: YVPXQMYCTGCWBE-UHFFFAOYSA-N
분자식: C9H17N
평균 분자량: 139.24 g/mol
단동위원소 질량: 139.13609954

이름 및 식별자

우선 이름: 1,1,3,3-Tetramethylbutyl isocyanide
IUPAC: 2-isocyano-2,4,4-trimethylpentane
현지명: 1,1,3,3-테트라메틸부틸이소시아나이드
영어명: 1,1,3,3-Tetramethylbutyl isocyanide
분자식: C9H17N
분자량: 139.24

이름 및 동의어

1,1,3,3-Tetramethylbutyl isocyanidePentane, 2-isocyano-2,4,4-trimethyl-Walborsky's reagent1,1,3,3-TetramethylbutylisonitrileNSC 141688Butyl isocyanide, 1,1,3,3-tetramethyl-EINECS 238-577-8DTXSID9065784tertOctyl isocyanidetertOctyl isonitrileRefChem:4096332Isocyano2,4,4trimethylpentane

이름 더 보기

1,1,3,3-테트라메틸부틸이소시아나이드2-isocyano-2,4,4-triMethylpentaneWALBORSKY REAGENTTERT-OCTYLISONITRILETERT-OCTYL ISOCYANIDE2-isocyano-2,4,4-trimethyl-pentan1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE FOR

DTXCID4034730Pentane, 2isocyano2,4,4trimethyl1,1,3,3Tetramethylbutylisonitrile1,1,3,3Tetramethylbutyl isocyanateButyl isocyanide, 1,1,3,3tetramethylButyl isocyanide, 1,1,3,3tetramethyl (8CI)Butyl isocyanide, 1,1,3,3-tetramethyl-(8CI)14542-93-9

데이터베이스 식별자

CAS: 14542-93-9
PubChem CID: 26725
DTXSID: DTXSID9065784
ChEMBL: CHEMBL5567109
UNII: 9EVN2N5TVN
Nikkaji: J108.673A

물성

구조 계산 물성

XLogP: 2.6
극성 표면적: 4.4 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 1
회전 가능 결합 수: 2
무거운 원자 수: 10
형식 전하: 0
복잡도: 151

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds

Physical DescriptionClear colorless liquid; [Acros Organics MSDS]

물리화학적 성질

끓는 점: 55 · 55-57 °C11 mm Hg(lit.)
밀도: 0.794 g/mL · 0.794 g/mL at 25 °C(lit.)
굴절률: 20 · n20/D 1.422(lit.)
인화점: 125 °F · 125 °F
저장 조건: 2 · 2-8°C
용해도: insol water; sol common organic solvents
물리적 상태: 투명한 액체
색상: 무색 내지 거의 무색
BRN: 2076559 · 2076559
InChI: InChI=1S/C9H17N/c1-8(2,3)7-9(4,5)10-6/h7H2,1-5H3
InChIKey: YVPXQMYCTGCWBE-UHFFFAOYSA-N
SMILES: C(C(C)(C)C)C(C)(C)[N+]#[C-]
EPA: 2 · Pentane, 2-isocyano-2,4,4-trimethyl- (14542-93-9)

화학적 성질

clear colorless liquid

안전 및 규제

유해성 정보

Regulatory Information1,1,3,3-Tetramethylbutyl isocyanide: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant; Harmful by ingestion, inhalation, and skin absorption (may be metabolized to cyanide); [Acros Organics MSDS] See Ethyl isocyanide.

안전 데이터

wgk: 3
tsca: TSCA listed
ridadr: UN 1993 3/PG 3
HS 번호: 2929 90 00
risk_code: 10-20/21/22
hazard_code: Xn
safety_code: 23-36/37
포장분류: III
위험 등급: 3.2
F 고인화성물질: 10-21
Hazard Classifications: Flam. Liq. 3
스토리지 클래스: 3 - Flammable liquids

화학 및 산업

용도 및 제조

General Manufacturing InformationPentane, 2-isocyano-2,4,4-trimethyl-: INACTIVE

응용 분야

용도1,1,3,3-Tetramethylbutyl isocyanide was used in the synthesis of substituted furans and imides.

제조 방법 · 1건

To a stirred solution of 83.0 g (0.528 mole) of N-(l,l,3,3-tetramethylbutyl) formamide in 11 of DMF was added dropwise, under a nitrogen atmosphere, a solution made up of thionyl chloride (40.3 ml, 0.55 mole) dissolved in 150 ml of DMF. The addition was at such a rate that the temperature did not exceed -50°C. After the addition, the cooling bath was removed momentarily to allow the temperature to increase to -35°C and then it was replaced while 118.0 g (1.11 mole) of sodium carbonate (anhydrous grade) was added. Then the cooling bath was removed and the reaction mixture was diluted with ice-cold water in a separatory funnel and then extracted with pentane. The pentane extract was dried over sodium sulfate and concentrated, and the product distilled to yield 68.4 g (93% yield), b.p. 55.5-56.6°C (11 mm). Infrared spectrum (neat) 2110 c m " 1 (s); nmr (neat) 51.08 [s, 9, C(CH3) 2] , 1.43 [t, 6, J = 2Hz, C(CH3) 2] , 1.58 (t, 2, J = 2.3 Hz, CH2).